Archive of Our Own ^beta

Chapter Text

They were completely stocked up on batteries. Dean had bought so many batteries in preparation for this, so excited, so ready to get this show on the road. Yippee-ki-yay ready.

They’d gotten the calendar a week before December 1^st and Dean had been giddy all week, making his husband smile fondly, with increasing intensity to his bedroom eyes the more excitement Dean showed.

Well fuck, he deserved to see it, it had been Cas’ idea after all. Suggested so casually that hey, look at this, they sell advent calendars with sex toys in them too, maybe they should get one? And it wasn’t like Dean hadn’t been happy about his calendar last year, filled with mini funko pop from Star Wars, but this was on a whole other level. Not that their sex drive or desire for each other had diminished over their years as a couple, but who didn’t like to spice things up once in a while?

So yeah, Dean was ready with a capital R, hardly able to contain himself until Cas came home from work and then, when he finally got to open the first box, what did he find?

“Massage oil?”

Cas hugged Dean from behind and hooked his chin over his husband’s shoulder, smiling. “That’s nice.”

“Is it?” Dean didn’t want to say he was disappointed—no scratch that, he didn’t want to show that he was disappointed. But he was. “It’s not very… kinky, is it?”

“Oh I don’t know about that,” Cas said and fuck yeah, that was his… that was that voice. That tone, that rumble that did things to Dean. He stepped around Dean, plucking the little bottle with honeysuckle scented oil from Dean’s lax grip. “I think we can be creative using this.”

Dean, always up for doing stuff with Cas, shook off his disappointment. They were only on day one after all. Maybe the calendar just wanted them to start off slow, ease them into it. Maybe, if they had been a newer couple, this could be considered foreplay.

Yeah, he thought as he watched Cas read the label on the bottle, this could be great.

“So how d’you wanna do it?”

“I’m not sure,” Cas said looking up at Dean and fuck yeah, he was already looking a little aroused. Dean felt a thrill go through his own body. “You opened the box so maybe you should decide?”

Dean nodded, whipping his t-shirt over his head. “Sounds fair, we can open every other box and the opener gets to decide on how to use the thing?”

“Great.”

Dean grinned ear to ear. “In that case, I wouldn’t mind a massage.”

Cas chuckled, eyeing Dean’s half-naked body. “Oh you wouldn’t, would you? Are you getting completely naked?”

Dean thought it over and then shrugged. “I guess? I mean, we gotta do something to spice this up, how kinky can a massage be anyway?”

Cas hummed. “Wait until we’re finished to throw judgement.”

Oh fuck yeah, Dean loved it when Cas got a little challenging like that. To be honest, Dean was a cocky guy in general, but he absolutely thrived under Cas’ attention, especially when he quirked his eyebrow just righ—yep, just like that.

“Are you getting naked too?” Dean rasped, his groin already tingling pleasantly.

“I suppose I should,” Cas said, his voice in a deliciously deep timbre now. “If only to show you how fun this can be.”

They ended up in their bedroom, Dean with a bath towel under him as he spread out on his stomach on their double bed. Cas stood to his side, oiling up his hands and yeah, Dean couldn’t help but feel that tingle again. Fuck Cas looked good, all in charge and calm.

Dean folded his hands under his cheek and closed his eyes when Cas first put his hands to his back, kneading gently. It felt good, like really good, but not the kind Dean had hoped for all week. Still, it was soothing, and he smiled to himself, mesmerized by how good Cas’ hands always felt on him.

He shifted slightly when he realized he was getting a little hard despite himself. Supposedly it was the promise of more to come, or perhaps it was the fact that Cas had gone down lower, massaging precariously close to the swell of Dean’s ass. Fuck yeah, Cas grabbing Dean’s ass was always such a treat. That calendar better fucking have something to do with anal play or Dean would throw it out the window.

He hummed, almost moaned, when he felt Cas’ mostly soft cock brush against his side as Cas stretched over him to reach properly. Yeah, that excitement he was feeling around his groin was definitely growing, spreading. He shifted again, rolling as if to accommodate Cas’ reach but in reality he only wanted to feel more of Cas against him.

“Would you mind me getting on the bed as well?” Cas asked then, as if he was a proper fucking masseur.

“You know I don’t,” Dean mumbled. He opened his eyes when he felt the bed dip, rolling with Cas and somehow ending up with his legs closed and Cas straddling his ass. “Huh.”

“What’s wrong, Dean?” Cas asked, tone caught between innocent and teasing, and leaned down over Dean’s back, pressing his soft cock and balls against Dean’s ass as he started massaging again. “Uncomfortable?”

Dean’s dick was getting a little too hard to stay on his stomach, to be honest, but he was enjoying this too much to stop it.

“Couldn’t be better.”

And it was honestly true, with his husband pinning him down like this, Dean was in fucking heaven. To then get to feel Cas’ cock against him, have Cas’ hands massage him into a puddle, while the gentle scent of honeysuckle surrounded them, yeah there was no way Dean wasn’t both aroused and happy.

And then Cas started motherfucking rolling his hips with his movements, his still mostly soft cock rubbing up and down between Dean’s cheeks, not truly in-between but there against the cleft, and he started humming. Something tuneless, something possibly soothing, except he knew what the timbre of his voice did to Dean when they were in bed together and fuck, now Dean wasn’t as relaxed anymore.

Still enjoying this, but definitely enjoying it more than he had thought he would and more than his poor, trapped dick could take. He shifted, pushing back against Cas’ crotch, bumping his ass up and letting slip small sounds of increasing desperation. His body, already heated from the massage, flared hot as a flash of arousal went through him and he started sweating slightly, trapped under his humming husband.

Trapped in a pleasurable limbo, caught between needing to let his arousal peak and unable to with the pressure on his dick, Dean didn’t know how much time had passed since he slipped into this state, but he realized that Cas wasn’t getting any harder.

“Cas,” he whined, more surprised how quickly he’d slipped into his submissive mindset than the fact that he had slipped. “Cas, why aren’t you…?”

“Hm?” Cas rolled with Dean’s next bump up, definitely rubbing against him. “Aren’t you happy with the massage?”

Dean bit down on a moan, turning his head as much as he could, glaring defiantly up at Cas. “You know what I’m after.”

Cas dragged his oil slick hands down Dean’s back, leaning down over him so that his cock pressed even more intently against Dean’s ass. Dean’s hole twitched and he held his breath as Cas put his lips against his ear.

“I thought you said massages weren’t kinky?”

“You’re doing this on purpose,” Dean bit out, realization dawning, moaning when Cas shifted his weight on his knees so that he could pull Dean’s hips slightly off the bed. His dick, hard and leaking, bucked against the towel. Dean clenched the comforter in his fists.

“I am,” Cas conceded calmly but there was something lacing his words now, something Dean knew only from experience and that he craved like a drowning man craved air. Cas was close to his breaking point.

“Please Cas,” he begged, gasped. “I need you. Massages are fucking great, okay?”

“They are,” Cas rumbled, a smile evident in his voice and fuck, Dean felt Cas’ cock filling out against his ass now. “Since I get to touch you.”

“You were holding back,” Dean moaned. “Fucker.”

Fully hard, Cas thrusted lazily against Dean’s ass, his cock between Dean’s cheeks like a goddamn hotdog in a bun and fuck yeah, Cas had added some massage oil to make them glide better together.

“You sound so beautiful when you beg, Dean.”

Dean shuddered on the bed, see-sawing between Cas’ cock and the bed, his dick rubbed raw against the towel, pleasuring firing off like fireworks inside him. The realization that Cas had gone about this just to get Dean to beg during sex would come later, and Cas would be smug about succeeding later as well, but for now, Dean was a mess on the bed, Cas’ cock burning between his cheeks and Cas’ hands big and slick on his body.

“Imma—”

He was cut off when Cas suddenly backed off, gripping Dean’s body, flipping him over as if Dean wasn’t in reality slightly bigger than him. Dean wasn’t perturbed, though, too used to Cas manhandling him during sex and fucking loving it. Instead, he just opened his legs, accepting his husband in between and crying out when new pleasure assaulted him as Cas took both their hard-ons in his oil-slick hand.

He made short work of them both like that, jerking them with quick flicks of his wrist as Dean bucked into his hand, nails digging into Cas’ skin as his climax peaked. As usual when they had sex, Dean couldn’t keep his noises down, one of the best things with owning their own house in his opinion, though the neighbors hearing them was far from his mind as he screamed out his orgasm moments later, paining his own chest with ropes of pearly white.

Cas followed a moment later, a short grunt accompanied by him driving his hips harder into his own grip, cock pulsing against Dean’s softening one. His face was a treat as he came, not scrunched up like Dean’s usually was, but a peaceful mask of pleasure, creases smoothed out as he emptied himself over Dean.

“Fuck yeah,” Dean mumbled when Cas, exhausted, fell to the side of him. “I change my mind. Massage oil wasn’t lame at all.”

“I’m glad,” Cas said, half of his smile hidden against his pillow. “I liked it as well.”

“I can tell,” Dean laughed, dragging his fingers through the goop on his stomach and chest. Well he’d need a shower to get rid of the oil anyway. “I can’t fucking wait to see what’s in box number two.”

“Yeah,” Cas mumbled and when Dean turned his head, he saw his husband looking affectionately up at him. “It’s gonna be great.”

Chapter Text

It wasn’t like Castiel was a true dom, and not like Dean was a sub for real, either. But it was very true that they liked to dabble in it, Dean more than Castiel, and Castiel would do anything to please his darling husband. And if that meant that he had to don what Dean called a “dom-brow” and boss Dean around some, then Castiel had no problems with that. Especially since he had discovered a secret desire for watching Dean get increasingly frustrated from the need to come.

There was just nothing like it, nothing like watching his husband’s gorgeous face contort from pleasure, going red, his freckles standing out and his beautifully green eyes shimmering with tears. Castiel could get himself aroused just thinking about it and he took great pleasure in pushing himself to reach his goal. Like yesterday when he’d held back from getting hard just to watch Dean squirm for him, caught between arousal and humiliation from being the only one perceived to be aroused from the massage.

That had probably been one of the most difficult feats Castiel had performed during sex. Holding back his erection while Dean insistently pushed against his crotch had nearly killed him, and he had been glad that Dean had broken down when he did.

Today it was his time to open a box and he’d discovered with glee that the second box contained a realistic dildo with a suction cup, and he’d immediately known what he wanted to do with it. So that was how they found themselves in their master bathroom, where the suction cup worked perfectly on the tiled floor.

Lubed up and carefully stretched, Dean had been able to sit down on the dildo without problem, taking it to the root. Naked and already flustered, he was now fucking himself on it, a beautiful flush spreading down his chest as Castiel sat on the closed toilet lid, legs slightly spread.

He was hard as a rock, his cock trapped in the leg of his pants, but he was only tracing it slowly with his fingers, eyes hooded as he watched Dean work himself on the dildo, the air in the bathroom filled with the sounds Dean made and saturated with the scent of arousal.

“Cas, c’mon…” Dean gasped pathetically, pleasure evident in his voice, laced with the frustration of his orgasm being kept at bay. “I need…”

“No.”

Castiel watched a shudder go down Dean’s spine, his eyes closing as he arched his back, bearing down on the dildo. It was no doubt pressing deliciously against his prostate, filling him up good, but it wasn’t enough to make him come and Castiel had forbidden him from stroking his dick.

Castiel rubbed the heel of his hand against the head of his cock through his pants for a moment, pleasure spiking when Dean bit his lower lip and put his fingers to his nipples, playing with them.

“Cas…”

A jolt of searing hot pleasure went through Castiel like it always did when Dean’s normally deep voice went high-pitched and whining like this.

“No, if I allow you to touch yourself, this will be over.” He shifted, pulling on his pants, knowing he wasn’t lasting much longer himself. “And I want to watch you some more.”

Dean breathed hard, glaring up at Castiel, but there was no malice and no real danger of Dean getting hurt in that look. They didn’t have a safeword per se, not truly considering themselves that hardcore, but Castiel had introduced the idea of the stop light system and Dean had accepted that. Sometimes Castiel would ask Dean his color, more to maintain the illusion of BDSM for Dean’s fantasy’s sake and the answer was always green for good to go. Castiel always took care to listen carefully for Dean to utter yellow for wait or red for stop but throughout the years it hadn’t happened once and for that he was grateful.

Hurting Dean was the farthest thing from his mind, even though he did love watching his husband struggle within the boundaries he set for him. Like now. Dean was getting absolutely distraught with the need to do more, the dildo no doubt more teasing than pleasuring by now.

His breathing was ragged, he was red-faced and sweating, and absolutely stunning.

“Whaddya mean watch?” he pressed out, letting go of his nipples to put his hands on the floor, gaining leverage to push down harder against the dildo. “Are you even hard?”

Castiel’s stomach fluttered. So Dean wasn’t even sure Castiel was enjoying this? Couldn’t he see how Castiel’s hard cock was doing its best to burst out of his pants? Apparently not, and yet he worked that dildo for all it was worth, because Castiel had said so. And presumably because he enjoyed how it felt, maybe even combined with Castiel’s eyes on him.

The pleasure Castiel derived from all of that was immense and he had to grip his cock through his pants best he could, staving off a powerful wave of arousal. No way was he coming in his pants, not when Dean was this close.

“Am I hard?” he asked, standing up, letting his cock tent his pants as he unbuckled his belt, eyes smoldering as he stared down at Dean’s widening eyes. Maybe he wasn’t domming only for Dean’s benefit anymore. “Open your mouth, darling, and I will show you what you do to me.”

Dean made a surprised, squeaky noise and fell back on the dildo, his hard dick bobbing in front of him as he watched, enraptured, while Castiel fished out his throbbing cock. Castiel would lie if he said the way Dean’s eyes worshipped him didn’t feel good. There was a reason why he watched Dean so closely, after all, and it wasn’t only for his own benefit. Having his lover’s eyes on him, drinking in his body, was always a rush.

“Cas…?”

Castiel delighted in how Dean’s voice trembled with want and need.

“That’s right,” he mumbled, stepping up to Dean and gripping his hair lightly, guiding the swollen head of his cock into Dean’s awaiting mouth. “Never doubt my desire for you.”

The moan Dean let out reverberated throughout Castiel’s whole body, his skin prickling with fresh pleasure as Dean swallowed as much of Castiel’s cock as he could take. Eager, Dean put his hands on Castiel’s hips, shifting on his knees, bucking down on the dildo while bobbing his head, Castiel sliding in and out of Dean’s tight throat.

God but it felt amazing. The pressure, the warmth, the way Dean enveloped him so completely, body and soul. But more than that in this moment, the way Dean looked up at him through teary eyes made Castiel’s back curl as his orgasm pounded through him.

Below, Dean’s dick was trembling, leaking precome so that a string of it dangled from the tip, precariously close to touching the floor, but even so he still wasn’t touching himself. Castiel felt a rush of power go through him and he put his hand on the back of Dean’s head, cradling him.

“Swallow,” he rasped.

Dean whined and pulled off slightly, giving Castiel room to come inside his mouth without choking him and God, that acceptance was all it took for Castiel to let go. He came with a harsh groan, teeth gritted as his cock pumped, feeding Dean his thick come. His thighs trembled, threatened to give out under him and he took a staggering step back, his belt buckle clinking, cock slipping free from Dean’s mouth.

Dean looked completely wrecked, still caught at his own razor’s edge, body shaking with need. And he was still seated on the dildo, absolutely striking as his body worked the toy, his frustration evident.

The love he felt for his husband overwhelmed him, and in the next moment Castiel found himself on his knees in front of Dean, his hand around the man’s pulsating dick.

“Cas!” Dean exclaimed and collapsed against Castiel’s chest, fisting his shirt.

“So beautiful,” Castiel murmured, bringing Dean to completion within only a handful of strokes.

Dean’s body jerked and he gasped, getting tears and saliva on Castiel’s shirt as he writhed in pleasure, his dick pumping powerful spurts of come onto the floor and Castiel’s thigh.

“I fucking love you,” Dean mumbled after a moment, making Castiel’s heart soar with happiness. “That was so fucking hot, and this,” he reached down between them with a trembling hand, easing the dildo out of him before slumping into Castiel’s awaiting embrace. “Definitely a keeper.”

“I’m glad,” Castiel said, tone sweeter now. He carded a hand through Dean’s sweaty hair, smiling down at his husband. “I really enjoyed it as well.”

“The way you looked at me…” Dean peeked up at him, a blush evident over his nose ridge, highlighting his pretty freckles. “It felt incredible.”

Castiel chuckled and gathered Dean closer. “Good, I couldn’t really control that. You looked so…” he sighed contently. “Absolutely perfect.”

“Shut up,” Dean mumbled, face buried against Castiel’s chest, bad as ever at taking compliments.

“You did,” Castiel said but knew better than to push the issue. “What do you say we wash off in the shower?”

“In a moment,” Dean said, voice low and a little sluggish, as if he was falling asleep. “I don’t think I can stand right now.”

Castiel smiled to himself and looked at the innocent dildo, still stuck to the floor and standing proud. To be honest he’d known this kink calendar would be a fun thing but so far it was exceeding his expectations and they were only on the second day.

Chapter Text

Day three it was Dean’s time to open a box in their advent calendar and it had once again yielded something that had made him hesitate.

“A bottle of chocolate syrup?” he’d asked, skeptic. “Do they want us to bake sexually challenged pancakes?”

Cas had hummed thoughtfully and read in the little booklet that had come with the calendar. “I think it’s for smearing certain body parts and then licking them clean.”

Oh fuck yeah, that had sure ignited a fire in Dean’s groin.

“And since I opened it, I get to decide how to use it,” he’d grinned cheekily, handing the bottle to Cas. “You do the licking.”

Cas’ grin had rivalled Dean’s. “My pleasure.”

Except!

Except Cas wasn’t using the syrup the way he was supposed to, the way Dean wanted him to. Instead of going for the goodies, he was licking everywhere but where Dean needed his clever tongue. A dollop on Dean’s knee, a smear on Dean’s shoulder, oh Dean was getting licked good alright, except—

“Cas,” he whined, body straining to get closer to Cas just as he put some syrup on Dean’s stomach, near his belly button. “Gimmie what I want.”

“I thought you wanted me to lick you?” Cas asked, dabbing his tongue against Dean’s skin before sweeping the syrup off with a wet lick. Dean’s hard dick trembled.

“You know what I mean,” Dean gritted out.

Cas only hummed, walking higher up on his knees, trailing a bit of syrup between Dean’s pectoral muscles, so close to his nipples but not on them. Dean fisted the sheets as Cas licked with the flat of his tongue, the sweeps wide and slow. Fuck, Dean knew how good Cas was with his tongue, felt his ass clench just remembering how it felt when Cas ate him out.

But no, Cas was resolutely staying away from Dean’s dick and ass, instead hovering a maddening foot away. They were both naked and hard, though Dean was in a worse state than Cas, driven to the brink of his sanity by Cas’ calmness.

He flexed his legs, thighs spreading when Cas leaned down over him to get some syrup under Dean’s jawline, strong grip on Dean’s chin angling his head up so that he could lick there. His dick bumped up against Cas then, just as he felt Cas’ cock against him, and a shiver of desire went through him, his body feeling overly sensitive.

“Please,” he pressed out, looking pleadingly up at Cas who visibly shuddered with pleasure.

“I love it when you beg for me,” he said, voice deep and dark, sparking Dean’s flame of arousal something fierce.

“Is that why you’re doing this?” Dean mumbled, watching with hooded eyes as Cas backed off a little, picking up Dean’s right hand. But not to smear his fingers in syrup, no that would’ve been too easy. Instead he put a dollop on Dean’s racing pulse, spreading it with his thumb.

“I’m doing this because I love your reactions,” he said huskily and bent his neck to suck hard on Dean’s wrist.

“Fucking hell, Cas,” Dean moaned, back arching. “You’re torturing me on purpose, you asshole.”

Cas let go of him, sitting back on his knees and stroking his cock lightly, a shit-eating grin on his handsome face.

“By all means, if you think I’m doing this wrong,” he held out the bottle for Dean to take. “Why don’t you show me where you want to be licked?”

Dean exhaled sharply, pleasure firing off inside him, making his balls creep up and his dick throb.

“Lie down,” he said, voice rough, getting up himself. “Arms up.”

Cas complied, still grinning to himself and fuck how Dean loved it when Cas challenged him like this. Loved it when Cas took charge and when Dean could lose himself in the pleasure his husband gave him, but also fucking thrived when Cas did stuff like this. Pushed Dean’s boundaries, found his limits and brought him back from the brink just in the nick of him.

He sat over Cas’ chest, straddling him, his dick inches away from Cas’ face. Cas, clearly just as aroused, licked his lips, eyes locked on Dean’s dick while Dean put a healthy amount of syrup in his hand and smeared his dick in the sticky treat, the air filling with the scent of chocolate.

“Open up,” he mumbled, watching greedily how Cas sucked him in.

He bent over Cas’ head a little so that Cas didn’t have to strain his neck too much to reach and Cas put his big man paws on Dean’s ass, squeezing. He suckled at first, getting the syrup off, and then licked more than sucked for a moment, getting it all. Dean was shivering, thrills of hot and cold wandering his body, making his hair stand on end as pleasure spread throughout his body.

“Yeah,” he hushed. “Fuck yeah.”

His thighs shook with the effort to not fuck Cas’ face. Oh he wanted to, but not in this position, not when Cas couldn’t escape if he needed to, but holy shit the urge was strong. To just rut into Cas’ warm mouth, to find his peak there, to fill his husband until he choked on Dean’s thick come.

“Ah!”

Cas surprised him by skimming his syrup-sticky fingers against Dean’s hole and fucking hell, there was no way Dean was lasting any longer. His dick was swelling, fit to burst, and Dean saw stars dance before his eyes, toes digging into the bed under him as he jerked forward, coming with a short shout.

Cas opened his eyes and stared up into Dean’s, expertly swallowing everything, mouth working around Dean’s throbbing dick, tongue licking over the head even as the last spurts of come were pushing out.

Dean breathed out, long and deep, the pleasure, so sharp just a moment before, shimmering out to a mellow glow in his body. He sat back a little, not too much, not enough to crush Cas under his weight, but enough that he could slip free from Cas’ mouth and rest his thighs a little.

“That was so fucking hot.”

“I’m glad,” Cas grinned, clearly still very much aroused, his cock straining behind Dean’s back. “Although I suspect everything from that calendar will be hot with you.”

“Flatterer,” Dean mumbled, feeling inexplicably shy. “It’s you who’s creative.” He reached to the side, picking up the previously discarded bottle of chocolate syrup. “Time for your reward. Stay like this, I’ll do the rest.”

Cas’ grin changed into a soft smile, full of adoration, making Dean’s stomach flutter with butterflies, even after all their years as a couple.

“Yes, darling.”

Chapter Text

As soon as Castiel opened box number four, Dean blushed so hard Castiel was at first afraid he would pass out. And not a normal blush either, not the kind that gradually made his cheeks warmer, a little rosy patch spreading over his nose. No, it was more of an anime girl poof kind of blush and Castiel wasn’t entirely sure what it was about, but he delighted in the fact that he would soon find out.

“Lace, um,” Dean picked up the content of the box, holding it at arm’s length. “Lace panties?”

Castiel looked into the box to see if there was anything more but no, that was it. “Well, I suppose since it’s a kink calendar, anything is bound to be in there.”

He wondered for a moment if that meant there would be cockcages and fleshlights as well and how he would feel about that. Good, he decided as he watched Dean overtly not looking at the panties he was holding.

“What…” Dean cleared his throat, trying on a cocky smile for size. Castiel wanted to kiss him so hard in that moment. God but his husband was adorable. “I mean, you opened it so, like, you decide who…”

Castiel took the panties from Dean, looking at them with fake contemplation that was far more believable than Dean’s cockiness. They were rather big, though the tag boasted “one size”, and they felt stretchy. They were made completely in lace, black and somewhat see-through.

“I think,” Castiel said after a moment spent in tense silence. “I’d like to see you in these.”

To be honest, that would have been his answer even if Dean hadn’t reacted as he had. Not that Castiel was against wearing women’s lingerie, he just didn’t think he personally would get much out of the feeling. But to see Dean in them… Yeah, that thought was enticing enough on its own, and now even more so, with Dean looking like he did.

“I-I mean, sure, if you want to…”

Dean was looking anywhere but Castiel and the panties and Castiel had to fight a powerful urge to just push Dean down and hump him. Instead he turned on the couch they were sitting on, putting the hand that was holding the panties down on Dean’s already burgeoning erection and leaning in to speak roughly against his husband’s red ear.

“What do you say? Are you going to be a good boy and put on the panties for me? Hm?”

A shudder went through Dean and Castiel was a second away from asking Dean his color for the first time in a long time. This was unchartered territory, after all.

“B-boys don’t wear panties, though…”

It took Castiel a moment longer to realize what Dean was actually saying. Apt as he was at reading his husband, even he still had things to learn, and he almost made the mistake of pulling off, but then he caught Dean’s wandering eyes, and correctly placed that tone.

“Will you be my good girl, then?” he rumbled and was rewarded with Dean bucking up against his hand, burying his face against Castiel’s neck and nodding.

The panties didn’t truly fit and Castiel considered that “one size” might not have included a rather sizable erection and accompanying balls, but Dean looked delectable anyway. 

“It’s stupid…” Dean mumbled, shuffling on his feet, hand hovering in front of his crotch as if he wanted to hide but couldn’t decide how. 

Castiel smiled, sitting on their bed in front of his husband. “Come here, darling.”

Dean visibly swallowed and stepped closer, allowing Castiel to pull his hand away from his trapped dick. It stretched the lace material, the flower pattern distorted, and the head of his dick precariously close to poking out over the top. More than seeing Dean in panties, Castiel was aroused by how aroused Dean apparently was from simply wearing the scant piece of fabric and he already knew this would be spectacular.

“So sweet,” he mumbled. Dean’s hips twitched, not quite squirming on the spot but close. “Let’s get on the bed.”

He stood to pull off his underwear, pretending for Dean’s sake that he didn’t hear the sigh of relief Dean let out at the sight of Castiel’s erection. They would talk about that later, about Dean’s insecurities and secret desires. This moment was for acting on those desires and Castiel was more than excited to show Dean just how much he desired all of him.

When he got back on the bed he lay on his back, lube in hand and beckoning Dean with the other. 

“On top of me, love, come here.”

Despite being nervous about acknowledging his panty kink, Dean eagerly climbed onto the bed. Confusion replaced excitement, though, when Castiel more or less wrestled him into lying on his back on top of Castiel.

“Dude, I’m crushing you.”

While it was true that Dean was bulkier than him and probably weighed more, Castiel absolutely refused to let that stop him. Dean’s weight on him was always a pleasurable pressure. And on that note, he decided to get the show on the road.

With one arm across Dean’s chest, he pinned his husband to him and reached down between Dean’s legs, fondling his dick through the lace.

“Not dude,” he rumbled right in Dean’s ear, teeth scraping against the sensitive skin. “Call me properly, sweetheart.”

Dean’s breathing hitched and his body went taut for a second, just like Castiel had anticipated. But then, in contrast to the “sir” or “master” Castiel had expected, Dean turned his head, hiding against Castiel’s neck and mewled out “Yes, Daddy”, blowing Castiel’s mind.

He closed his eyes, breathing in deeply and hugging Dean’s tense body to him for a moment, gathering his goddamn wits.

“You’re so sweet,” he growled, hand disappearing past Dean balls, panties pulled to the side, fingers digging in, finding soft, furled skin. “So beautiful, Daddy’s perfect little girl.”

Dean gasped, body jerking, legs spreading as Cas fingered him dry for a moment, the panties digging in but neither of them caring about that. Dean was pushing against him, wide back warm against Castiel’s chest and his hips chasing Castiel’s hand as he grinded his butt against Castiel’s cock. 

“I want Daddy inside.”

Castiel contemplated the possibility of him coming like this and realized it was far too real for his liking. Not that he didn’t want to come all over Dean, but with his husband this open with him he wanted to do everything in his power to please him rather than satisfy his own needs. 

“This is cold, sweetie.”

Dean moaned and arched his back when Castiel applied the lube, more or less smearing both the panties and Dean’s crotch before diving deeper again. Fingering Dean like this had always been one of Castiel’s kinks, and something he was seldom afforded because Dean always insisted that Castiel would be crushed, just like he’d insisted today. But he’d thankfully given in because today was different in so many ways and Castiel silently thanked whoever had thought to put lace panties in an advent calendar made for men.

“Daddy, it hurts.”

“What does, baby girl?” Castiel hummed, cock jerking at the sound of Dean’s whiny voice. “The panties?”

Dean turned his head, eyes wide and brilliant from unshed tears. God but Castiel loved how easily Dean cried during sex, how he was able to give in to his emotions then, and show Castiel his vulnerable side. The trust was palpable and yet another kink for Castiel.

“It hurts inside,” Dean mumbled sweetly, looking pleadingly at Castiel.

“You’re eager, aren’t you,” he grinned, bending so that he could lick Dean’s mouth, prompting his husband to kiss him sloppily as he fucked him on two fingers, the squelching sound filling the bedroom. “Dirty girl, do you hear the sounds you make?”

Dean whimpered, shaking his head and hiding again, and Castiel, unfamiliar with this particular fantasy of Dean’s, felt a momentary flash of fear even as Dean’s hole clenched down hard around his fingers.

“Gimmie your color, darling,” he mumbled sweetly, lips against Dean’s sweaty forehead.

The answer, so quick Castiel’s heart leapt, came in a long, drawn-out whine. “Green.”

Castiel watched as if in slow motion how Dean’s dick lurched, tenting the panties and slipping free just as a big blob of precome drippled out the swollen head. 

“God you’re beautiful,” Castiel said, voice gruff from his arousal. His fingers slipped, hands grabbing Dean too hard as he tried to maneuver them so that he could get his cock inside his pretty husband while remaining in this position. “Absolutely stunning,” the head of his cock bumped against Dean’s twitching hole, the panties pushed to the side again, Dean squirming in his embrace. “Daddy’s little princess.”

The shout Dean let out when Castiel entered him was too close to the sound he usually made when he came for Castiel to not grab his dick, freeing it from the panties, and jerk him off. His own movements were halted by the fact that Dean was spread out on top of him, but Castiel was too aroused to care about that. The pleasure he derived from feeling Dean squeezing around his cock and writhing in his arms, fucking his hand, was far too great not to push him to the edge, thrusting or no thrusting. 

“Daddy, can I…?”

“You can come anytime you want, sweetheart,” Castiel rumbled and realized the second after what Dean really wanted. It was hard not to with the way he was dragging his fingers against the lace panties.

With a snap, Castiel got the panties over Dean’s dick again, instead grabbing his husband’s hips and using that grip to hold him as he fucked him. Dean moaned deeply, teeth gritted, as his trapped dick rubbed against the panties, his hole filled by Castiel cock, and it didn’t take long before he jerked hard, emptying inside the panties, completely drenching them. The way his body pulsed easily pulled Castiel’s orgasm out of him, like so many times before, and he let go with a content little sigh, relaxing as his cock spilled deep inside his husband’s warm body.

They lay panting for a moment before Castiel felt Dean tensing up again. He smiled to himself, shifting them so that he slid out of Dean’s wrecked hole and so that they ended up side by side, facing each other.

“I feel so embarrassed,” Dean mumbled after a moment, eyes down.

“Don’t,” Castiel said softly, bumping his knuckles under Dean’s chin to make him look up. “I loved it, all of it. I want to do more. Let’s clean up and talk about it.”

Dean looked uncertain but hopeful. God how Castiel loved this man, insecurities and all. “If you’re sure you liked it…?”

“Not gonna lie,” Cas grinned widely. “I was surprised, but only pleasantly so. I think this calendar is great for us.”

Dean swallowed and grinned a small grin of his own. “I agree. But, um,” he squirmed a little, looking down and spreading his legs so that Castiel’s eyes were also drawn to his sticky crotch. “I think I ruined the panties.”

Castiel shrugged, somewhat awkwardly since he was still on his side. “We’ll handwash them. Or I’ll buy you new ones. Don’t worry.”

Dean looked up at him, blushing prettily. “Sounds good.”

Sounded marvelous, to be honest.

Chapter Text

After yesterday, Dean was on a warpath to find out a secret kink of Cas’. Not that he thought his kink was particularly shameful, or that Cas was judging him for it. Really, was it even a kink? More like a mild fascination with women’s lingerie and men in them. Yes, he’d watched a few videos and yes, he’d fantasized before about wearing something like that, but it was hardly a kink.

He cleared his throat just as he picked up the box labeled “5”. Cas was standing next to him, ready with that booklet they’d promised they wouldn’t read before opening the boxes so they wouldn’t spoil the content for themselves. His presence calmed Dean, as had the very long talk they had had yesterday. About kinks and boundaries and safe spaces and all the things Dean wanted with Cas and desperately had needed to hear after sex like that.

He’d called Cas fucking Daddy for fuck’s sake…

Shaking that off for now, he opened the box with a gleeful grin, hoping to find something with bondage or maybe a vibrator—strictly for use on Cas of course! Something that Dean could drive Cas wild with, something that gave him some equilibrium. Not that he truly needed it, he knew where he stood with Cas and their relationship was as strong as ever, possibly better than before thanks to this calendar making them be honest and open with their desires and—but Dean was a man! And as a man, he wanted his partner to squirm because of him too. Yeah.

But yet again the calendar threw him for a loop when box five yielded only an artificial black feather on a plastic stick.

“Um…”

Cas hummed and opened the booklet. “Tease me then fuck me feather tickler,” he read in a steady voice. “I suppose it’s for foreplay?”

Dean waved the stick around some and then tested it out by running the feather against his neck. “I guess?” he dragged the feather down one of his arms and shivered because it really tickled the inside of his elbow.

Cas was watching him with somewhat hooded eyes and Dean enjoyed it more than he cared to admit.

“It says tease, maybe it’s about riling your partner up until they can’t take it anymore?”

Dean’s eyes snapped up to Cas’ face. That was perfect!

“In that case,” he purred, leaning in, getting in Cas’ personal space. “It’s my turn now.”

“To get riled up?”

Oh Cas was just the biggest little shit Dean knew. “Get naked,” he growled, feeling a thrill go through him at Cas’ pleased smirk.

Dean remained in his boxers while Cas sat down naked in the armchair that Dean had put in their bedroom just so he could throw his clothes on it and annoy Cas. It was clean of dirty laundry now, though, and Dean contemplated his handsome husband for a moment before getting to his knees, lifting Cas’ still pretty soft cock.

“What are you doing?” Cas asked, tone already a little breathy, as if he was really looking forward to that feather. Dean stowed that information in the back of his mind for later, for after their sex and the talking session that had already become a custom.

“Just gettin’ you ready,” he mumbled, swallowing Cas down. Sure, he wanted the feather to do most of the work, but he wanted Cas hard first.

“I don’t think that’s necessary,” Cas mumbled but he spread his legs and rolled into Dean’s mouth a little.

He was probably right, though, Dean reflected as he felt Cas’ cock responding with breakneck speed. Huh. Either he was really looking forward to what was to come, or he was just getting aroused by their playing in general. Well, Dean shouldn’t really say too much, considering he was already sporting a semi himself. There was just something about the idea that when he got home from work some kinky sex was about to ensue.

Not that he and Cas hadn’t had a great sex life before, but realistically Dean now realized they had actually been pretty vanilla in bed. Hell, before this calendar the kinkiest thing in their bedside drawers were probably flavored lube and ribbed condoms, neither of which had been liberally used.

The abundance of toys they were getting now was a real treat, though, and Dean was sure that by the end of the calendar he would be confident enough to ask for the toys he hadn’t gotten and wanted them to buy, if there were any. Cas had already promised that they would get more panties and Dean honestly couldn’t wait.

For now, he got to his feet, sufficiently satisfied with Cas’ hard-on and intent on pleasing his husband. Dean didn’t know if Cas had realized it himself, but in Dean’s mind Cas was a service top, one that got aroused from doling out pleasure and seeing his partner in the throes of passion, and he loved Cas for that, but he also thought that the man deserved to be treated well too. And judging by how Cas looked at that feather, Dean thought he knew where to start.

An experimental swipe over Cas’ chest didn’t yield much reaction but that was pretty much expected, considering Cas usually didn’t derive much from having his nipples played with. But Dean saw the way Cas’ cock bobbed and smiled to himself, leaning in to kiss his husband quickly.

“Close your eyes, I think it’s better if you don’t know what’s coming.”

Cas hummed and complied, relaxing back against the armchair. Dean took a moment to appreciate that this gorgeous man was his husband, and then he leaned over Cas, starting with dragging the feather down Cas’ cheek.

It made him suck in a breath and he turned into the touch, chasing the feather. Dean broke the contact with a sadistic grin and touched back further down, running the feather from Cas’ shoulder out to his elbow before he broke off again. Cas was definitely feeling it now, even if the places Dean was touching now were no more erotic than Cas’ nipples. It was the anticipation, Dean decided, and he congratulated himself on telling Cas to close his eyes.

“Arms out, palms up,” he said, tone hushed as if he didn’t want to disturb Cas’ peace.

Not that Cas looked like he was falling asleep or anything, but there was something serene about the scene they were in right now. Cas was sitting absolutely still, his breathing more or less even, but his cock was rock hard and ramrod straight, trembling and gorgeous. Dean could feel his own arousal pulsate inside him in calm waves and he enjoyed how there was no rush but still clearly a palpable sexual tension between them.

Cas exhaled hard when Dean danced the feather over his palm and out his fingers. They twitched and his brow furrowed for a moment, his cock jerking hard. It encouraged Dean to do it again, and then to Cas’ other hand, Cas’ reactions growing stronger. Again, running the feather over Cas’ nipples seemed to do less for him, but when Dean got down to his stomach, Cas let out a pinched gasp and lolled his head back, his legs spreading even wider.

“Don’t hold back your sounds,” Dean murmured, a thrill going through him at seeing his normally so stoic husband lose himself in the pleasure.

No doubt Cas was normally feeling it during their sex, but the expression on his face right now was something else.

When he let the feather tickle over Cas’ right hip, he was rewarded with Cas groaning and bucking up, following the feather. Well fuck. Dean wasn’t the least surprised to feel his boxers sticking to the wet head of his dick now and he was starting to think that he wouldn’t really be able to tease Cas as much as he liked to.

His original plan, which had been somewhat similar to what Cas had done to him with the chocolate syrup, aka tease him until he lost his cool, seemed a bit too advanced to him right now. Honestly, as he dragged the feather down Cas’ inner thigh, skidding close to his balls but not touching, Dean was starting to feel an immense need to just sit in Cas’ lap and rub their erections together.

How the fuck Cas always managed to stay in control until Dean was begging him was beyond Dean, but he refused to think of this as a failure. The point was that he was feeling good, and Cas seemed to be doing great, and in that sense the feather seemed to be a success, he thought as he studied the innocent piece of fluff.

“Please, Dean,” came Cas’ voice then, scratchy and deep with arousal, completely throwing Dean’s musings out the window. “More.”

Oh fuck.

Dean gripped his dick, wrestling it out of his boxers so that he could slowly and covertly jerk off while he resumed running the feather lightly over Cas’ body, going over parts he’d been at before, with varying levels of touch, while still staying away from Cas’ cock.

It was red and leaking now, and Cas couldn’t sit still. The furrow on his brow was a permanent fixture now, and he was worrying his bottom lip, making it plumper than usual and so very inviting.

“Feeling good?” Dean breathed when Cas started undulating his hips, humping their air between them.

“How can I not when you’re teasing me while fucking your own hand?”

Dean stopped moving. “You knew,” he said, grinning. “You’re good.”

Cas cracked open his eyes, grinning as well. “If you didn’t already know that by now I should really up my game.”

Dean danced the feather closer to Cas’ cock, dusting the base of it. “Couldn’t help it, you look so fucking good all breathless like this.”

Cas hummed, canting his hips, chasing the feather. “There’s just something about that touch.”

Dean’s breathing was labored, and he started stroking himself again the moment he let the feather drag over Cas’ balls. The sound he let out was positively illegal and Dean felt his own ball draw tight when Cas’ did. More precome leaked out of Cas’ cock and Dean was sweating now.

“D’you think you can come like this?”

“I think—” Cas cut himself off when Dean brushed the feather up his cock. “I want you.”

Dean sucked in a quick breath and tossed the feather to the floor, climbing into his husband’s lap, straddling him and taking their throbbing erections in his hand, their precome enough to aid them as he stroked them quickly.

Cas groaned, low and filthy, and grabbed Dean, tipping him so that they could kiss just as he came over them both, his hips bucking up and his cock pumping out so much come that Dean’s hand and dick got drenched. It was enough to push Dean over the edge as well and he added to the mess between them with a long, drawn-out moan.

“So,” he panted, slumped against Cas’ chest and reveling in Cas’ embrace. “The feather tickler was another yes?”

“It was different,” Cas mumbled, his voice soothing to Dean. “But different good, I really liked it.”

“Good,” Dean said, satisfied that he’d managed to do something nice for his husband. “That’s awesome,” he added sincerely, closing his eyes and smiling when Cas kissed his forehead.

Chapter Text

Dean took a shuddering breath, the soft rope straining over his chest. Castiel watched with hooded eyes, the booklet in one hand, the instructions on how to tie the rope in crisscrossing patterns all but forgotten now that he was near finished.

“Too tight?” he murmured, his arousal at seeing his husband tied up much deeper than he had thought it would be when he’d opened the unassuming box to find a bundle of red rope.

“For bondage?” Dean had asked, picking up the rope while Castiel flipped through the booklet for guidance.

“Or shibari,” he’d answered, reading the headline.

“What’s shi—oh.” Dean had cut himself off when he’d turned to look at the page, showing a drawing of a person tied with the rope in diamond shapes over their chest. “Yeah.”

“I’m,” Castiel had folded the booklet, starting with the page with the Shibari for Beginners instruction. “I want to do this to you.”

“Yeah,” Dean had said again and gotten naked, down to his underwear.

Now he was lying on the bed, legs folded and tied together by the rope, arms folded behind his back and secured to the harness the rope formed across his torso so that he was completely helpless. The rope continued down his body, a diamond shape framing his bellybutton, the bottom of which formed a big knot that left a loop that perfectly caught his dick and balls, utilizing his underwear to trap his whole package. He was hard, but restricted by the fabric and rope, unable to do much but squirm and cant his hips, movements limited to a minimum.

“Cas, it’s…”

“Too tight?” Castiel asked again, so aroused but so worried about hurting his beloved husband.

“I love it,” Dean moaned then, arching his neck and straining to lift his hips, his dick jerking within its confines. “I love being at your mercy, what the fuck, Cas?”

Castiel closed his eyes for a moment, experiencing a pleasure unlike the physical one he was used to. This somehow transcended that, Dean’s trust in him making fireworks of pleasure fire off in his brain, overwhelming him.

“I’m considering,” he said, voice tight and eyes still closed. “That maybe I am more of a dom than I previously thought.”

That made Dean moan again and Castiel heard him moving, or trying to move, on the bed.

“Fuck, I’m so hard for you,” he gasped. He was looking bashfully up at Castiel when he opened his eyes to look at his desperate husband. “Feels great to say that.”

Throwing the booklet to the side, Castiel kneeled on the bed, bending down to kiss Dean, one hand cradling his head as Dean kissed back something fierce and his other hand trailing down Dean’s bound chest. Grabbing the knot just above the bellybutton and pulling yielded great result.

Dean groaned, breaking free from the kiss to scrunch up his face against the assault of pleasure that no doubt rushed over him.

“Thank you for showing me,” Castiel murmured, pulling again, watching as Dean closed his legs, desperate to get friction on his dick. “Thank you for sharing your desires with me and for giving me trust.”

Dean was panting now, mouth open as his head lolled to the side, lips dragging against Castiel’s arm. His eyes were practically shining with his arousal and Castiel felt a heated chill go down his spine.

“I felt stupid,” Dean admitted in a rasp.

Castiel nodded. “After the panties.”

“After Daddy.”

“Yes,” Castiel said, getting off the bed to start shedding his clothes. “I know, I’ve been waiting for you to bring it up.” He got on the bed again, this time in only his boxers, settling between Dean’s open legs. “Thank you for telling me.”

They’d talked about the kink itself, afterwards, and about exploring new kinks, how that was fun and allowed, encouraged. But Castiel had felt Dean had more to say, more he couldn’t voice, and he’d decided to be patient with that, for which he was grateful now.

“Thank you for waiting for me.”

Castiel grabbed the ropes on Dean’s thighs, using that grip to haul him closer, making Dean mewl submissively. Dean loved being manhandled, so that he would also love to be completely at Castiel’s mercy wasn’t that far-fetched to Castiel, but it felt great to have it confirmed.

“You’re absolutely beautiful,” Castiel said, voice rough with his arousal now. The air between them felt stuffy with desire, tasting static and musky. He pushed his hips against Dean’s, bumping his sizable cock against Dean’s round balls. “Thank you for giving me all of you, for doing this with me.”

“Cas,” Dean whined, his dick jerking, precome seeping into his gray underwear. “I wanna come.”

Castiel pressed closer, mesmerized by Dean’s arousal. The red lines of the rope accentuated Dean’s skin, pulling taut with his increasingly ragged breathing, working against him as he squirmed in Castiel’s embrace. It would leave marks, Castiel thought, not harsh marks, but some indents, some rope burns, and he would later put crème on that, massaging Dean’s supple skin, but in this moment, he felt himself hopelessly aroused at the thought of trapping Dean, marking him, making him Castiel’s more than a mere ring on the finger could do.

“Like this,” he grunted, moving Dean so that their crotches were grinding together. “Come like this.”

“Fuck, Cas,” Dean moaned, legs locking around Castiel’s hips best they could in their folded and bound state. “Fucking hump me.”

Castiel grinned, predatory, and thrust down against Dean, their trapped erections forced together, smashed between them and pushing glorious pleasure throughout their bodies. Castiel’s hands slipped on Dean’s skin, and he found purchase in the rope, using that to pull Dean into his trusts, their panting filling the air as he drove his hips against Dean’s, rubbing, grinding, his balls creeping up with his impending release and yet he couldn’t tear his eyes away from Dean’s face.

His mouth was open, eyes closed, and neck arched again, overcome by pleasure as he let Castiel use his body. God, he looked like the epitome of sex in that moment and Castiel was caught at the razor’s edge, his skin prickly and sensitive, sweat trickling down his back.

“Come, darling,” he rumbled when he couldn’t take it anymore, when he thought he would go insane if he didn’t come soon.

Dean sucked in a sharp breath, eyes flying open, locking with Castiel’s, and in the next second he was curling up as much as his bonds could allow, dick pumping against his underwear. Blob after blob of come was pushed through the thin fabric, making Castiel groan with satisfaction, a shudder going through him as he let go and came as well, cock aching, still trapped in his own boxers.

Normally he didn’t particularly enjoy coming in his pants, the feeling of his poor cock not having the room it needed was less than ideal for him, even though he had to admit to loving seeing it happen to Dean. But this time, pressed so close to Dean and grinding against him while Dean was bound and forced to just take it, this time it was glorious.

He breathed in deeply as he came down from the high of his orgasm and opened his eyes to find Dean staring up at him with a grin stretching his beautiful lips.

“You look so fucking awesome when you come.”

That made Castiel feel unexpectedly shy, and he ducked his head, smiling to himself and sitting back.

“Says you who’re so hot when you come that you make me lose it.”

Now, in the midst of his afterglow, Dean took the compliment better than usual and some of his regular swagger shone through in his pleased grin, making Castiel’s stomach squirm pleasantly. That confidence had after all been one of the things that had drawn him to Dean in the first place, all those years ago.

“I fucking love that you admitted to being kinda dom,” Dean mumbled a moment later when Castiel was doing his best at carefully untying the ropes. “Not gonna lie, I’ve been worried you felt forced.”

“I would’ve said no if I didn’t want to,” Castiel said calmly, taking a moment to massage Dean’s skin when the ropes on his legs fell away. “But yes, I have been thinking it’s been mostly for your benefit, with definite rewards for me.”

“But now?” Dean asked, voice betraying a hint of nervousness under the teasing tone.

“Now I feel like this calendar has revealed yet another kinky side to our selves that we didn’t know about.”

Dean grinned widely again, pleased and stunning. “Fuck yeah, you liked it when I was helpless.”

Castiel peeked at him, smiling slightly. “I did.”

The adoration with which Dean looked at him made Castiel’s whole being soar, as always taking the greatest pleasure in satisfying his husband.

“I can’t fucking wait until tomorrow.”

Castiel chuckled and went to kiss Dean lightly before starting on the knots across Dean’s chest. “Me neither.”

Chapter Text

“It’s like this,” Dean said, settling on the bed beside his naked husband, the contents of day seven’s box in his hand. “You take such good care of me. You always give me everything I ask for and you never demand anything in return.”

Cas looked at him with soft eyes, hand warm on Dean’s thigh. “It’s because you already give me all I could ever want.”

Dean felt his fucking heart skip a beat like a dumbass. “Shut up,” he mumbled, flushing, fighting down his emotions so he could keep talking like a normal person. “I’m tryna say I wanna do something special for you.”

Cas smiled to himself. “And I appreciate that. Is that why you decided to use the fleshlight on me?”

Dean hefted the toy, lube in his other hand. “I figure it’s gonna feel good, right?”

“I assume.”

Dean rolled his eyes at Cas’ cheeky grin. “Then lie the fuck down and lemme pleasure you.”

“So sexy.”

But of course Cas did as he was told, relaxing on the bed, one arm thrown over his head to rest on the pillow and his other hand still touching Dean casually, stroking his side as Dean poured lube into the fleshlight. The hole was shaped as an unassuming opening and Dean was thankful for that. Not that neither he nor Cas cared all that much about gender, falling for each other because of their personalities more than anything else, but if the fleshlight had been a vagina then he probably wouldn’t have liked it all that much. Cas was his, after all.

Dean frowned down at the unassuming toy, squeezing it a little, confused about his own emotions. 

He shook that off and turned to Cas, seeing that he was already getting hard, no doubt in anticipation of what was to come.

“Someone’s eager,” Dean said, and was once again confused, this time about why his tone wasn’t as teasing as he’d meant it. “D’you wanna be inside that bad?”

“I’m naked in bed with you, about to have sex,” Cas shifted his hips so that his cock bobbed a little, enticing. “How can I not be eager?”

Dean felt his insides burn with desire and he squirmed close, one hand holding the base of Cas’ cock.

“Brace yourself.”

“For wh—ah, that’s cold!”

Dean grinned to himself, lowering the fleshlight all the way and letting Cas adjust for a moment. He’d used too much lube, he realized when he lifted the toy, some of it dribbling out, and it occurred to him that maybe you weren’t supposed to be lying down while using this. The exterior of the fleshlight was hard, after all, maybe you could wedge it in somewhere and fuck into it rather than use your hand?

But ah, fuck it, he thought, setting a calm pace of up and down, watching enraptured how Cas’ cock slipped effortlessly in and out of the toy.

“How does it feel?” he asked after long moments, realizing he’d gotten somewhat lost in the motion.

“It’s…” Cas’ voice was breathy enough to tear Dean’s attention away from his crotch. “It feels really good.”

His eyes were closed, head pressed back against the pillow, a flush spreading down his chest. Fuck, he looked so damn good, Dean couldn’t help how he pressed closer, rubbing his own dick against Cas’ thigh.

“How good?” he asked, increasing the pace, making Cas groan.

“It’s tight and wet, it’s-it’s—” he cut himself off with a grunt when Dean added a twist on the upstroke.

An unfamiliar feeling welled up inside Dean and he curled around Cas best he could while still fucking the man’s cock with the fleshlight, head resting on Cas’ shoulder, one leg between Cas’ as he pushed his dick against Cas’ hip. 

“Is it the best you’ve ever felt?”

“I’m—” Cas was gripping the sheets in a tight fist, his other arm wrapped around Dean’s back, holding him tightly and he turned his head so that he could press his lips against Dean’s forehead. 

Whatever he wanted to say got lost when he dug in his heels and started fucking up into Dean’s strokes, the pleasure apparently taking his thought away from him. Because apparently it was so good he couldn’t speak. Somehow that never happened when he was fucking Dean, did it? No, he was always running his mouth then.

Dean’s chest felt tight.

“Is it that great?”

“It’s really good,” Cas rasped, throat no doubt dryer than the desert with the way he was panting. 

Meanwhile, Dean was losing his erection, that weird feeling growing inside him, his eyes zeroing in on the stupid toy. Guess it was better than his hole, then? He was barely moving the fleshlight anymore, Cas fucking it enough on his own, his thrusts short and sharp, even his nipples were pebbling up. 

Well fuck, Dean sure wanted to do something nice for Cas, like he’d tried to the other day, but this wasn’t as fun as the feather, this was…

“Are you gonna come in this toy?”

Cas didn’t answer, just groaned again and bucked up harder. Dean hated that he couldn’t feel Cas’ cock in his hand, couldn’t gauge how close he was, couldn’t feel the heat. Maybe, Dean decided, he hated this toy.

“D’you like it that much?”

“I do,” Cas moaned, making a stab go through Dean’s heart. “It’s fantastic, sweetie.”

Dean rolled closer, merely holding the toy now, face buried against Cas’ racing pulse.

“D’you like it more than me, Daddy?”

That, for some reason, made Cas chuckle, and he hugged Dean close. “Are you getting jealous, baby girl?”

Dean’s whole body jolted, conflicting emotions going through him when he felt arousal at Cas calling him that and sharp irritation at Cas not getting it. 

“Yes,” he whined, feeling Cas’ body stiffen. “You should be fucking me. I don’t like this plastic toy.”

“Dean?”

Dean let go of the fleshlight, hauling himself up Cas’ body so he could look him in the face. “I don’t want you fucking anything else,” he could feel tears well up in the corners of his eyes and yes, he would be weirded out by this later, but he couldn’t help himself in this moment, so overcome by his need for the man under him. “I want to be the only one for you, the only thing.”

Cas stared at him for a heart-stopping moment, and then in the next Dean found himself flung down on his back on the bed, the fleshlight thudding to the floor a good three feet away from them, Cas between his legs and his slick cock pressed against Dean’s soft one.

“You’re everything to me,” Cas growled, gathering Dean in his arms, hugging him tight as he thrust down against him, making Dean whine needily. “You’re my handsome husband and my beautiful princess.”

“I’m selfish,” Dean cried out, his forgotten arousal exploding inside him and bringing some sense back into his muddled mind, pleasure seeping into his every limb as Cas fucked down against him. “It’s just a toy.”

“I don’t care,” Cas nipped at the side of Dean’s neck, licking soothingly after. “I’m never using anything that makes you feel neglected. You’re everything I need.”

Dean’s dick was fully hard now, sliding against Cas’, aided by the lube, his movements matching Cas’ to create glorious friction. 

“I want you, Daddy.”

“Yeah, you’re Daddy’s little girl, aren’t you?” Cas’ voice was so gruff Dean didn’t know up from down. The way his emotions had run rampant during this session was seriously messing with him and he knew, at the back of his head, that they would have to have a new talk about this.

This fucking calendar was making Dean own up to a lot of his inner emotions and desires and while he wasn’t so sure he liked that, he actually loved how freeing it felt to admit it both to himself and to Cas. This jealousy was a new thing, though. 

“Come on me, I want it.”

“I can’t stop.”

That made Dean moan and he closed his eyes, arching against Cas, rubbing his hard nipples against Cas’ wide chest, and coming between them, adding to the slide with his warm come. 

Cas grunted and sat up a little, taking his cock in hand and jerking off a handful of times before drenching Dean in his release. Dean jerked, moaning submissively when he felt it hit his skin, heated streaks painting his stomach and chest and fuck, that more than anything made him relax. 

“I think,” Cas panted. “We need to talk.”

Dean hummed. “I should’ve told you yellow.”

Cas nodded. “I should’ve noticed.”

“How?” Dean shook his head, chuckling at himself. “I told you I’d take care of you and then I went and got jealous over a fucking toy. I’m ridiculous.”

Cas made a soft noise and stretched out beside Dean, pulling on him so that he rolled over and they could kiss.

“I think you’re brave for wanting to try new things and for telling me when it doesn’t work for you.”

“Stop,” Dean scrunched up his face. “You’re too nice to me. I’m basically saying any toy that you fuck is out of the question if you don’t want me to turn into a weeping sissy.”

“Don’t demean yourself,” Cas admonished gently. “You know I don’t like that.”

Dean ducked his head. “Yeah… It’s just, what kind of husband bans toys?”

Cas surprised him by grinning. “A possessive one? What?” he asked, no doubt catching Dean’s skeptical expression. “You don’t think I feel possessive over you too?”

Dean squirmed on the bed, remembering what Cas had told him about seeing the marks the rope had made on his skin. They were almost gone now, having disappeared overnight, but Dean got the distinct feeling Cas wouldn’t mind making more, perhaps some that would last longer. 

“D’you forgive me, then?”

Cas shuffled closer, kissing Dean again, tongues tangling lazily and making desire roll through him even though he just came. 

“There’s nothing to forgive, baby doll.”

Dean blushed so hard his face hurt. “Yeah, that…”

“If anything, I should ask forgiveness.”

“Lay off it, Cas,” Dean mumbled when he heard Cas’ sincere tone, saw his serious expression. “It was my fault, I was the one who said you didn’t need to dom today, or top.”

Cas hummed. “I don’t think you said any of those things, and besides,” he smiled gently, brushing the backs of his fingers down Dean’s cheeks. “It’s not like it’s something I can just turn off. I simply want to take care of you.”

Dean felt his goddamn chest flutter. “You do. You…” he licked his lips, meeting Cas’ eyes and feeling unexpectedly shy. “You make me feel special.”

Cas looked like he’d won the fucking lottery. “God, Dean,” he murmured, pulling Dean close and breathing in deeply against Dean’s hair. “I’m so addicted to you.”

Dean closed his eyes, feeling a tension he hadn’t known was there seep out, leaving him relaxed in Cas’ arms, lost in the love he felt radiating out of his husband, the fleshlight forgotten on the floor.

Chapter Text

“Warming how?” Dean asked, looking at the opaque, white tube labeled Slow Burn.

“In the traditional way, I assume,” Castiel answered, reading on the back of the tube. For inside and outside use, it said, which was encouraging.

“No, smartass,” Dean said, grimacing at Castiel. “I meant like, figging warming or—what?”

Castiel couldn’t help but grin. “What’s figging? Another kink you have been fantasizing about but haven’t dared bring up?”

Dean balked, spluttering and wide-eyed. “I haven’t been fantasizing.”

“Don’t be shy now, darling,” Castiel purred, coming closer, crowding Dean against the dresser in their bedroom where they kept all the toys they’d gotten so far. “We have talked about this, and we decided to be honest with each other.”

All evening yesterday after they had cleaned up, they’d stayed on the couch, cuddled up and talking, Dean trying his best to put into words what he wanted, desired, and what he needed from Castiel. And Castiel doing the same, letting Dean know how much he got off on the trust Dean showed him, sometimes even more than the act of sex.

Dean’s eyes went hazy, and he fisted Castiel’s shirt loosely. “You’re right. But, um, I really haven’t been interested in figging. I just happened to read about it.”

“What is it about?”

“Sticking ginger roots up your butt.”

A moment passed between them, Dean meeting Castiel’s eyes, grinning, and Castiel’s mind rebooting.

“What?”

“It apparently creates an intense, searing feeling.” Dean plucked the warming lube from Castiel’s lax grip. “Kinda like this, I guess? But I think the ginger is more intense.”

“Why?” Yeah, Castiel’s brain wasn’t really caught up yet. “I mean, why would you do it?”

Dean looked curiously at him. “Because the stinging is nice? I dunno, but people gotta like it or they wouldn’t do it, right? Bet it makes you all squirmy.”

A rush went through Castiel at the thought of having Dean writhing in pleasure. “We’re doing that,” he took back the lube, grabbing Dean’s hand in his and pulling him towards the armchair. “Right now.”

Dean chuckled but followed willingly. “How? D’you want it on your cock?”

“No.” Castiel sat down, patting his lap. “I want my sweet girl to get undressed and sit in my lap.”

Dean stalled for a moment, swallowing visibly. “Is… is that so?”

Castiel smirked, satisfied that he’d immediately caught Dean’s interest. They both knew that their sex, as such, wouldn’t always contain elements of domming or subbing, and Castiel would certainly not always call Dean a pretty girl and Dean wouldn’t call him Daddy every time, but chances were growing that it would happen more frequently. Especially when the toys from the calendar came into play, at least the ones they decided to keep. 

“Color?” he asked, because they had both agreed to use that more from now on.

Dean swallowed again. “Green,” he mumbled and started undressing.

“Good girl.”

Castiel would be lying if he said he didn’t enjoy the way Dean’s demeanor changed when they did things like this—when they scened, yes, Castiel had looked up some terminology. They were still a far cry from doing it for real, but they would learn together.  

Dean was already sporting a semi when he moments later crawled into Castiel’s lap and Castiel had had to readjust his oncoming boner so that it would fill out against his leg and not hurt as much. He considered getting naked too but decided against it almost immediately, feeling part of the fun was Dean being naked and vulnerable for him while he remained clothed and in control. 

And judging by how Dean looked at him, he felt something similar. 

His eyes were hooded, dark, and that enticing blush of his was slowly spreading from his cheeks down his neck. His nipples, so sensitive, were already erect and there, between his legs and pushed up against Castiel’s crotch, was his dick and balls, skin tight and taut as his dick hardened under Castiel’s heavy gaze. 

“You’re so beautiful,” he murmured, pleased when it made Dean squirm. Dean was a big guy, certainly too big to be straddling anyone’s lap, except he was the perfect size for Castiel, who loved how delicate Dean could be, even with his bulky frame. “Such a treat.”

He ran his hands up and down Dean’s chest for a moment, the lube forgotten beside him on the armchair’s seat. Dean breathed in and arched his back, pushing into the touch, and when Castiel swept the pads of his thumbs over Dean’s nipples, he let out a sound so sweet it made pleasure bloom inside Castiel. 

“Touch me more,” Dean mumbled, licking his lips. “Touch me there.”

Castiel hummed. “Lean in.”

Before Dean could tuck himself under Castiel’s chin, he cupped Dean’s jaw, bringing him in for a deep kiss. Dean moaned into it, easily submitting when Castiel plunged his tongue inside his mouth, wrapping it around Dean’s, mapping out his mouth. It made Dean melt against him, just like Castiel wanted, and he took advantage of the position to get his hands down on Dean’s butt.

With gentle sweeps, he massaged his way down to the swell of Dean’s ass, grabbing the meat and grinding up against his husband for a moment, enjoying the pulse of pleasure that radiated out from his crotch. 

Dean was completely hard now, and Castiel enjoyed the way it pressed against his stomach, but more than that he felt immense desire for the other man when Dean immediately grinded back against his fingers as soon as Castiel brushed them against Dean’s dry hole. 

“Always so warm here,” he said sweetly, making Dean whine and hide against his neck. “Gonna get you good and wet for me.”

It was with regret that he removed his hands from Dean’s ass, but he needed to get the show on the road, for the both of them, and he needed both hands to get the lube without spilling too much. 

There was no immediate heating or searing sensation on his fingers, but Castiel didn’t think too much about that, figuring it would come, possibly encouraged by Dean’s body heat. He took a moment to smear some of the lube around Dean’s hole, but the way the hole was twitching soon proved too much for him to resist and he put one finger in with little to no resistance. 

“Sucking me in, baby,” he rumbled, making Dean mewl, clenching around Castiel’s finger. 

He was up to two fingers, massaging Dean’s insides like he would usually do while fingering his gorgeous husband, prodding his prostate and reveling in the sounds Dean made, when he first felt a tingling sensation in and around his fingers. 

Dean had been squirming for a while now and not that that wasn’t unusual when Castiel fingered him, but it was getting more and more intense. Castiel smiled to himself.

“Is Daddy’s baby girl feeling any of the heat yet?”

Dean moaned, high-pitched, and rubbed his dick harder against Castiel, wetting his shirt with precome. 

“It stings.”

“Does it hurt?”

He crooked his fingers, pressing against Dean’s prostate. Dean flung his head back, bucking back against Castiel’s hand, and groaned through gritted teeth.

Castiel watched with rapt attention, his own pleasure secondary to Dean’s and yet amplified by the same. God but Castiel could come watching Dean like this, he knew it, didn’t need much friction to throw him over the edge when Dean looked like he did right now.

“It’s—” Dean panted, “a lot.”

Castiel smirked and sat up straighter, putting his mouth against one of Dean’s nipples just as he added a third finger. Dean moaned and cradled Castiel’s head to his chest, hole clamping down hard around his fingers. He wasn’t completely sure where he was going with his fingers, if he was content to bring Dean to orgasm that way or if he was actually putting his dick in his husband tonight. It had been a while since they went all the way but damn, Dean just looked so good right now that Castiel didn’t want to change anything. 

And then Dean’s gasps changed pitch, going deeper, more guttural.

“It burns,” he pressed out, still grinding against Castiel’s fingers. “Fuck it feels so good, Cas.”

Castiel broke away from Dean’s chest to lean out so that he could look at Dean’s face. He had his eyes closed, jaw slack as he humped Castiel, arms around Castiel’s back and ass refusing to let up on Castiel’s fingers. 

“Yeah?”

Faster and faster, Castiel matched Dean’s hips with his hand, his wrist aching and protesting but he didn’t care, couldn’t stop now, not when Dean looked like he was approaching his pinnacle. 

“M-more,” Dean moaned. “Harder. Fuck, it’s like an itch I can’t scratch.”

Castiel fell back against the armchair, completely overwhelmed with arousal when Dean started truly rutting against him. The feeling of his husband using Castiel’s body for his own pleasure made wave after wave of desire wash over him, his limbs feeling leaden, his whole being singled down to his fingers in Dean’s ass, pleasuring him.

“I feel cold,” Dean continued narrating, eyes still closed, a dab of saliva forming on his lower lip as he panted over Castiel. “‘M cold but it burns.”

A chill went down Castiel’s own spine and he was suddenly very aware of his own cock. All his pleasure came at him in a wild rush, his balls creeping up, his cock fully hard and so helplessly trapped, aching and throbbing as Dean insistently pushed his own dick against Castiel’s stomach.

“Cas, Imma come.”

Castiel’s eyes widened. “Oh,” he said and came in his pants.

A shudder went through him, and he bucked up once before emptying himself. Dean’s eyes flew open because of course he immediately felt it.

“Cas?”

Castiel drew a big breath and wrapped his dry hand around Dean’s dick, stroking him slowly as he resumed fucking Dean’s burning hole. 

“I think,” he mumbled, speech a little slurred so soon after such an intense orgasm. “That apart from being in control and giving you pleasure, I might also really like it when you use me for your own benefit.”

Dean squeaked, body locking up like it usually did when he was about to come. “What?”

Castiel smiled softly, meeting Dean’s desperate eyes. “I want to give you pleasure,” he said, sincere. “However you need it.” He twisted his wrist, squeezing the head of Dean’s dick at the same time as he pressed hard against his prostate. “Let me please you, darling.”

Dean sucked in a hard breath and jerked in Castiel’s lap, whole body writhing, and he seemed to hold his breath for a moment before he tipped over, coming with a drawn-out moan.

His dick pulsed in Castiel’s hand and his ass clenched rhythmically around Castiel’s fingers, locking him inside. In that moment, Castiel really regretted how easily he’d come and that he hadn’t had the chance to do it inside Dean, but as soon as Dean slumped against his chest and they calmed down, he started feeling how much the lube actually burned. Maybe it was a good thing, he thought as he gingerly extracted his fingers, that neither of them got that on their dicks.

“Recap,” Dean said, voice muffled, his mouth squished against Castiel’s clavicle. “I fucking love you and all these realizations we’re getting about ourselves and each other. But I’m never using this lube again.”

Castiel’s stomach fluttered pleasantly. “I love that part too,” he said lovingly, kissing the top of Dean’s head. “And judging by how my fingers burn, I think I know why you’re against this lube.”

“Yeah like,” Dean got off Castiel with some difficulty, legs looking wobbly. “It was fucking awesome while we were doing it, but my eyes are tearing up now.”

That made Castiel laugh, which made Dean laugh, standing naked in their bedroom, legs spread, soft dick and balls hanging freely.

“Let’s get you in the shower.”

Chapter Text

Day nine’s box yielded a black, fake-suede collar that was secured around Cas’ neck with a simple clasp. Dean was testing the tightness by fitting two fingers between Cas’ skin and the collar, finding it sufficient, when Cas put his big hands on Dean’s sides and squeezed.

“Tighter.”

Dean shuddered and complied, pulling the collar so that it dug in against Cas’ throat when he swallowed. There was something dark in Cas’ eyes, something dangerous, and Dean felt as if he clipped on a leash on a wild beast when he attached the leash to the little metal ring in the front.

“Why does this look so good on you?” he mumbled, tugging lightly on the leash. “I want you to be the dom, to top me, so why am I getting so fucking hard watching you caught like this?”

Cas grinned, flashing rows of white teeth. “Because of what I said yesterday?”

About wanting to be used for Dean’s pleasure? Perhaps.

“Or maybe because even collared you don’t look subjugated.”

“I’m sorry?”

Dean sucked his bottom lip between his teeth for a moment, eyes hooded as arousal simmered low in his abdomen. 

“No, it’s hot as fuck.”

That made Cas grin again and he stepped closer, letting Dean feel the heat of his body. 

“So, how do you want me, master?”

Dean arched his back slightly, rubbing against Cas’ front. “That kinda play…” he grabbed the leash tighter, wrapping it around his fist and pulling Cas closer. “Can I be the fancy prince and you my prisoner?”

Cas groaned, leaning in to nibble up the side of Dean’s neck. “Prisoner turned sex slave?”

“Yeah.”

“Pleasuring the prince under the threat of death,” Cas hummed when Dean rubbed himself against him again. “But falling for the beautiful prince, or—” he kissed under Dean’s ear, his voice gruff. “The sweet princess?”

Dean mewled, dick just about fully hard and uncomfortable in his jeans. “C’mon.”

He pulled Cas by the leash, walking him to their bedroom, or, as the fantasy would have it, the princesses’ bedchambers. Cas felt like a hulking beast walking behind him and Dean enjoyed pretending the only reason Cas wasn’t assaulting him was the collar around his neck.

Inside the bedroom he turned, seeing the collar digging into Cas’ neck, and frowned.

“I made it too tight.”

“No,” Cas’ hand shot up to stop Dean from loosening it. “I like it.”

Arousal spiked inside Dean. “You wanna be choked?”

Cas smiled. “Only a little. I’ve thought about it before.”

“Fuck yeah,” Dean tugged on the leash, making Cas stumble into him. “I fucking love that.”

Also loved, perhaps selfishly, that it wasn’t just him that had kinks he’d been thinking about that were now forced to the surface with this calendar. It felt great, to be honest, to be privy to some of Cas’ darker thoughts as well, about wanting to be used for Dean’s benefit and, now, about wanting to be choked. 

Cas grabbed Dean’s ass, squeezing. “Do it while I fuck you.”

Dean’s dick lurched in anticipation, the fantasy taking shape in his mind. With a tug and shove he’d gotten Cas to kneel on the floor, head forced up by Dean’s hold on the leash.

“What was that?”

Cas’ eyes glazed over and okay, that was something alright. “Please use me,” he rasped, hands warm on Dean’s thighs. “Your Highness.”

Dean didn’t know up from down in that moment, his body screaming for him to lie down and present his tummy, his mind reeling with the excitement at having Cas at his mercy while at the same time knowing that somehow, Cas was still in charge. Caged and bound, Cas was still controlling Dean’s pleasure and Dean fucking loved it. 

His hand trembled when he reached for Cas, grabbing his chin and using the hold to smush Cas’ face to his crotch, rubbing his hard dick against Cas’ mouth and cheek.

“Suck me off while you finger me.”

Thankfully they still had regular lube, having stocked up on that along with the so far unused batteries, and Dean was very grateful for that. It sure had felt freaking awesome when the warming lube burned inside him but yeah, not so much after he’d come and wanted to relax.

This was by far better then, standing over Cas, leaned against the wall so that Cas was trapped between Dean and the wall, his clever fingers deep inside Dean’s ass while he sucked Dean off, his own cock standing proud between his legs, breathing clipped by the grip Dean had on the leash. 

Dean was trembling all over, his body on fire, feeling as if his dick was melting in Cas’ expert mouth, every pass over his prostate making him jerk. The pleasure was intense beyond belief and Dean had to think it had something to do with Cas being in the collar, put on a leash, and made to kneel. Because they’d done this before, Cas often sucked Dean off while prepping him, and though it was always good, it seldom made Dean’s skin crawl with pleasure like it did right now. 

“E-enough,” he stuttered, feeling close to coming already.

Cas popped off his dick, licking the head and speaking with it pressed to his lips. “Anything you want, princess.”

“Fuck me.”

They stumbled to the bed together, hands everywhere, the leash wrapped around Dean’s hand as he cradled Cas’ face, kissing him, their dicks brushing together with maddeningly little friction. 

Dean landed on the bed, shimmying up it and letting the leash go slack when Cas didn’t immediately follow. He made a soft, questioning sound just as his head hit his pillow and when Cas looked at him, he looked otherworldly, his eyes gleaming in the dim light. It made Dean’s stomach churn and his dick blurt out precome enough to make a string dribble down to his stomach.

“Is this what you want?” he asked, voice husky, and pulled on the leash. Cas gritted his teeth and resisted the pull for a moment, clearly enjoying how it restricted his breathing. “C-color?” he added, the question unfamiliar on his tongue since Cas was usually the one to ask him, but Dean didn’t think only one part was responsible for safety and he was after all steering this scene for now.

Cas breathed in deeply, his cock jumping, straining, as if he got off on Dean’s concern.

“Green.” He was on Dean in an instant, moving much quicker than Dean had ever seen him. It made Dean’s breath stick in his throat and he opened his legs to Cas without even thinking about it. “Now tell me, how does my little princess want it?”

Dean was an idiot, even with Cas leashed and collared, he was still very much Cas and Dean was so fucking in love with that fact that he couldn’t do anything but pull up his legs and moan submissively. 

Cas grabbed his hips and more or less pulled him onto Cas’ cock and Dean let out a grunt, tugging on the leash. 

“I can’t cage you,” he panted, wrapping the leash tighter around his hand, pulling Cas closer. “I can’t control you,” face to face, so close they shared breaths and Cas’ cock was throbbing in Dean’s tight ass. “You’re a beast.”

Cas breathed harshly and pushed his hips against Dean’s ass, not pulling out, just pushing and pushing. 

“Did I ruin the fantasy?”

“No I love it,” Dean moaned, crashing their lips together. 

Cas groaned into the kiss, eagerly licking into Dean’s mouth and following when Dean fell back against the pillow. He still had a hard grip on the leash, pulling on the collar, but neither of them registered that as Cas started pounding into him. 

Dean’s whole body jolted with pleasure, the feeling of Cas finally filling him immense. It had been too long, he thought, all the way since the panties, since he’d felt Cas stretching out his hole with his big cock. He fucking loved the feeling of his husband stuffing him full and now, as he lay under Cas, body pliant as Cas thrusted into him, he came to the startling realization that he really fucking enjoyed having something in his ass in general. 

Suddenly Cas’ hand was under his chin, pushing his head up so that their eyes could meet.

“Where are you going in your head while I fuck you, princess?”

Dean whined, clamping down hard on Cas’ cock, feeling his pleasure crest almost painfully, his aching dick trapped between them, the pressure driving him insane.

“I want a butt plug.”

Cas’ eyes widened and his thrusts slowed to a grind. “To play with?”

Dean wanted to be a little shit and ask what else for, but his arousal was soaring, his orgasm pounding through him with the way Cas was pressing against his prostate.

“If I don’t get one from the calendar, will you buy me one?”

Cas breathed sharply and came down to kiss Dean, cradling him close as he started fucking him again. Short and hard thrusts that drove Dean to the brink like nothing else.

“I’ll buy you whatever you want, Dean.”

Dean wrapped his arms around Cas’ back, legs squeezing around him, and felt his balls draw tight the way they did just before he came. He wanted to say more, wanted to tell Cas how he felt, wanted to share how it had felt to try and control Cas and to fail to do so, how the latter made him more aroused than the former, but also how he’d liked both things. 

But there would come a time for that later because right now he was coming, his body locking up, his hole clamping down like a vice around Cas’ cock, and his own dick spurting hot come between them. 

Cas grunted and followed a moment later, as soon as Dean was able to relax his ass even a little bit. 

Cas more or less collapsed on top of him, just as exhausted from his orgasm as Dean was from his, and Dean smiled to himself, pleased with the weight of his husband on top of him. He hugged Cas and kissed his hairline, content to lie there and bask in the afterglow, the leash to the collar still wrapped around his hand.

Chapter Text

Dean’s whole body shuddered as he rocked on Castiel’s cock, straddling Castiel’s lap while Castiel sat with his back leaned against the bed’s headboard, one hand behind his head and the other on Dean’s trembling thigh. 

Dean looked absolutely stunning, eyes closed and mouth open on a continuous string of moans and gasps, drool dribbling out. His chest and face was flushed a deep red, his freckles standing out like a smattering of stars across the canvas of his sweaty skin. Between his spread legs, his dick was standing tall and hard, an angry red, the head swollen and wet from the gush of precome pushing out as he rubbed his prostate on Castiel’s cock.

“Please, Cas, please,” he moaned, one hand up so he could bite his finger, his other hand behind himself to steady his movements by grabbing Castiel’s thigh.

“You’re doing so well, darling. So good for me.”

Dean moaned again, rocking harder. Around the base of his cock was a small ring, pressing snugly in all the right places.

When Castiel had opened day ten’s box to find three silicone rings of varying sizes he’d immediately gotten an image in his head so vivid it had made blood rush to his cock in an instant.

“This,” he’d said, holding up a ring at random. “This I will use on you.”

Dean had opened his mouth, perhaps to agree or to disagree, but whatever he’d thought to say got caught in the back of his throat, making a clicking sound when he shut his mouth again, looking straight into Castiel’s eyes, no doubt seeing the intent there. 

The silicone ring was elastic so Castiel had figured it would be easy to roll it on after Dean had gotten hard, which hadn’t taken long after Castiel started fingering him, stretching his hole. God but Dean’s sounds and reactions would always be beautiful to Castiel, and no matter what play they indulged in, what scene or toy they used, nothing would ever excite him as much as Dean did. 

Toys like this, though, that enhanced all the delights of Dean, those were the best in Castiel’s opinion. Yes, he’d truly enjoyed putting on a collar for Dean yesterday and yes, the thought of autoerotic asphyxiation thoroughly enticed him, but simply watching Dean as he worked himself into a frenzy was spectacular enough. 

“I wanna come,” Dean whined, pulling on the vowels. “Please, Cas.” 

“I’m not stopping you.”

Castiel smirked as Dean tugged on his dick, fruitlessly trying to achieve orgasm. The ring had small knobs on it and Castiel had positioned it with great care. 

“Take it off.” 

Tears spilled at the corners of Dean’s eyes and Castiel swore he wasn’t a sadist but the sight of Dean crying from desperation always excited him to no end. 

“Not yet, darling,” Castiel massaged Dean’s thigh with his hand, meeting Dean’s rocking with his hips, urging him on.

Shudders racked Dean’s body and he arched his back beautifully, his hard nipples standing out against his flushed skin. Abandoning his dick, he put both hands to his nipples, rolling them between his fingers, causing shivers to go through him, his hole clenching around Castiel’s cock. 

They both knew, realistically, that the cockring wouldn’t truly stop Dean’s orgams, but it would hinder it and prolong his suffering, as it were, and Castiel loved that Dean seemed to get off on the delay as much as he did. 

But God, it pushed him towards his own orgasm like nothing else, watching Dean struggle and squirm like this, and as he took hold of his husbands hips, holding him still while he rutted up into him, he contemplated whether he wanted to come before Dean or not. Usually he found profound pleasure in waiting, but this time that might nor be as feasible as it usually was. Dean was just so erotic in his desperation and Castiel could feel the clench around his cock pulling him closer to the edge, the hair at the nape of his neck standing on edge. 

He pushed his thumbs against the creases of Dean’s hips, rolling his body into the thrusts, gritting his teeth when it made Dean whimper, his dick trembling. 

“You sound so beautiful,” he growled, hands going back to grab Dean’s cheeks, spreading them as he sat up, pushing deeper inside. “So perfect for me.”

“Ah!”

Dean’s eyes flung open and his hands scrambled for purchase on Castiel’s shoulders, the change in angle definitely doing something to his insides, not to mention the friction he got on his dick now, rubbing it against Castiel’s stomach. 

“I’m going to come so soon, darling,” Castiel’s hands were harsh on Dean’s supple body, his arousal so sharp it made his gums itch. “You be good and wait.”

“Y-yeah,” Dean near sobbed, the word clipped.

Castiel’s pleasure spiked, making his legs jerk. His skin prickling, he grabbed Dean tightly and dipped them to the side on their wide bed. Dean followed, moaning as Castiel manhandled him, folding him in half as he started fucking him hard. 

The headboard, a big piece of wood with bars in an intricate pattern at the top and a soft pillowy part along the bottom, was sturdy enough that it didn’t slap against the wall even with the teeth-rattling thrusts Castiel delivered, though it came close. Dean wailed, eyes rolling back, his hands clenching Castiel’s body hard and a second later his whole body locked up. Castiel groaned, enjoying the way Dean’s body milked the orgasm out of him as he followed his husband.

But it was immediately clear to Castiel, as soon as he caught his own breath, that Dean hadn’t come at all. That he was still hard and shaking, whimpering and grinding against Castiel. His love for the man under him swelled inside him and he gathered his legs under himself, sitting up and feeling his heart skip a beat at the forlorn sound Dean let out.

“You came dry, sweetheart?” he cooed, gently grabbing Dean’s dick, making the other man buck hard. “So precious.”

“C-Cas…”

“I know,” he hummed sweetly and started carefully rolling the cockring off Dean’s dick. “Just a little longer.”

A little longer proved objective, as Dean came as soon as the pressure from the ring eased. His breath leaving him in a big whoosh, he curled up on himself as his dick pulsed in Castiel’s hand. Castiel, meanwhile, felt a jolt of renewed arousal course through him and he couldn’t stop his hands, one continuing to jack Dean off, the other rubbing the swollen head. 

Dean laid back down, teeth gritted, his dick probably overly sensitive by now. A hand shot down to grab Castiel’s arm but he didn’t pull or push Castiel off.

“Cas, Imma pee.”

Castiel grinned to himself, regretting that he’d let himself come too fast, wanting to savor Dean at this moment.

“No you’re not,” he hushed, continuing to rub the head of Dean’s dick in his slick hand.

Dean arched his back, clearly desperate and not really knowing what was going on, trying to hold back while the sensations exploded inside him. Castiel watched with rapt attention how Dean writhed, red in the face, biting his lip.

“Cas!”

“Let go, darling.”

Dean spread his legs, bucking up hard, and squirted all over his stomach. He panted and moaned, and Castiel had never experienced such a short refractory period before. But more than his own burgeoning erection, he wanted to tend to Dean now, and Dean was panting and crying, looking delirious. 

He pawed at Castiel when he stretched out beside him, gathering Dean in his arms.

“Wh-wha…?”

“You’re stunning, Dean,” he murmured sweetly, kissing Dean’s sweaty forehead. “Thank you for giving me that.”

“What,” Dean cut himself off to swallow, his mouth no doubt dry from all his painting. “What happened? It felt so good, I’m…”

Castiel grinned to himself. “You gave me a spectacular orgasm and then an even better show.”

Dean dragged his fingers over his stomach. “I peed the bed?”

His speech was slurred and he seemed confused but sated. Castiel hugged him closer, ignoring his own cock where it rubbed against Dean’s leg, at half-mast.

“No you didn’t,” he said, kissing Dean again. “Don’t worry.”

Dean relaxed, turning to look at Castiel with loving eyes. “Okay.”

Castiel’s chest swelled with affection. “Come, I’ll wash you off.”

Dean hummed, pleased, and let Castiel help him off the bed. “Make me something to eat?”

God Dean was everything to Castiel. “Anything you want.”

“Cas?” he surprised Castiel with a kiss smack dab on the lips when he turned to face his husband. “I liked the cockring.”

Castiel blinked, a smile spreading slowly on his face. “Me too,” he said softly. “Me too, darling.”

Chapter Text

Dean felt giddy opening the eleventh box. Yesterday had been amazing and he didn’t know what was best, the experience itself or the way Cas looked at him when he told him how fucking awesome it had been. 

He just loved the way this calendar made them push their boundaries and allowed them to experiment. With that in mind, he hoped the new item for the day would be something fun. Both of them had a few items they were starting to hope for and Dean was by now sure that whatever they didn’t get from the calendar, they would now have the confidence to buy themselves.

That being said, what he expected to find was not another pair of panties. 

His cheeks flushed when he pulled out the pink, satin garment and he couldn’t help how his whole body tingled with pleasure remembering what they had done last time the box gave them such a treat. He still didn’t completely know where the whole daddy kink had come from, or why he enjoyed it so much when Cas called him his little girl, but he supposed that he didn’t have to have a reason or to explain it. Cas certainly didn’t demand that, no he seemed pleased that Dean felt good and that was the extent of his opinion on the matter. 

“Panties again?” Cas asked then and derailed Dean’s thoughts.

He turned to his husband, eyes gleaming with mischief. “Yeah, but satin this time.”

Cas looked at him with slightly raised eyebrows, clearly not seeing the difference other than it being another fabric. 

“Is that nice?”

Dean could barely contain himself. “Why don’t you tell me?” he asked, pulling Cas into a kiss, nipping on his lower lip so that Cas took over control of the kiss, turning Dean’s mind into complete mush. “You’re gonna wear ‘em.”

“Me?” Cas asked, amused, hands warm as he held Dean’s body close. “I thought you were the one who enjoyed it.”

Dean nodded because yeah, it was true that he had really liked having on panties, just as he’d hoped he would when he’d watched those amature pornos online. Or at least suspected. But also, those videos had of course been of men wearing them and he’d been so aroused, so maybe he would also enjoy seeing Cas in panties? Maybe it wasn’t just about him wearing them? Dean wanted to know.

“I do,” he agreed out loud. “But I wanna experiment.”

Cas shrugged. “Okay then, you opened the box, you decide.”

Dean squirmed in place, pleased that his daddy—dom—husband, damnit Dean didn’t want to go there right now. Yes he loved it when Cas dommed, and yet he loved to call Cas his daddy and to give himself completely to the man, but he wanted to remain in control of at least his mindset for a moment longer, just to see what he thought about seeing his favorite man in panties.

“Let’s go to the bedroom.”

Cas followed obediently but Dean saw that grin before he turned to lead the way. Yeah, it was safe to say that Cas knew at least some of what was going on in Dean’s mind right now. Aside from that episode with the fleshlight, Cas usually had a good grip on Dean’s jumbled thoughts, sometimes better than Dean himself. 

“Do you want me to call you Daddy too?” Cas asked cheekily when he was down to his birthday suit, Dean still in his boxers. 

A thrill went through Dean, but not at the thought of Cas calling him that. “No,” he mumbled and gently stroked his dick through his boxers. “That’s mine.”

Cas stepped closer, gripping Dean’s chin loosely and tilting his head back. “I think you mean you’re mine.”

Dean blushed so hard he felt dizzy. “Fuck, Cas, you have no off switch, do you?”

Cas looked at him for a moment, eyes hooded, and Dean trembled under the intensity in Cas’ eyes, feeling desire wash over him in waves.

And then Cas grinned, breaking the tension, taking a step back and picking up the panties from where Dean had thrown them on the bed.

“Promise not to laugh, we both know I won’t carry this as elegantly as you.”

Dean took a deep breath, adjusting his more than perky dick before sitting down, watching his husband struggle with getting the panties on. Like the other pair, they were one size and seemed stretchy. Cas also had the advantage of narrower hips, his butt undoubtedly shapely but not as much of a bubble butt as Dean’s. 

His cock, though…

Dean swallowed, pressing his thighs together as he watched Cas doing his best of stuffing his semi inside the panties, his balls way too big to be completely covered. He spread his legs, dipping lower so he could pull on the panties, wrapping them around his balls, his cock pressed up against his hip, the head nearly sticking out. And he wasn’t even fully hard yet.

Well fuck.

“It feels like being stuck in a hammock,” Cas chuckled and turned to Dean, hands on his hips, brandishing his handiwork. Dean looked up at him with big eyes, one hand down between his still closed legs. “Okay, I changed my mind. You’re allowed to laugh.”

“I should laugh,” Dean squeaked, making Cas arch an eyebrow. “You look ridiculous.”

There was a pregnant silence, Dean’s eyes drawn down to Cas’ crotch. His dick jumped against his hand and he sucked his lower lip in between his teeth. 

“I’m sensing a but coming on.”

Dean shuddered, pleasure burning through his veins. 

“I wanna sit in your lap and grind against you.”

A surprised expression flew over Cas’ face but he schooled himself pretty quickly, a pleased smirk replacing it. Dean squirmed more, feeling the weight of Cas’ eyes once again.

“Well in that case,” Cas turned and walked over to the armchair, sitting down and patting his lap. “C’mere, darling.”

Dean scrambled over to him, too far gone in his arousal to care about being embarrassed by his eagerness. He shucked off his boxers as he went, easily slipping into Cas’ lap, straddling him and crashing their lips together. Cas grabbed him, big hands on Dean’s ass encouraging him to start rolling as he kissed him deeply, owning and claiming. 

Dean moaned, tongue licking Cas’, shivers of pleasure travelling down his spine. The feeling of satin against his dick was nice, was hot enough to make him want more, but it was the feeling of Cas’ hard cock, trapped behind that sleek barrier, that really got to him. And, even more somehow, the fact that Cas didn’t seem to get anything out of having the panties on, but that he was getting hard from Dean liking him in them, and the fact that he even put them on to begin with.

“You’re too good to me,” Dean moaned when they broke off the kisses. 

Cas hummed. “I think we’re exactly as good to each other as we need to be.”

Dean whined and hid his face against Cas’ shoulder, bucking harder in his lap. He was so hard already, leaking precome, and a part of him wondered if he’d always been this sensitive or if this was a result of their playing. Either way he was embracing it, feeling safe and secure in Cas’ embrace. 

Panting, he continued to press and drag his dick against Cas’, going cross-eyed from how good it felt. And yet… Wouldn’t it feel even better if he…?

His whole body jolted when Cas skimmed his fingers down Dean’s crack. 

“Are you thinking about wearing the panties?”

“Get outta my head,” Dean mumbled, peeking up at Cas. “‘M close anyway.”

Cas smiled down at him, bending to kiss Dean. “Get up, we’ll change positions.”

Dean reluctantly moved off his husband, but was delighted when Cas showed him how he wanted him. On his knees on the armchair, leaned over the back with Cas behind him, rubbing his satin-clad cock over Dean’s hole. 

“Fuck yeah.”

Cas bent over him, going for a reach-around while he started humping Dean’s ass.

“Do you feel that?” he growled against Dean’s ear, making goosebumps spread down Dean’s flanks. “Do you feel how hard I am for you? I’m in panties and hard, because of you.”

Dean threw his head back, rocking between Cas’ cock and his hand. “I’m gonna stain the chair.”

“I don’t fucking care,” Cas’ voice was a rough rumble, gravelly, and Dean knew he was close to coming. 

Fuck, that made Dean’s orgasm shoot through him and he struggled for a moment, pressing his legs together best he could, so fucking aroused by Cas not caring about the furniture but still not wanting to soil everything.

Cas of course noticed because when wasn’t he attentive? He breathed out harshly and straightened, pulling Dean with him so that they were chest to back, his cock pressed up against the small of Dean’s back instead, both of his hands coming round to Dean’s dick. Stroking him quickly, he put his other hand over the head of Dean’s dick, absolutely because he was prepared to catch Dean’s release, but it reminded Dean of the squirting he’d apparently done yesterday and the memory made him come.

He let out a choked off yell, hands clawing at Cas’ arms, shaking in his husband’s embrace and completely drenching his hands. Cas groaned, low and dangerous, and in the next moment Dean felt wetness spreading across his back and ass, and he couldn’t help but smile proudly through the haze of his orgasm. 

They remained like that for a moment, panting, Cas carrying most of Dean’s weight. And then Dean raised his hand, making a check sign.

“Satin panties, approved.”

Cas chuckled and turned his head to snuffle against Dean’s hair. “I still say I’d rather have them on you, but if this is your reaction to seeing me in them, I’ll put them on for you once in a while.”

“And that’s why I love you,” Dean mumbled, eyes barely open, his afterglow making his body feel heavy and sleepy.

Cas nudged his head to the side so that they could kiss, which Dean happily obliged with.

Chapter Text

The plug was a deep pink, silicone or some kind of plastic, with a fake diamond at the end knob. It wasn’t big, certainly not thicker than Castiel’s cock, but there was a weight to it. Castiel closed his fist around the plug end, looking at the diamond, and imagined how it would look poking out between Dean’s ass cheeks. 

It was safe to say that no matter how tired he was from work today, his libido was still very much in the game. 

“I can’t believe they included one,” Dean said, voice tight with arousal already.

Castiel grinned. “Well, it’s a kink calendar after all, this seems pretty standard.”

Dean swallowed. “Still.”

Castiel was secretly agreeing, the timing of the plug, only days after Dean had professed a wish for it, was impeccable. 

“Come on,” he said, eager to get started. “Let’s get you on the bed.”

It took them little to no time prepping Dean and Castiel did make a note of that, of letting Dean’s ass rest, but didn’t say anything that he thought would ruin the mood. Instead he opened up his husband with firm, gentle motions, and then turned him to lie on his side, Castiel behind his back, equally naked and aroused. 

“It’ll be cold,” he mumbled, against Dean’s neck and put the lubed up plug against Dean’s twitching hole. 

Dean mewled but pushed back against it, body greedy to be filled. It made Castiel’s cock jump and he rolled so that he could press a little against Dean just as the plug slipped in. Dean jerked when it popped past his rim, and then he sighed contently, relaxing back against Castiel. 

“Okay?”

Dean nodded. “Feels good.”

His voice was changing pitch, Castiel learning to recognize the signs now and daring to feel a smidge of pride because of it.

“Does my little girl like to be stuffed like this?” he rumbled close to Dean’s ear. It made his husband moan and wriggle his butt, rubbing against Castiel’s cock. 

“Daddy…” he moved his hand, going for his straining dick, but Castiel cut him off.

“Not yet, sweetheart.”

Dean moaned again, seeming to enjoy when Castiel restricted his reach by pinning his arms to his chest, one of Castiel’s arms going across to hold them tight. Dean could, realistically, break free any moment. He had the upper hand both in strength and position, but it wasn’t about that. It was about the feeling, the owning gesture in how Castiel held him, forbade him from touching himself just yet, and they both knew it. 

Castiel pushed on Dean’s hip, rolling him out for a moment, just to get a good look and he could feel his own pulse quicken at the sight of the plug fitted snugly between Dean’s ass cheeks. So snugly he couldn’t have seen it, hadn’t he spread Dean’s cheeks. A shudder of arousal went through him and he rolled Dean back, rubbing against him for a moment.

“You look stunning,” he murmured, letting his breath wash over Dean’s ear and neck. Dean mewled again. “So perfect for Daddy.”

Pressing against the butt plug made Dean keen most wonderfully and Castiel closed his eyes, nose against Dean’s skin, inhaling him as he made his husband sing for him. The plug, just thick enough to fill Dean, was the perfect length for hitting his prostate, and Castiel delighted in finding out this fact together with Dean. 

Twisting it made Dean whine, but rolling it more forcefully made him moan and buck back, and when Castiel started fucking him lightly with it, Dean writhed, teeth gritted as he humped the air in front of him.

“Cas, Cas, I need…”

Castiel hummed. “Don’t come yet.”

Dean groaned, rubbing his ass back so hard Castiel’s hand got trapped between them. “I want you, Daddy.”

Arousal flared hot inside Castiel, threatening to choke him. “Isn’t the plug enough, baby girl?”

Dean shook his head, squirming. “It’s so good, but…”

“But what?”

Castiel thought he had a good idea but he wanted to hear it, to satisfy his own lizard brain and to push Dean’s limits like he knew Dean wanted him to. He pushed the plug all the way in, grinding it in place, no doubt hitting Dean’s prostate and Dean cried out. Castiel watched greedily, chin hooked over Dean’s shoulder, how Dean’s dick dribbled precome down onto the bed.

He was hard and red, no doubt aching for some friction, anything to relieve some pressure. Castiel’s desire for Dean swelled inside his chest. There was no doubt in his mind that Dean was getting more and more sensitive with each session and Castiel was loving this development in their sex life, not to mention their relationship. 

“Daddy’s is thicker,” Dean choked out when Castiel let up with the plug. “I want yours.”

Castiel groaned, pleasure making his toes curl. It gathered low in his stomach, making his cock ache and throb, his balls tightening. He’d thought to keep teasing Dean longer but that would have to wait until next time, as it were now, he was sure he could come from only a few thrusts. 

The plug popped free with a lewd sound and Dean let out a cry, hole twitching. Castiel still held him tightly, keeping him from jerking off, and with a swift motion he’d shifted so he could slide his cock inside Dean’s welcoming heat. It was slick and tight and absolutely wonderful. He sighed, a feeling of completion coming over him now that he was connected with Dean again. 

Hand slippery from lube, he grabbed Dean’s hip and started rocking into him. It was soon clear by Dean’s sounds that while this was feeling good, it still wasn’t enough, and Castiel grinned against Dean’s shoulder, feeling his arousal bloom inside him at the thought of Dean’s desperation. 

“Cas, please.”

Yeah, when Dean begged like that, crying from pure need to come, Castiel really felt peak arousal. 

“C’mere,” he mumbled, snaking his other arm around Dean too and rolling them so that he wound up under Dean. 

The position pushed his cock much further into his husband and Dean let out a wail, arching his back and digging in his heels so he could thrust back hard. Castiel grunted, both from the force of it and from pleasure, Dean’s hole clamping down hard around him.

“Please, please, I want—I need—”

Castiel hiked Dean up his body so that Dean landed with his head against Castiel shoulder, grabbing under his knees to lift one of his legs to gain even more access as he started fucking up into his husband. Dean sobbed and moaned, babbling in his desperation, skin sweaty and dick bouncing with every thrust. 

Castiel was panting hard, chasing his own high only as a secondary priority, the need to keep Dean on the edge for just a little bit longer, for making his orgasm all the more spectacular, overtaking all his other needs. 

Dean was somehow both pliant and taut, his movements jerky and his breathing harsh, but it was when he started letting out little “ah, ah, ah” sounds that Castiel finally caved. He was ashamed to admit it, but it was the beast of his own desire that pushed him to take Dean’s dick in hand, his own need for release that prompted a need to make his husband tip over. Not that he thought Dean would mind all that much. 

“Come, baby,” he murmured, taking Dean’s dick in hand to steady it, rubbing the pad of one finger against the frenulum. “Let me see you.”

“No,” Dean moaned, bucking up seeking more friction, but still not putting his own hands on himself, even though Castiel wasn’t restricting him anymore. “More, Daddy.”

Castiel was still inside him and he could feel Dean clenching around him, every rhythmic pump making pleasure pulsate throughout his body, but he wasn’t so much fucking up into Dean anymore as he was simply grinding.

“Like this, baby girl,” Castiel soothed, voice rougher than intended but Christ, he was so close to coming himself. The need to pump Dean full of his hot come was overwhelming but staying here on the edge with Dean was even better. 

He rubbed a little harder when Dean shook his head and that did the trick alright. No matter how much Dean wanted him to rub his whole dick, he was too wound up not to come with even as little as this. 

He gasped sharply, arching his back and pressing his ass harder against Castiel’s pelvis, hole clamping down on Castiel’s cock as his dick exploded. Castiel cooed and took a proper hold, helping Dean through it by stroking him slowly.

“Daddy,” Dean mewled, speech slurred like it got when he came this hard. “It’s so good.”

“I’m glad,” Castiel smiled, feeling his own orgasm closing, coursing through him at the feeling of Dean’s release. “You feel—”

“So good,” Dean mumbled, cutting off Castiel, sounding sleepy and far-off now. He smiled, eyes closed. “‘S relaxin’,” his body was trembling, his dick still relatively hard in Castiel’s hand. It bucked once. “‘M comin’ again.”

Castiel’s eyes widened when a stream of pee dribbled out of Dean’s dick, going down over Castiel’s fingers. 

“Dean,” he croaked, arousal so sharp it was painful washing over him, like a punch to the gut. “You’re—”

Yeah, he was peeing freely now and Castiel choked on a gasp, coming hard inside Dean as he watched his husband relieve himself right there in their bed, on top of Castiel. So fucked out that his body relaxed completely and Castiel didn’t know what made him come, the fact that he’d managed to do this to Dean or the sight of Dean losing control but either way, it was spectacular. 

His orgasm left him completely drained and he laid under Dean, feeling the wetness spreading and feeling a little shocked at how much he’d enjoyed that. A pee fetish certainly hadn’t been on his bucket list but then again, he supposed this calendar pushed not only Dean to reach beyond his limits. 

He gathered Dean in his arms when it seemed he was done peeing, finding that he was mostly asleep. He mumbled something in his sleep and rubbed his face against Castiel’s neck, making Castiel’s heart thud harder.

“I might’ve pushed you a little too hard, darling,” he mumbled and kissed Dean’s forehead lovingly. It was yet again a thing for them to talk about, and Castiel was frankly looking forward to it, even though he suspected Dean would chew him out for making him pee himself. “Now let’s get you cleaned up before you catch a cold.”

Chapter Text

A day later Dean was still miffed about being made to piss the bed. He knew he liked being called “little girl” and he enjoyed calling Cas Daddy sometimes, but he was not into adult baby play or whatever.

“It’s not about that,” Cas had calmly explained. “It’s just about release.”

Dean had blushed hard, even harder when he’d realized that he could get behind that. 

“It’s still weird,” he’d griped. “I’m a grown man, and I pissed the bed.”

Cas had gotten a slightly glossy-eyed look on his face. “I came so hard.”

“S-shut up,” Dean hadn’t known what to make of his own feelings. 

On the one hand, that had been even better than when Cas had made him squirt, and on the other hand there was a stigma to it, to grown ups peeing themselves like that. But it wasn’t as if he’d chosen to do it, he’d just been so out of it because that spectacular orgasm and Cas’ expert fucking hands that he’d completely relaxed. 

“If you don’t like it,” Cas had said, tone soothing. “We won’t do it again.”

“I apparently can’t be trusted with that,” Dean had drawled, insisting for some reason to be obtuse about this. It was as if his manly pride had been hurt and he didn’t even know why he should even feel like that to begin with. He knew he was safe with Cas. 

And then, as if he’d been reading Dean’s mind, Cas had stepped closer, taking Dean’s hands in his and looked Dean right in the eyes.

“I can. I will take care of you, Dean.”

Well fuck, of course Dean hadn’t been able to argue with that. And maybe, just maybe, he’d enjoyed the feeling of complete release and maybe, just maybe, he wanted to try it while his mind was a little more coherent. 

So yeah, he was still miffed today, but perhaps a little less so. They would come back to the peeing, perhaps later in the month depending on what the calendar yielded, or after, Dean was sure of that and that was good enough for now. 

Today, he wanted to pleasure Cas instead, going back to how he’d felt earlier in the month when he’d thought he would need to show Cas some pleasure to regain some equilibrium in their relationship. But then again, looking at Cas in their everyday life and during these plays, Dean wasn’t so sure there had ever been an imbalance. 

But anyway, Dean wanted to do something for Cas, and that was of course when the calendar decided to be a bitch. To be honest, Dean was starting to wonder if the calendar gods had it out for him or something. Because today, day thirteen, presented him with a surfer egg.

“A what?” Cas asked, referring to his booklet but Dean already knew what this was.

He sighed. “It’s an egg shaped silicone hole with patterns on the inside that apparently feels awesome against your dickhead.”

Cas looked up from his booklet. “Sounds fun?”

His questioning tone was obviously a reaction to Dean’s irate tone. 

“Yes,” Dean didn’t pout. “But going back to the fleshlight, this is also something you fuck and I apparently can’t handle that,” he pouted. “I wanted to do something nice for you.”

There was a beat of silence and Dean couldn’t look at Cas, ashamed of his own feelings.

“Well,” Cas said then, voice much closer than Dean had anticipated when he leaned in and plucked the egg from Dean’s hand. “Do you know what’s really nice to me?”

“What?” It was safe to say Dean was a little apprehensive. 

“Seeing you squirm for me.”

A shudder went through Dean’s spine, his dick quick to wake up at Cas’ dark tone. “You’re gonna make me pee again, aren’t you?”

Cas chuckled. “Only if you want to.”

Dean squinted, not sure what to say to that, but he followed obediently when Cas turned to lead the way to their bedroom.

They ended up naked on the bed, now made with fresh sheets for the second time in only three days. Dean sat back against the headboard when Cas motioned for him to do so, and watched with satisfaction how Cas turned to get the lube. Fuck, Cas was a treat to look at, all lean and fit, but still with some softness to him, especially around his belly. 

He smiled when Cas turned back to him, surprising his husband.

“Kiss,” he mumbled, pulling on Cas’ arm. 

Cas smiled too, pleased, and leaned in, coming to sit by Dean’s side. They made out, unhurried, kissing and touching gently, hands brushing soft skin, fingers finding nipples. There wasn’t the same kind of frenzy they’d experienced over the past days and Dean found that he liked that, enjoyed this slow make-out session just as much.

But yeah, he really fucking appreciated when Cas took his dick in hand, despite feeling content getting off on the love he felt radiating from his husband. Some dick action was always appreciated in his opinion and that thought made him again feel bad about not trying the egg on Cas.

“You know what?” he murmured, watching Cas pluck the soft silicone egg from its plastic container. “You should be the one who gets to experience that egg.”

Cas shook his head. “I can try another time, let me do this for you. I want to.”

Dean breathed in deeply, hands on Cas’ skin, unable to keep away. “I love you.”

Cas looked up sharply, not that it was unusual for Dean to admit that, not nowadays, but Dean supposed the timing was strange. 

“Dean,” Cas moved in closer, lube and the egg in one hand, the other taking Dean’s hand in his. “You are everything to me.”

Dean looked down, hiding his face, bad at taking compliments but craving them like air. “I’m… I’m really enjoying doing all this with you.”

Cas was silent for a moment, probably absorbing what Dean was trying to say, decoding his unspoken words. And fucking hell how Dean loved Cas for being able to do that. 

“Me too, darling,” Cas said in a soft rumble. “Even more so than I thought I would.”

“I know, right?” Dean looked up and managed a cheeky grin. “Like, who wouldn’t like an advent calendar full of kinky toys, that’s fun. But it’s been…”

It was hard to put words to it. But so far it had been a journey for sure, about self-discovery and kink exploration, and Dean loved that they still had more to go. 

“I agree.”

Dean shook himself, grinning wider. “Okay, sorry for that tangent. Let’s get going.”

Cas huffed out a chuckle and took Dean’s dick in hand again, reviving his erection. “You put lube in the fleshlight, I’m thinking I’ll do the same here, and then we go from there.”

“Sounds good,” Dean mumbled, body completely relaxed under Cas’ expert ministrations. 

He watched with hooded eyes as Cas poured some lube into the egg and then positioned it over the swollen head of Dean’s dick. It felt cold, because of the lube and because of the egg itself, and Dean gasped a little when Cas threaded the head of his dick into the egg’s hole. 

It was slick and soft, sticky in some ways, and the inside of the egg seemed to be ribbed in a pattern Dean couldn’t discern by the feel of his dick alone. But it felt… really fucking good. Cas squeezed and then started stroking over the egg and Dean moaned a little, sinking down on the bed. He focused mostly on the head but tried a few longer strokes, the egg certainly stretchy enough to manage part-way down Dean’s dick but that wasn’t as nice.

“Good?” Cas asked after a moment, clearly not sure he was using the egg correctly. 

Dean nodded, opening his mouth to agree verbally but instead let out a moan when Cas started moving his hand faster, flicking the egg over Dean’s dickhead with quick motions.

Fucking hell, Dean felt like his dick was melting. He was already writhing, he couldn’t help it, the way the ribbed inside of the egg rubbed against his frenulum, the sensitive glands, was making pleasure rake up and down his spine and at the same time it was starting to burn a little. He was already getting overly sensitive and yet he didn’t want Cas to stop, not completely, at least.

“W-wait,” he stuttered, grabbing Cas’ arm loosely. Cas slowed down but didn’t fully stop.

“Something the matter, darling?”

Dean moaned, hips working in small circles, ass rubbing against the bed. “It’s just a lot.”

The thought that he’d peed himself yesterday because Cas had rubbed just under the head hit him but he shook the thought off. Maybe he’d want to try some light pee play but this wasn’t the time, and he wasn’t as far gone as he’d been yesterday. Instead, another idea formed in his mind, and he pawed at Cas so that he leaned down and kissed Dean.

Dean moaned into it and closed his hand around Cas’, stopping his movements, instead simply squeezing the egg over his dick.

“Sit back,” he told Cas when they broke the kiss. “I’m gonna sit in your lap.”

Cas looked quizzical but obeyed without question, sitting with his back against the headboard, allowing Dean to straddle him. They left the egg on Dean’s dick while they arranged themselves and it made the head of his dick look gigantic in comparison to the rest of his dick.

Dean couldn’t help but giggle about it like a fucking doofus. “How d’you like them proportions?” he asked, putting his dick against Cas’ hard cock.

“Beautiful,” Cas stated solemnly, making Dean snort.

“I was thinking,” he said, taking both of their dicks in hand, peeling the egg off with his other. It was slippery as fuck now, lube getting everywhere. “This is really stretchy.”

Cas hummed, immediately catching on. “I like your mind.”

“And here I thought you only married me for my looks,” Dean winked, grinning widely when Cas shook his head, smiling. 

It was a tight fit, the egg clearly not designed to fit two dickheads, but it worked, more or less. Dean mewled a little under his breath at the feeling of being pressed against Cas’ cock, the egg surrounding them. 

“I can come like this,” he confessed in a breathy voice.

“Good,” Cas grunted and started stroking them.

He worked the egg, flicking his wrist and squeezing so that they could feel every part of the pattern. Meanwhile, Dean had a hand down by the bases of their dicks, holding them steady, and fingering one of his nipples with the other. Pleasure travelled up and down his spine, pooling hotly in his lower abdomen and he couldn’t help but moan on most exhales, the feeling of Cas against his dick almost better than the egg itself. 

“Yeah, yeah,” he chanted, legs spreading, hips pushing closer. “Yeah, Imma…”

Cas had a hand on Dean’s hip, fingers digging in, hopefully leaving marks. “In the egg,” he grunted. 

Fuck, Dean was so close and looking at Cas’ handsome face he was moments away from blowing too. The thought made Dean whine and he let go of their dicks to lean in, cradling Cas’ face and kissing him. Cas jerked and immediately kissed back, groaning into it. Their tongues tangled, Dean quickly and willingly submitting to Cas, and it made his pleasure spike. He could feel Cas’ cock hardening that impossible fraction more and he thought, entranced, “he’s gonna blow”, and then he came hard into the egg.

Cas moaned, breaking the kiss to throw his head back, continuing to jerk them off while Dean was pumping come hard enough to make him lose his breath. When Cas eventually came too, Dean was so sensitive he couldn’t do anything but squirm in Cas’ lap, whining and biting his lower lip. 

“Fuck,” he swore when Cas eventually stopped moving his hand. “That got intense.”

“The inside,” Cas said, voice tantalizingly breathy, and peeled the egg off them to reveal bumps on the inside in star shaped patterns. “It felt really good but it also kind of stings?”

Dean nodded, still catching his breath somewhat. “Like rugburn.”

That made Cas laugh, Dean bouncing in his lap, smiling. “I still like it, though I have to admit that the best part was that we did it together.”

Dean hummed and leaned in to kiss Cas again. “I think that’s the best part of everything we’ve done so far.”

Cas smiled so widely it looked like his head was about to split in two. Well fuck, Dean didn’t mind being a little sappy sometimes when it made his husband that happy.

Chapter Text

Day fourteen gave them another stereotypically female lingerie in the form of a negligée made in a sheer fabric. It had an opaque portion that covered the upper part of the chest, an A-shape that made it flow out, and pink fluff along the bottom hem. It was more cute than beautiful in Castiel’s mind, but he would be lying if he said he didn’t like how it felt when he touched it. Sleek and flowy, and with the subtle pink color of the sheer fabric, he could see it matching Dean’s skin tone very well.

“I’m…” Dean looked at the garment, picking at it. “I want this.”

Castiel smiled, so proud of Dean for admitting this so freely. “I wouldn’t have it any other way.”

“It’s your day, though,” Dean said, harrumphing but not truly averting his eyes. “I feel like I decide too much, even on your days.”

“Dean,” Castiel leaned in, rubbing the tip of his nose against Dean’s cheek. “I want to see you in this.”

He of course looked stunning. The negligée was big, more than likely because the calendar manufacturer was hoping to fit as many people’s sizes as possible, but it still stretched a little over Dean’s wide chest, his pecs and nipples barely covered by the upper portion of the negligée. It was also a little short, falling just above his dick in front, landing on the swell of his ass in the back.

“I’m thinking,” Castiel mumbled, eyes dark as he watched his husband sashay around the bedroom, the negligée swishing around him, a delighted grin on his face. “That perhaps the panties are supposed to go with this.”

“You think they have included a whole outfit?”

“Or at least encouraging us to experiment with the clothes we’ve got.”

Dean stopped, looking at himself in the big mirror on the inside of the open closet door. “Should I put them on, then?”

Castiel clenched his hands around the armchair’s armrests, resisting the urge to touch himself. He wanted to, very badly, because seeing Dean this pleased, looking so cute, did something to him, deep inside. Woke a slumbering beast, the same one that liked to see Dean cry during sex also loved seeing his husband acting cute. 

“I think you should do whatever you want to.”

God he wanted to spoil Dean when he was like this. Well, Castiel always liked to spoil Dean, of course, but that beast made it extraordinarily clear to him at this moment that he wanted to exist for Dean’s pleasure. 

Dean leaned closer to the mirror, the negligée riding up his ass, exposing it. “Maybe later? I mean, we use one toy at a time and today was only this.” He turned to strutt closer to Castiel. “So whaddya wanna do? Call me a pretty princess and fuck me in this?”

Castiel’s tongue clicked when he swallowed, memories of how it had felt to have the collar on and let Dean drag him around surfacing and threatening to choke him with arousal.

But there was also another thing that he felt needed to be addressed. 

“You know,” he looked seriously up at Dean, trying his best to stave off his arousal for now. “I don’t have to call you a good girl, or princess, just because you’re in a negligée. You can wear this without any feminization involved, if you want to.”

Dean looked at him with soft eyes. “I know, and I love you for saying it.”

“I think it should be made clear,” Castiel nodded to himself and then turned his eyes on Dean’s dick, feeling desire well up inside him at how it looked together with the pink fluff. “I do, however, enjoy it when we play like that.”

“I do too,” Dean said, pleased. “And anyway, I was just asking because it was your box, you should get to decide what we do.”

Castiel swallowed. “So, hypothetically, if I wanted to sit here and jerk off while you dance for me in that, would that be okay with you?”

The question took Dean off guard and he stared at Castiel for a moment, dumbfounded. “That would be enough to get you off?”

“Dean,” Castiel chuckled, looking up to meet his husband’s astonished eyes. “I really wish you could see yourself as I see you. How I get anything done is a mystery on most days, and now here you are looking flushed and happy in a pretty negligée,” he shook his head, hand already going for the fly on his jeans. “I can’t think of a better treat.”

“Well fuck,” Dean mumbled, his pretty flush already creeping down his neck. “That’s…” his dick twitched, Castiel saw, eyes greedily watching. “I feel the same, about—about you.”

Castiel hummed, relaxing back against the armchair when he’d gotten his dick and balls mostly out of his boxers and jeans, legs spreading to allow access. 

“So what do you say? Wanna twirl for me?”

Dean pinched the hem of the negligée, curtsying a little, just a dip of his hips but enough to drive Castiel mad with want. He danced out of the way before Castiel could change his mind and reach for him, taking long, ballerina-like strides. Castiel’s breathing felt heavy already and he moved his hand slowly, stroking his cock. He felt measured and calm, and at the same time he felt like a caged beast and he found himself wishing for the collar to be around his neck again. 

Yes, the thought of being that prisoner again, forced to sit here and watch while the princess danced, forbidden to touch but longing to do so, drove him to quicken his strokes. 

Dean was wearing a shy smile, clearly uncertain what he should do with himself, not seeing the appeal that Castiel was drinking in. But he did his best, utilizing the bed, to lean on it, arching his back and canting his hips, looking over his shoulder at Castiel. Castiel breathed out harshly, the enticing picture Dean painted too much for him right now. 

“How does it feel?” he rasped, his other hand coming down to fondle his balls. 

“To be watched by you?” Dean straightened, stretching so that the negligée rode up. “Pretty fucking awesome.” His dick confessed the same, standing out in front of him now, hard and flushed. 

That Dean enjoyed his eyes on him made a pleasurable shiver go through Castiel but he still shook his head.

“No, the negligée, how does it feel to wear it?”

Dean looked down, big, manly, calloused hands stroking the sheer material over his stomach. “Good. I feel pretty.”

Castiel groaned, leaning his head back a little. He had to force himself to keep his eyes closed, not wanting to miss a thing but being overcome by his arousal. 

“Pull—” he had to cut himself off to dab his tongue around his mouth, to get some moisture going. “Pull the hem over your dick.”

Dean hummed and did as told, using both hands to pull on the negligée so that it went taut around his back, and it barely covered his hard dick. It was still visible through the fabric of the negligée and Castiel watched with burning desire how a wet little spot formed at the head. Dean looked shy, as if he was trying to hide the fact that he was aroused. Castiel couldn’t think straight anymore.

“God you’re so fucking beautiful.” 

Dean gasped innocently when Castiel swore, and he looked at Castiel from under his lashes, his cheeks a pretty pink. Castiel’s hand was flying over his cock now, his other hand pulling on his jeans, balls trapped and steaming hot. 

Dean turned around, still pulling on the negligée, exposing his butt, and looked over his shoulder again, peeking as if curious but not daring to do more. He was playing a part, Castiel realized then, he’d found out what got Castiel off in this scene and he was playing it up, still getting off on it himself, but definitely more for Castiel’s benefit. 

Castiel’s love for Dean swelled to unbearable proportions then and he reached out for him, still unable to stop stroking his cock but needing Dean closer.

Dean made a delighted little sound and more or less skipped over to Castiel, getting to his knees between Castiel’s legs before Castiel could even voice his need. He groaned deeply when Dean took him in his mouth, enveloping him in that sweet heat, suckling as Castiel stroked his hair.

“So pretty,” he rumbled, voice gravelly and low. “I’d put you in panties, negligée,” he grinded his hips up, Dean following with the motion, taking Castiel deeper down his throat. “Maybe makeup.”

To Castiel’s surprise, Dean wriggled his butt, eyes wide and wondrous and it was the thought that Dean might actually want that that made Castiel come. Dean’s tongue kept working him over, his warm mouth wet and perfect around Castiel’s cock, the head of it lodged deep down Dean’s throat and he couldn’t stop himself from groaning loudly, one hand on Dean’s jaw as he released forcefully.

Dean made a soft little sound that Castiel knew all too well, and he let go of his husband so that Dean could back off a little so he wouldn’t choke. Castiel’s body spasmed and he relaxed a moment later, body satiated and pulsating.

Dean licked his lips and then climbed into Castiel’s lap, straddling him, pressing his hard dick against Castiel’s stomach, and kissing him deeply.

“So,” he said, voice gruff with arousal and Castiel took him in hand, stroking him with his own slick precome. “Yes to the negligée.”

Castiel nodded, smiling as Dean started rocking into his hand. “And more,” he said, leaning up to press soft kisses against Dean’s racing pulse as Dean came hotly in his hand, soaking Castiel’s shirt.

Chapter Text

“That’s enough, Dean.”

Dean shivered and arched his back, pumping two of his fingers slowly in and out of his tight hole. He was on his knees at the foot of the bed, as far away from Cas as he could come while still on the bed. Cas was chained to the headboard with the handcuffs box number fifteen had gifted them. They seemed to be actual handcuffs, secure enough for not even a grown man to break out of, but thankfully they were lined with black fluff, making them much more comfortable. 

It had been tricky getting them through the bars at the bed but an idea had formed in Dean’s head as soon as he saw the handcuffs and he was very pleased that it was going his way so far. 

See, Dean absolutely loved it when Cas was his usual gentle self, and he fucking melted when Cas arched his eyebrow and became the dom Dean sometimes craved, and he was definitely warming up to being Daddy’s little girl. But throughout all of that, Cas was still the service top he was at heart and while Dean loved the shit out of that, loved being spoiled and pleasured, loved that Cas also got off on that, he’d also seen a darker side to Cas and he was so fucking intrigued he could barely think straight. 

He’d seen that darkness poke out before, but only for seconds, when Cas was displeased with something. Could be anything, like work or something as trivial as the laundry machine breaking down. His eyes would go dark, an expression crossing his face, something dangerous and ferocious, like a beast being caged and controlled just under the surface.

And now, thanks to the calendar, he’d seen it twice more, but in a sexual sense, and he craved more. The collar had definitely brought it out, the loss of control Cas no doubt had experienced during that session waking his inner, feral side. And then again yesterday, when Dean had put on that negligée and pranced around for Cas. Cas had put the restraints on himself then, which had been a beauty to observe, but hardly as effective as a collar or handcuffs. 

A thrill had gone through Dean when he’d seen the handcuffs and he’d been quick to arrange them as he wanted to. Cas had seemed amused at first, probably encouraged by Dean’s eagerness, but as soon as they were on the bed, naked, and Cas realized what Dean was doing, his tone changed.

Voice becoming gruffer, eyes darker, his body seeming to expand as if it was containing a being so much bigger than a mere human, as if something otherworldly was fighting for control just under the surface of Dean’s normally so gentle husband. 

Dean bit his lip against a moan, determined not to show how much he was getting off on this. Cas’ presence behind him felt like a looming beast, just like it had felt when he’d pulled Cas along with that leash. His dick was hard and hot, head smeared with precome, but largely ignored as he slowly opened his hole for Cas’ cock. 

Cas meanwhile was sitting with his back against the headboard, arms above his head, and looking dangerous as he stared with laser focus on Dean’s body. His breathing was ragged, cock hard and standing straight up, looking inviting as all hell.

“Just a little more,” Dean said, breathless, in answer to Cas’ demand.

“No, you’re stretched enough.”

Dean grinned to himself, taking care to scissor his fingers when he pulled out, showing off to his husband. “But you’re so big.”

He was playing it up a little, just like he’d done yesterday, but he couldn’t resist, not when he heard Cas grunt wordlessly and pull on the handcuffs. Fuck yeah, Cas really wanted to be inside him, possibly he was even yearning to touch Dean in any way he could. Dean knew that Cas would never hurt him, would stretch Dean more if he thought it would be needed, but he was definitely getting impatient now. 

“Dean,” Cas growled, tone warning and low. 

Dean moaned, nearly breaking his own resolve. Fuck, Cas really did things to him. Dean was craving contact as much as Cas was and he wanted to be held and spoiled but damnit, he was curious about Cas’ dark side too! 

To compensate, he moved a little closer, hooking his legs under Cas’, getting in position for a reverse cowgirl but instead of sitting back like Cas no doubt wanted him to, perhaps even expected, he leaned forward on his chest.

“Dean, I swear—” he cut himself off with a groan when Dean added a third finger, fucking himself.

“Do you like to watch me, Cas?” Dean asked, going for as innocent a tone as he could muster. 

“You know I do. You’re so beautiful.” Cas moved his hips, humping air.

It was a nice thing to say, something Dean usually got off on, the praise making his arousal sing, but it wasn’t what he wanted to hear. He wanted Cas to be demanding and growly. 

“Is that all?” he moaned, fucking back against his hand. His dick was close enough to the bed that he bumped it against the sheets and it made pleasure spark behind his closed eyelids. 

“All?” Cas snapped and fuck yeah, there was that tone. “I could write how I feel about you for eons and it wouldn’t be enough.”

Cold shivers went down Dean’s spine, his desire for his husband making his skin catch on fire. “Cas…”

The handcuffs clinked. “Now get over here,” fuck Cas’ voice was strained with barely contained desire. “Sit on my cock.”

Dean wanted to be a little shit a bit longer, wanted to see what else he could get away with, but fuck it, he really wanted Cas’ cock inside him too. He couldn’t resist being a little brat, though, and as he shuffled back, getting in position, he threw Cas a cheeky grin.

“So greedy.”

Cas nudged his cock up, bumping it against Dean’s ass cheek, and Dean had to take him in hand to steady him. Fuck he was hot to the touch.

“Because you’re mine.”

Owning, claiming, possessive. Even in handcuffs and at Dean’s mercy, Cas knew what he wanted and knew Dean would give it to him, that was for fucking sure. Not that Dean was complaining, this was exactly what he’d been after. 

“What happened to the prisoner being there to satisfy the princess’ needs?”

As soon as he was seated, Cas bucked hard, making Dean lose balance and tip back against Cas’ chest. 

“I know exactly what my princess needs,” Cas growled in Dean’s ear, legs bending to give him leverage to thrust even in their cramped position. “Don’t play me for a fool.”

Dean shuddered and started stroking his dick, one hand down on the bed so that he could give himself at least a little leverage to push into Cas’ thrusts. Fuck yeah, this was the side of Cas Dean wanted to see. The demanding, domineering one. More than a Daddy, more than a dom, Cas was Dean’s beast now, taking pleasure in Dean’s body. 

“Fuck yeah,” he panted, words clipped. “Take me.”

It was similar, he thought, to how Cas wanted to be used for Dean’s pleasure, and yet not wholly. In Cas’ case, from what Dean had gauged, it was about being at service, being pleasing to his partner. For Dean, it was about Cas throwing caution to the wind and using him as his playtoy. 

And fuck did he ever. His cock was thick and throbbing, stretching Dean’s hole just the right side of painful, making him see stars as it dragged and pressed against his prostate. His hand was flying over his dick, tears of pleasure forming in the corners of his eyes, and he was so close to coming already. Not surprising, as this whole kink calendar adventure seemed to have made him more hyped up than usual, and considering that he’d taken much longer to prep himself than usual.

But still, he kind of wanted to be caught in this moment a little longer, enjoying Cas’ ferocious side too much to let go just yet.

He turned his head, using his other hand to turn Cas’ too so that they could kiss. Cas surged in for the contact, greedily licking Dean’s mouth open and Dean moaned into it, tongue battling more with Cas’ than normal, getting a kick out of Cas growling him into submission. 

His pleasure crested and he felt himself clench around Cas’ cock just as his orgasm popped out of him like a balloon exploding. He came hard and without coordination, getting sticky jizz over both his and Cas’ legs, not to mention the bed, and yet he couldn’t stop stroking his dick, kissing Cas deeply throughout. 

The handcuffs clinked again, Cas pulling on them, seemingly overcome with his need to hold Dean through his orgasm, and Dean pulled out of the kiss, smiling at his husband. He was so fucking handsome it was unfair, hair wild and eyes wilder, dark with lust and dangerous as they swept over Dean’s body, tongue poking out to lick over his kiss-swollen lips.

“Come in me,” Dean rasped, clean hand cupping Cas’ cheek, getting his attention back. 

“Dean…” Cas’ cock expanded, throbbed. 

“Fill me, my beast.”

Cas’ eyes widened, surprise shining out of them, possibly because Dean had addressed his inner beast, or because he realized Dean enjoyed this side of him, and then he bucked up so hard Dean would have fallen off if Cas hadn’t also curled in on himself, effectively trapping Dean. His legs spasmed and he groaned, his cock pumping Dean full of his hot come.

He chanted a litany of Dean’s name under his breath, eyes closed, and Dean hummed, so fucking pleased, hugging Cas as best he could in their position. The handcuffs had definitely been a success, he thought with satisfaction as Cas drooped, strength going out of him. 

Chapter Text

There were six balls in black silicone, attached to one another by a string in the same color that ended in a loop. The balls gradually grew in size, starting small and with the last one being the biggest, just about the size of a golf ball, all of them completely smooth, a little give to them, even.

“So, um,” Dean was looking at them with big eyes. “D’you wanna… on you…?”

“Get on the bed.”

Dean let out a delighted little laugh and bounded over to the bed, his clothes flying as he undressed hastily. Castiel did his best to remain calm, knowing Dean liked him like that, even though recent events and discussions have let Castiel understand that Dean also enjoys him when he loses his cool and ruts into Dean like an animal.

That wasn’t for today, though. Today he needed to treat the toy with respect and in doing so he was more than sure he would enjoy himself watching Dean squirm. Dean loved getting stuffed, after all, as the whole thing with the butt plug had showed, even though Castiel assumed using anal beads would be a wholly different experience, and Castiel loved pleasing Dean.

He rummaged around in the bedside table’s drawer, tossing the beads to the bed for now and unbuttoning his shirt one-handed. Their tube of lube was definitely running out, but he thought it would be enough for now. Deep inside, stuffed to the back, was the warming lube and he considered it with a smirk on his lips but of course chose the regular one, knowing Dean wouldn’t appreciate the warming lube. In fact, they should throw it out, an accident could happen.

Dean was naked by the time Castiel turned back to the bed and it made Castiel smile.

“Love how eager you are.”

Dean snorted and pointed to Castiel’s crotch. “As if I’m the only one.”

It was true, Castiel’s cock was already rising, and he didn’t even feel ashamed about that. Just winked, making Dean laugh, and shucked off the last of his clothes, leaving them by the side of the bed as he climbed on it, lube in hand.

“Get on all fours, we’ll start like that.”

Dean hummed and rolled to his stomach, getting his knees under himself and presenting his ass beautifully. Castiel crawled closer, caressing Dean’s butt for a moment, marveling at the sheer sexiness of his husband. He’d put the beads between their legs and was warming the lube in his other hand, just a little.

Dean’s head was hanging, and it got apparent that he wasn’t looking at his own dick when he spoke up.

“They’re a little big.” He swallowed. “At least the last two.”

“You think?” Castiel asked casually and pressed out a dollop of lube on his fingers. “I don’t think they’re bigger than the plug?”

“Maybe not,” Dean mumbled and then sighed, canting his hips back when Castiel put his slick fingers to his perineum.

“You don’t have to take them all,” Castiel murmured, bending a little over Dean to brush his lips against his husband’s back as he started fingering his hole. “We’ll only do as much as you’re comfortable with.”

Dean moaned a little under his breath. “I know.”

Castiel took a moment to smear lube around Dean’s hole before he entered him with one finger. He didn’t want to stretch him too much, wanting Dean to truly feel the tug of the beads, but of course he did it a little, as conscious of Dean’s comfort as always.

“I’ll start small,” he said when he was satisfied with Dean’s relaxed state, an unnecessary thing to say since the smallest bead was the one on the end, but Castiel felt the reassurance was something Dean might need.

Instead of just plunging it right inside, he rubbed the bead slowly against Dean’s perineum, watching Dean’s hole twitch. His cock was fully hard now, a small feat when he was touching Dean like this, but he ignored it in favor of concentrating on his husband. Dean was also hard, his balls pulled tight already, and his dick hanging abandoned between his legs. Castiel licked his lips but decided to forego touching Dean for now, focusing on the beads until as many of them as Dean could take were inside.

Dean moaned when the first bead popped in, his hole clenching down on the string. Castiel breathed out harshly, his cock throbbing. How many times had he watched himself breaching Dean’s hole? Countless by now, and yet it wasn’t the same as this. The angle, to start with, was different, his face closer, and there was just something about the knowledge that Dean had one bead inside him but that it didn’t outwardly show that enticed him.

“I think,” he said, pulling slightly on the string, just enough so that the bead barely popped out, stretching Dean’s rim. “That I might enjoy this as much as you do.”

“I sure as fuck hope so,” Dean huffed, his voice trembling with arousal.

Castiel chuckled and let go of the string, letting Dean’s body claim the bead again. “No I mean, more than I thought I would, or perhaps I should say—” he pressed the second bead against Dean’s rim “—for a different reason than I thought.”

Push, push, rub, and God, Dean looked amazing accepting what Castiel fed him.

“I don’t get it,” Dean moaned.

Castiel pressed in the next bead as well, not giving his husband too much time to adjust. It made him whimper and push back against Castiel’s hand and a shudder of desire went through Castiel, his cock aching by now.

He put a hand on himself, stroking slowly, relieving some pressure, as he used his thumb to rub Dean’s puffy rim.

“You look absolutely ravishing taking the beads,” he rumbled, voice rough with arousal.

“Is this gonna bring out your beast?”

Dean was way too calm, amused even, when he should be writhing, whimpering, crying tears of pleasure, he should—

Castiel closed his eyes and breathed in deeply.

“No.”

“That’s a shame.” Dean was grinning at him over his shoulder.

Castiel smiled and pulled on the string, making Dean’s hole bulge out. “I don’t want to hurt you.”

That made a shiver go through Dean and he turned back, bucking his hips back a little. “I never knew protectiveness could be a kink before I met you.”

That made Castiel’s heart thump harder, and he bent down to kiss Dean’s back, pushing the bead back in again. He followed with his finger, unable to stay out of Dean in that moment, and the way the beads pushed on Dean’s inner walls made him jump and clench down on Castiel’s finger.

He stayed inside for a moment, stroking his cock, and then pulled out, making sure the beads were kept inside.

“I’m so hard for you,” he murmured, making Dean keen lowly. “Can you take more, darling?”

“I want it.”

Castiel groaned under his breath, adding more lube before pressing the next bead to Dean’s hole. They were getting big now, stretching Dean’s rim so much that Castiel felt himself panting, his breath robbed as he watched it pop inside. He groaned, squeezing the base of his cock, pinching off some of his arousal, trying to get his control back before adding the second to last bead.

He fucked Dean for a moment on that one bead, Dean’s whole body jerking and rocking into the shallow thrusts, his moans changing pitch every time a bead inside him pressed particularly well against his prostate. And then Dean moaned “more”, and completely blew Castiel’s mind.

“On your back,” he murmured as gently as he could, voice gravelly.

Dean made a hiccupping little sound and rolled when Castiel pulled on him, ending up with his legs on Castiel’s thighs, spread and open. His dick was rock hard and leaking, resting against Dean’s hip now but Castiel had no doubt it had created a wet spot on the bed that he’d just forced Dean to lie on. He’d fret about that later, for now he was too focused on giving his husband more pleasure.

Pressing the last bead against Dean’s hole, he rubbed it there, watching with hooded eyes as Dean panted, back arched, body greedy for more, for the teasing to stop and for his pleasure to reach its culmination.

As soon as Castiel took Dean’s dick in his hand, Dean thrusted up, fucking into the strokes while moaning deeply, teeth gritted. Castiel’s breathing was ragged, and he once again disregarded his own cock to focus on Dean’s body. One hand occupied with pleasuring Dean’s dick, Castiel used his other hand to pull on the loop, making the last bead pop out in time with a squeeze to Dean’s dickhead. And then in again it went, the stroking resuming.

Dean’s ass was clenching down on the beads, his hips working to rock him between Castiel’s hands, and he was pinching his own nipples, eyes closed, and mouth open on a continuous moan. Castiel repeated the process, using the last bead to really let Dean feel the stretch, and he could feel Dean’s dick expanding even before Dean whined, high-pitched.

“I’m—Cas!”

Castiel held his breath, unaware of it, and pulled on the loop just as Dean bucked up into his hand. The beads popped out one after another, the movement firm but not too quick, not quick enough that Dean couldn’t feel each bead press out of him just as his orgasm washed through him. He cried out, toes curling and body jerking, dick pumping spurt after spurt of come while his ass worked the beads.

He breathed out harshly, staring down at Dean’s trembling body, mind blanking out, his arousal surging through him, and he took his cock in hand, stroking it quickly, coating it with Dean’s come.

“Are you gonna come on me?” Dean slurred, smiling lazily up at Castiel.

“Yes,” Castiel grunted, feeling the build, the coil in his lower abdomen ready to spring free.

“Do it, I want it,” Dean fondled his softening dick, going lower to press against his gaping hole. “I had all of them inside?”

God, Castiel was so close to coming. “Yes.”

“Fuck yeah,” Dean arched his back a little, enticing. “That was so fucking hot.”

Castiel closed his eyes as he came, not willingly, but because he couldn’t not, his orgasm taking every ounce of strength and sanity with it as he spilled hotly over his husband, making him moan beautifully.

Chapter Text

“What the?” Cas mumbled, immediately picking up his booklet but Dean didn’t focus on him, instead staring right at the little package in his hand, grinning.

He knew it as soon as he saw it, recognizing it from his younger years and the forage into hentai anime. The toy itself was shaped somewhat like an upside-down uppercase T, one part purple and the perpendicular part a bright green. On one end of the green part was a loop and Dean was already familiar with its use.

The little package was black and covered in Japanese characters, with the two words “Ene Evolution” spread across. Fuck yes. 

“It’s a prostate massager?” Cas asked more than stated, and pulled Dean’s mind out of the gutter.

“Forget that,” he said, pulling the booklet from Cas’ hands and tossing it aside. “I know exactly how this works.”

“Oh?”

Dean couldn’t stop grinning and he practically ripped the package open, arousal already making his body tingle. 

“So, you’re right and it’s for your prostate,” he said, holding up the Ene, putting his finger in the loop and holding it upright. “The thick part goes in your butt and then this end,” Dean pointed to the one not with the loop. “Presses against your perineum at the same time.”

Cas made a contemplating sound. “And the more you move…”

Dean nodded, pleased. “The better it presses.”

“Okay,” Cas nodded too, smiling. “I see how that can be nice. Do you want to lie on your stomach? I guess it’ll be easier to insert it that way.”

Dean felt positively devilish. “Actually,” he turned to Cas, kissing him. “I’m thinking I’ll use this on you.”

“Me?” Cas asked, amused.

Cas wasn’t typically much for ass play, not that he was an anal virgin, he’d bottomed a few times in college before he figured out that he didn’t get as much out of it as he did from being the one who penetrated. He’d never bottomed for Dean, but that wasn’t because he was against it, he’d told Dean that he’d be more than willing to switch for Dean if he felt like it, but so far the need hadn’t arisen in Dean and Cas was clearly more than satisfied being the one to spoil Dean in bed. 

And with that in mind…

Dean put his arms around Cas’ neck, speaking sweetly against his lips. “Yes, in you, while you fuck me hard.”

And so that was how they ended up in bed, Dean on his back and Cas on his knees between Dean’s legs. Inserting the Ene had been a simple process of lubing it up and stretching Cas’ hole with one finger, the Ene barely thicker than Dean’s fingers. Cas had winced some, but that had been more because of the unfamiliar, forgotten feeling of being penetrated than because he was really uncomfortable. 

And that had been that, Dean had fitted it snugly against Cas’ perineum, pressing and making Cas jump, skin breaking out in goosebumps, and then he’d gone to lie in front of his husband, enjoying the view as he stretched his own hole in preparation for Cas’ rising cock.

Dean was up to three fingers now, his dick hard enough to hammer nails but not so much because he enjoyed the prep as the sight of Cas. He was clearly still trying to figure out the Ene, hands on his knees, he was clenching and relaxing his butthole, a mask of concentration on his handsome face. 

“You look so fucking hot,” Dean mumbled, scissoring his fingers, testing the give. 

He was still a little sore from the beads and Cas had insisted on using hemorrhoid cream yesterday even though Dean was fine, more as a preventive method, and even though that was unsexy as hell, Dean had still felt his chest warm up at the way Cas took care of him. 

But sore or not, he felt good as fuck, and with Cas looking like he was getting desperate already Dean was so fucking eager he could feel his skin crawl. Yeah, putting the Ene in Cas was definitely the best choice for today. 

“It’s been…” Cas groaned and lolled his head back, eyes closed. “It’s been a while since I sti-stimulated my prostate.”

Dean felt a little bad about that. Just because Cas preferred topping didn’t mean he couldn’t enjoy some prostate massages after all, the two weren’t mutually exclusive.

“D’you like it?” he murmured, pulling out his fingers. Enough goddamn prep. Dean’s dick was hard and resting against his hip, throbbing. “We should do it more often.”

Cas only groaned, fingers curling into fists as he hips undulated in little figure eights. The thought that he could very well come like this struck Dean like a brick wall and he had to fucking stroke his dick for a moment, overwhelmed. 

Cas’ hand trembled when he reached for his cock, but he only squeezed it a little, blue eyes shining with desire when he turned them on Dean.

“We have to hurry up.”

Fuck yeah, Cas was losing his cool and Dean was so fucking down with that. He gave a jerky nod and slid down the bed a little, grabbing a pillow and shoving it under his ass, getting himself up on display for his husband. 

Cas’ breathing hiccupped and the hair at the nape of Dean’s neck stood on end. And then Cas was breaching him, cock hard enough that he didn’t need guidance, hands on Dean’s hips pulling him into the thrust that buried Cas up to the hilt. 

Dean moaned, arching his back, and in the next moment Cas had leaned over him, hot and hard, sweaty and panting as he fucked into Dean’s tight hole with abandon. Fucking hell, Dean had never seen Cas lose his composure like this. 

He was moaning and keening, driving his hips against Dean with seldom seen desperation. Not a top, or a dom, and not even the beast Dean was intrigued by, the Cas above him now was vulnerable and shaking, cock so hard it had to hurt, eyes wild. And Dean didn’t know what to do with himself.

He wanted to stay calm for Cas, to be the anchor he obviously needed right now, like Cas usually was for Dean when he went deep into his pleasure like Cas was now, but he was also so fucking aroused his vision was blackening out.

“It feels so good, Dean,” Cas moaned, words clipped. “I-I don’t know what I’m—”

“Yeah,” Dean panted when Cas could only moan. “Yeah, c’mon.”

Legs bent at the knee, he was framing Cas’ narrow hips, the pillow beneath him elevating him to the perfect angle for his own prostate to be nailed consistently. Pleasure was soaring through him, making his skin flushed and prickly and he thought, shakily, that this was why he wasn’t the top in their relationship because fuck if he could concentrate when he was assaulted by pleasure like this. 

Suddenly Cas’ movements got uncoordinated and jerky, and he looked down at Dean with pleading eyes, like none Dean had ever seen before. Fuck, it nearly pushed him over the edge but he clamped down on his orgasm just a little bit longer to be what Cas needed him to be right now. 

He grabbed Cas’ face softly, pulling him down. “Come if you need to,” he rasped and swallowed Cas’ needy whine with a deep kiss. 

Cas’ body convulsed, hips driving hard against Dean as he emptied inside Dean’s greedy body. He could feel Cas’ cock pumping and jerking, a wave of pleasure washing over him, and he licked deeper into Cas’ mouth, dominating the kiss for perhaps the first time ever.

Cas’ whole body was shaking in the wake of his orgasm and Dean was so fucking there, so unable to even try to put up a dominant front now. 

“Touch me,” he mewled, a shiver going through him when Cas grunted and slouched to the side so that he could get a hand between them to stroke Dean’s dick. 

It didn’t take much, barely a minute of stroking, Dean’s hole clenching around Cas’ softening cock, and Cas kissing Dean like he fucking meant business, and then Dean was spilling as well, coating them both as he arched his back, moaning, dick pulsating.

Completely drained, Dean made short work of removing the pillow and then relaxed on the bed, grinning. His attention was drawn when Cas made a soft sound and he felt marginally bad about not helping his husband remove the Ene, but Cas was grinning too, so Dean thought it was fine.

“So, what’s the verdict?”

Cas chuckled and snuggled up to Dean, looking at the weird-looking toy. “It was very intense, and highly pleasurable.” 

“Another yes then?” Dean asked, bending his neck so he could kiss Cas on the shoulder, feeling great about how many of the toys and accessories they’d liked so far. 

“Definitely.”

Dean couldn’t wait for the next day and what new treat would be waiting for them.

Chapter Text

“A cockcage?” Dean all but squeaked.

Castiel looked at the toy, feeling his whole being soar with excitement. This calendar was truly delivering.

“Take off your pants, you’re getting in this.”

“Me?” Dean took one look at Castiel’s face and then averted his eyes, his cheeks flushing prettily. “S-sure.”

Castiel went through an inner debate whether he wanted Dean to call him Daddy today but ultimately decided that that would reveal itself throughout. To be perfectly honest he wouldn’t be above admitting that he would find it extremely hot, and also that he might enjoy hearing Dean call him Sir in the heat of the moment.

But for now, he knelt in front of his husband and fitted the cockcage snugly around Dean’s still soft dick. It was tight, and Dean whined a little, but after a quick consultation to the booklet, Castiel found the fit satisfactory.

“It says here that it’s a standard size.”

“Are you saying I’m average?”

Castiel looked up at Dean’s indignant tone. Getting up, he bent in and brushed his lips against Dean’s, smiling at his husband’s pout.

“I think everything about you is perfect.”

“Shut up.”

Castiel chuckled and kissed Dean once before stepping away. “Now, get dressed again, we’re watching TV.”

Dean huffed and puffed but got his sweatpants back on, following when Castiel led the way down to the living room.

“Just watching TV while in a cockcage doesn’t seem like such a fun idea, though,” Dean groused. Castiel just smiled to himself, using Chromecast to connect his phone to the TV. “And what if I have to pee?”

“There’s a slot on the cage.”

Dean balked, and visibly so. “That’s disgusting. Hey,” he was squinting when Castiel turned to look at him. “You’re gonna make me pee myself again, aren’t you?”

That made Castiel pause before he started the video he had loaded on his phone. He hadn’t planned to go there tonight, but it was an intriguing idea. He regarded Dean for long enough that Dean blushed furiously and crossed his arms across his chest, hiding. 

“You bring it up so much I’m starting to think you want me to,” he said after a while, smiling inwardly at Dean’s fidgeting.

“You were the one who came from it,” Dean eventually said, which only made Castiel certain that not revealing his plans for today, which in light of this conversation seemed tame, would be the best course for now.

“To start with, let’s just watch something together.”

Dean made a questioning face that immediately morphed into realization when one of their favorite amateur pornos started playing on the big screen TV.

“You fucker…” he breathed, eyes wide as he greedily watched the two men in the video making out.

Castiel grinned and put his phone on the couch’s armrest, placing a hand almost innocently on Dean’s thigh. Innocent enough in another setting, not so much now, of course, and they both knew that.

It didn’t take long before Dean started squirming. This video never failed to arouse either of them but today, Castiel was taking much more interest in his husband. Dean was having trouble sitting still, huffing and changing positions.

“How are you doing?” he asked casually when Dean grunted at one of his favorite parts of the video.

“It’s fucking annoying,” Dean snapped. “I wanna get hard.”

A thrill went through Castiel. He lifted his hand from Dean’s thigh, grabbing his chin in a firm grip and turning him to face Castiel.

“What was that?

Dean gulped, a shudder going through him. “‘M sorry.”

Castiel smiled kindly and released Dean’s chin, swiping his thumb over Dean’s lips. “That’s better. Now, tell me again.”

Dean arched his back slightly. “I feel so hot,” he said, pawing his own chest. “Can I take it off?”

Castiel felt a perverted amount of arousal at seeing his husband like this. “Your shirt? Sure.”

Dean groaned and flopped back against the couch. They watched the video until the end in silence, save some low sounds from Dean, and then Castiel let the next suggested video play.

“How many?” Dean asked lowly.

Castiel put a hand on his cock, massaging his erection for a moment. “Enough to get you absolutely delirious with desperation.”

Dean moaned at Castiel’s straightforward answer, curling against Castiel’s side. “Can you touch me, please?”

There was no denying it, Dean being his usual bold self was always arousing to Castiel but this meeker side to his husband was also a special kind of treat and one that Castiel readily indulged in.

“Watch this next one first,” he said, making a conscious effort not to look at Dean. “But you may get undressed if you want to.”

Dean huffed again, whined and squirmed, vying for Castiel’s attention, but halfway through the video he gave up, though he did remove his shirt. At the start of the fourth video, Dean was completely naked and sweating, humping air and gritting his teeth, whimpering and rubbing his nipples as if he hoped he could come like that.

Castiel, meanwhile, was hard as a rock from Dean’s erotic display, and quite sweaty himself. Dean was clearly nearing his breaking point, but truth be told, so was Castiel. Reevaluating his plans a little, Castiel turned to Dean, beckoning him to come close enough to kiss. Dean surged for the touch, moaning, tongue tangling desperately with Castiel’s.

“Get on the floor, darling,” Castiel murmured, breaking the kiss and making Dean stifle a sob before he slid gracelessly to the floor between Castiel’s feet. “Good,” he stroked Dean’s hair and Dean leaned into the touch. Down between Dean’s legs, Castiel could see him clutching the cockcage. “Suck me off and I’ll reward you.”

Dean moaned high-pitched and immediately started opening Castiel’s jeans, no doubt eager to get to the part where he was let out of the cage. Castiel smirked to himself and picked up his phone, making a quick search for videos with men in cockcages getting fucked. He fumbled and accidentally muted the video he found when Dean sucked down his cock, but he decided to leave it like that for now, enjoying Dean’s sounds far more than those of the video anyway.

He put a hand on the back of Dean’s neck, letting him feel the weight of it as he bobbed his head on Castiel’s cock. He took him deep and Castiel groaned in appreciation, slowly rolling his hips into Dean’s movements. It didn’t take long before he felt that familiar pull at the base of his spine, the way Dean was using his tongue, the way he swallowed around the swollen cockhead, all served to push Castiel toward the edge.

He breathed hard, cursing himself for getting this overwhelmed when it was Dean he wanted to please, but there was no helping it now. He supposed, in a way, that yesterday’s escapades left him feeling a bit more sensitive than usual and frankly he was all for it. On the TV, the bottom came even though his soft dick was trapped in the cockcage and that was all Castiel needed.

“Dean,” he rumbled, squeezing Dean’s neck a little. God, he looked beautiful right now, eyes teary and mouth stuffed full of Castiel’s cock. “I’m coming,” he felt it gather, felt his cock throb. “You will swallow.”

Dean’s eyes widened and Castiel saw him wriggling his butt. Maybe he’d thought Castiel would fuck him, but Castiel actually had a better idea in mind, one that would be easier on Dean’s hole and that would work well with the cockcage, he thought.

It took Castiel a few seconds longer before the coil in his lower abdomen sprang free and he enjoyed that breathtaking moment when he was caught at the edge, watching his beautiful husband work him for all he was worth. It felt like the orgasm was punched out of him and he grunted as he came hard. Hard enough for Dean to choke a little and Castiel held him still for a heartbeat, enjoying Dean’s throat working to swallow around him, before he let him back off to breathe.

“Cas,” Dean whined as soon as he was able. “Take it off.”

Castiel had to take a moment to catch his breath, watching with hooded eyes as Dean clawed at his dick through the bars in the cockcage.

“Not yet,” he mumbled, feeling a thrill go through him at Dean’s pleading eyes.

“Please,” he nuzzled in close, nose against Castiel’s softening cock, rubbing his cheek against Castiel’s thigh.

Castiel carded a hand through Dean’s hair. “Color, darling.”

Dean took a moment to answer, pressing his legs together and whining while he butted his nose against Castiel’s cock.

“Green.”

“Good boy.” Castiel stood, taking Dean’s hand in his. “Up you go.”

Confused, Dean followed when Castiel pushed him to kneel on the couch and then he made a most delightful sound when Castiel went behind him, kneeling so that he could kiss Dean’s ass cheek.

“Cas?”

“Hush now, sweetie.”

He started with licking and kissing close but not against Dean’s hole, just fingering it lightly with a spit-slick finger, softening the muscle. Dean was moaning and clutching the couch, balls drawn tight, and dick still trapped by the cage. It was big enough that his dick was allowed some wriggle room but nowhere near enough for him to even get a semi and Dean was clearly getting very frustrated about that, no doubt aroused enough to have been sporting a spectacular erection by now.

Castiel grinned against Dean’s skin, gently pushing in a finger and licking the rim at the same time. It was tight, too tight, no matter how much Dean was pushing back, greedy for more, and Castiel pulled out to let his tongue do some of the work. He lapped and sucked, spearing his tongue to poke it barely past the rim, and he was immensely glad now that he’d already orgasmed because Dean was making sounds that no doubt would have made Castiel desperate enough to come all over the couch.

Panting and keening, Dean had sunken low on the couch and was grinding back against Castiel’s face while fruitlessly rutting his dick against the couch’s pillows. He made a choked off sound, something between a grunt and a gasp, when Castiel pressed a finger inside again, the glide somewhat smoother now.

“Cas!” his hole clamped down on Castiel’s finger the second he found his prostate. “Fuckin—Cas!”

“Let it come, darling,” Castiel murmured, feeling his own arousal surge through him even though he’d just come.

“Cas, it’s—ah—fuck, I c-can’t—I’m—!”

His whole body was shaking, movements erratic, and Castiel pressed another finger inside, massaging Dean’s prostate and kissing the swell of his ass.

“You sound so good,” he growled.

Dean was sobbing by now. “I need t-to come.”

“Please,” Castiel said, getting up and draping himself over Dean’s back, fingers still working his prostate. “Show me.”

“No but I—fuck!”

“Yes,” Castiel hissed when Dean’s body locked up. He nipped Dean’s neck, fucking him on his fingers.

And then Dean was coming, and it was magnificent. He was writhing and moaning, face tear-stained, drooling on the couch, and his dick pulsing out spurts of come without ever getting hard. Castiel breathed out harshly against Dean’s neck, feeling aroused beyond belief.

Dean’s orgasm ended with a somewhat painful sounding groan, and Castiel was quick to turn his husband over, cradling him, kissing him lovingly. They would have to remove the cushion cover and clean it, and Dean’s groin and thighs were completely smeared, but Castiel had never thought he looked more beautiful. Gasping for air, wet in the face, a flush covering him from the head down to his erect nipples, Dean looked like the picture of debauchery.

“Thank you,” Castiel murmured sweetly, kissing Dean’s sweaty forehead. “Thank you for giving me all of you.”

Dean put his hand on Castiel’s arm, the grip surprisingly strong, some fire returning to his eyes now that his orgasm was abating.

“Take it off.”

Castiel huffed out a grin and got off the couch with minimal regret. Yes, he wanted to tend to Dean because aftercare was important and because Castiel liked it, but for now he thought it would be best to do what Dean wanted.

Humming to himself, he dug out the key to the cockcage from inside his jeans pocket, ignoring Dean’s glare. This was yet another toy, in his opinion, that deserved a resounding yes on their checklist.

Chapter Text

“Leather?” Cas asked, touching the strap Dean had removed from the nineteenth box. “For spanking?”

A thrill went through Dean. He supposed no true kink calendar would be complete without some spanking, but this wasn’t it.

“No,” he held up the strap, pulling it taut with a snap. “It’s for gagging.” A plan was already forming in his mind, and he slapped the booklet out of Cas’ hands. “Put that away, I’m deciding what we do today.”

Cas smiled sweetly. “Yes, dear.”

Okay, so maybe Dean was still a little miffed about yesterday. Not that it hadn’t been good, the way Cas had taken control, the way he’d milked Dean’s orgasm out of him, and the way he’d fussed after. Dean hadn’t been half as irritated as he’d pretended to be, and Cas probably knew that too, but he’d gone and gotten Dean’s favorite pizza anyway.

That being said, he hadn’t enjoyed the feeling of entrapment, the claustrophobic feeling of being that aroused but not being able to get hard, not because of a physical or mental ailment but because there was something in the fucking way. And Cas, the fucker, had very much liked to watch Dean squirm, which, to be fair, was something Dean already knew Cas liked.

Actually, the more Dean thought about it, the more irrational his feelings seemed but he didn’t care about that. The point was that it was Dean’s turn to be in charge and this gag presented a great opportunity.

“So here’s the thing,” Dean said when they were in their bedroom, naked and on the bed, Cas sitting against the headboard and Dean straddling him. “Even when I try to take control in bed, you say something that turns me to fucking pudding in your hands.”

Cas smirked and fuck Dean’s dick for totally twitching. “Should I say I’m sorry?”

Dean squinted at his husband. “I usually like that, but there are times—”

“Like with the handcuffs?”

Dean gritted his teeth for a moment, reliving that failure. Sure, it had ended spectacularly, but that wasn’t the point.

“Yes,” he hissed. “I was supposed to be the one to make you melt.”

“You know it’s not a contest, right?”

Dean grumbled to himself, eyeing Cas’ grin. “I know,” he eventually settled on. “And like I said, usually I want it like… I dunno, I want you to dom, to top, but there’s been a lot lately…”

Cas nodded. “We’re learning a lot about ourselves and each other.”

“Yeah,” Dean swallowed and looked down at the leather strap. “I’ve enjoyed everything but I’m not sure if I’m… allowed? To like it?”

Cas made a soft sound and Dean cringed inwardly at his own words. How fucking lame. Way to ruin the mood…

“Dean,” Cas said, reaching up to brush his fingers down Dean’s cheek. “You’re allowed anything you want, I won’t judge you, and no one else will know unless you want them to.”

“The cockcage,” Dean snapped, feeling desperate to get away from the deluge of emotions that were assaulting him. “It should’ve felt emasculating, that’s part of the kink.” Cas blinked, clearly confused. Dean blushed crimson, averting his eyes. “But it didn’t.”

“It didn’t feel emasculating?”

Dean shook his head. “I don’t know what it felt like. I felt trapped and that was a little scary, a little uncomfortable. But also…” okay, time to fess up. “I liked when you controlled my arousal.”

He sat with his eyes closed for a moment, scared to look at Cas, but they flew open when he felt Cas’ cock jerk against his ass. Cas was grinning, or trying not to grin but failing, when Dean opened his eyes.

“I liked that too,” Cas murmured when he saw Dean looking at him. “And there’s nothing wrong with it. I suspected you enjoyed it, considering how you reacted to the orgasm delay with the cockring.”

Yeah, Dean was back to fucking blushing. “Th-that…”

Cas put his hands on Dean’s ass, brushing them up his back. “You look so beautiful when you beg, Dean.”

“Stop it,” Dean mumbled. “This is what I’m talking about, you make me so…”

“So, what?” Cas asked, hands warm on Dean’s already heated body.

“You know what,” Dean muttered. “I wanna make you feel like that too, but I can’t when you always know exactly what to say.”

“But you d—”

“That’s why,” Dean interrupted loudly, holding up the gag. “I’m gagging you, and then I’m gonna ride you.”

Cas looked at the leather strap and then back up to Dean, face trusting and calm. “Sure. Want me to prep you?”

Dean thought about it while fixing the gag in place. On the one hand he liked to rile Cas up like he’d done with the handcuffs, staying just out of reach, but on the other hand he liked it better himself when Cas did it and he knew Cas enjoyed that too.

He bent to the side, getting the new tube of lube. “You do it.”

Cas hummed, making Dean grin. Hell yeah, like this he was reduced to making sounds only, a slave to Dean’s commands. Yes, this was what he’d wanted, despite that tangent about emasculation or whatever. Where the fuck had that even come from? From Cas and his stupid encouragement making Dean feel safe to speak his mind, of course. Which, yes yes, was great. Super great that Dean felt comfortable enough with his husband to reveal his inner secrets and self-revelations. But also—

Dean lost his train of thought when Cas pushed in one lubed up finger, immediately finding his sensitive prostate and rubbing that. He gasped and fell forward against Cas’ chest. Burying his face against Cas’ neck and grinding his hardening dick against Cas’ stomach.

Look, Dean just wanted to be the cool one too sometimes, and he couldn’t when Cas always said the right thing, so putting a gag on him was a smart move, right? Then Dean could be the one who said stuff that made Cas all loose and gooey. Perfect plan.

Didn’t explain why Dean soon was reduced to a panting mess in Cas’ lap, hole clenching around three of Cas’ fingers while he fucked Dean slowly on them, his thick and throbbing cock pressed up against Dean’s balls and perineum.

“Cas, it feels so good,” he more or less slurred, not the suave word smith he’d intended to be at this moment. “Cas.”

Cas only grunted, breathing hard through his nose, breaths tumbling down Dean’s neck, creating goosebumps in their wake. Dean’s stomach squirmed and he rutted against Cas, the air between them stifling and saturated with their scents.

“Cas, I want you inside me.”

Again, Cas only made a slight sound, but he did pull out to start aligning them. Dean shuddered, eyes closed, a wave of coldness washing over him. He shook it off because he was feeling really good now and that coldness was just weird. Everything felt awesome, Cas’ hands as skillful as ever, and when he breached Dean’s hole, the familiar feeling of being stuffed with Cas’ cock made Dean’s groin melt in a pool of lava, pleasure rushing through him, making him see stars behind his closed eyelids.

He sat up a little, taking Cas all the way down, a breathy moan escaping him as he rocked in place for a moment. Cas was still not making much sound besides harsh breaths and when Dean looked down at him, he found Cas staring right at his face. The intense look in Cas’ eyes made Dean groan and he started pinching his own nipples while they rolled together.

“You’re so big,” he moaned, his dick bobbing with their movements, balls smashed against Cas. Cas was massaging Dean’s ass and he felt light and dainty in Cas’ hands.

Cas hummed abortively, cock somehow thickening, but Dean was starting to feel weird. Cas was just looking at him and Dean was rattled by the eerie silence, realizing too late that it felt wrong. Cas was usually so talkative when they had sex that this felt like he was angry, or being forced, or maybe not enjoying it?

“Cas, don’t you like it?” Dean moaned, high-pitched. Cas’ eyes widened. “I want, I want you to-to…”

He didn’t know what he wanted. This had been exactly what he’d planned, right? For Cas to be silent so Dean could take over, take control, for Cas to not make Dean’s mind a jumbled mess of arousal. Right?

So why then was he feeling his arousal abating, even with Cas’ hot cock shoved deep into him, he felt detached and… bored?

He stopped moving, dick waning. Cas looked questioningly at him when Dean frowned down at him.

“Goddamnit,” Dean grunted, annoyed with himself, and reached behind Cas’ head to remove the gag.

“Dean?” Cas licked lips. “What’s wrong?”

A shudder of pleasure went through Dean’s body at the sound of his husband’s voice. “I’m a fucking idiot, that’s what.” He took his dick in hand and started stroking it with quick flicks of his wrist. Thankfully Cas’ cock hadn’t softened much.

“What do you mean?”

“Keep fucking me.”

Dean moaned when Cas complied, hands holding Dean steady as he drove up into him. Fuck yeah, that was the spot, and now, for the creaming on top.

“I’m a praise whore.”

Cas’ movements stuttered. “What?”

Dean held Cas’ gaze, quickening his strokes. “I like it when you praise me, when you tell me what to do and what you like about me. I can’t—ah, fuck—I don’t think I can come without at least a little something.”

There was a moment’s pause, all of Cas’ movements ceasing, and then a great big smirk spread on his face.

“Is that so?”

Dean was breathless by now, arousal raking up and down his spine. “Shut up, you already knew.”

Cas surprised him by flipping them over. Dean was a big guy, and it took a great heave to move him but of course Cas had figured out just how to do it without too much trouble. Because he knew Dean’s body just as well as he knew Dean’s mind. Fuck, Dean was going to come.

“I know that you’re beautiful,” Cas rumbled right next to Dean’s ear. “The sounds you make drive me up the wall, the way you take me making me melt.” He kissed the side of Dean’s neck, hips driving hard into Dean, nailing his prostate. Dean couldn’t breathe, so close to tipping over. “I know that you’re the best sex I’ve ever had or ever will have. I know that I love you.”

Dean gasped sharply as his orgasm washed over him, dick pumping between their stomachs. Cas followed a moment later, filling Dean with his hot release and somehow, even though his plans had been completely upturned, Dean felt so satisfied he almost wanted to weep.

“Maybe,” he mumbled after a while, hugging Cas to him. “I don’t have to try and justify how I feel?”

“Maybe,” Cas said, tone a little teasing. “You could just let yourself feel?”

Dean sighed and relaxed on the bed when Cas gingerly climbed off him to lie beside him. “I’m throwing that gag out. Unless…”

Cas was grinning widely when Dean turned to look at him. “Yes, Dean,” he said, tone sweet. “I would very much like to try it on you.”

Dean turned his head back, looking up at the ceiling. Maybe Cas knowing him well enough to know what Dean wanted and needed before Dean even knew it himself wasn’t such a bad idea after all.

Chapter Text

“Ah,” Castiel said, holding up the black piece of satin. “That makes sense.”

“A blindfold?” Dean asked, running his fingers over it. 

“First a gag and then a blindfold, you’d be completely helpless.”

Dean bumped his shoulder against Castiel’s, grinning. “You liked that, didn’t you? When you tied me up.”

Castiel flushed hotly, remembering Dean bound tightly in the red ropes. He couldn’t wait to use them again.

“Imagine all three at once.”

Dean hummed, sounding both pleased and intrigued. “I’d do that. But I want to be able to hear.”

Castiel held up the blindfold across his eyes, testing it a little. It felt rather good, though he supposed at least some light would slip past. 

“Yes,” he mumbled. “It creates anticipation, hearing but not being able to pinpoint what’s happening next.”

“Are you remembering the feather?”

Castiel lowered his hands and turned to his husband, smiling. “That was really nice.”

Dean smiled, clearly happy to hear that, and Castiel met him half-way when he leaned in, the kiss starting out leisurely. As always, Dean’s lips against his was a revivifying feeling. There was nothing better, in his mind, than coming home from a long, gruelling day at work and kissing his husband. Hold him close, breathe him in, and, if the mood allowed it, pleasure him. 

The kisses soon grew heavier, both of them definitely in the mood, craving what pleasures today’s toy could bring them. Dean licked deep into Castiel’s mouth, challenging him, and Castiel welcomed it, cupping the back of Dean’s head with one hand, pulling him closer. 

Dean was almost half-way into Castiel’s lap before they broke it off to breathe heavily in the shared space. 

“Damn,” Dean mumbled. “D’you wanna…?”

“Yeah,” Castiel rumbled, voice already made deeper by his arousal. “Let’s go to the bedroom.”

“You seemed to like it last time when you couldn’t see,” Dean said when they were in their bedroom, undressing. “Do you want that again?”

Castiel thought about it but it was a quick decision. “No, I want to try it on you.”

Dean looked positively giddy. “Should I just lie down, then?”

Castiel smiled to himself at how Dean forced his voice to sound neutral, not wanting to sound too eager, perhaps out of some perceived need to preserve some manliness, or that precious equilibrium they’d been talking a lot about during this calendar journey. 

Or perhaps because he wanted to be a little shit and rile Castiel up. Castiel didn’t care to ask, knowing he would soon figure it out on his own anyway. 

Dean stretched out on the bed, miles and miles of tanned skin, a feast for the eyes if Castiel ever saw one. He was pleased to notice that Dean was already getting a little hard, no doubt the anticipation of what was to come getting to him. Well, Castiel was no different and he decided to keep on his boxers for now, if only so he could tell himself that would help him keep his cool.

“Okay,” he murmured, bending over Dean’s head. “Turn on your side for a moment.”

The blindfold was a simple tie-on and he deliberately made the knot to the side of Dean’s head so he wouldn’t have to lie on it. He made it tight, but tested the give a little so he wouldn’t accidentally give Dean a headache, or worse.

“Love it when you’re careful with me,” Dean mumbled when Castiel gently rolled him to his back again, satisfied with how the blindfold seemed to cover Dean’s eyes.

“I thought you liked it rough,” Castiel teased, running the pads of his fingers down Dean’s arm. 

Dean turned his head in the direction of Castiel’s voice, lips parted. Dean had always been sensitive to touch, something that was highly arousing to Castiel, and it seemed putting the blindfold on him had been a golden move. In no time at all, and from very little touching, Dean had managed to get fully hard, breathing labored. 

“Talk to me,” he moaned, voice dropping into that special pitch that Castiel by now had learned to recognize.

“Daddy’s here,” he rumbled, skating a finger over one of Dean’s nipples when that made him arch his back. “I’ll take care of you.”

“It feels good.”

Castiel hummed, trailing his fingers down the middle of Dean’s chest, all the way down to the base of his dick, before he veered off to the crevice of Dean’s hip.

“You look stunning, so pretty for Daddy.” 

That Dean at all had acknowledged the fact that he liked it, that he got off on praise, when Castiel talked to him about it yesterday, was huge in Castiel’s opinion and he was determined to reward that. 

“The way you sound, the way you respond to me,” he leaned down, lips against Dean’s left nipple. “Exquisite.”

Dean moaned, moving on the bed, restless. “Are you hard, Daddy?”

Castiel groaned. “So hard for you, baby girl.”

He sucked in a breath, creating suction over the nipple, rushing it with cold air, and Dean whined, hips bucking, dick bobbing. The temptation to touch was strong but Castiel avoided Dean’s dick and balls for now, knowing full well that that was where Dean wanted him. Somehow, without Castiel even saying anything, Dean had taken it upon himself not to touch either. Instead, his hands were fisted in the comforter under him, lower body squirming. 

“So pretty,” he murmured, moving lower to run his hands down Dean’s thighs, fingers digging into the muscles. “My darling, princess, hm?”

“Y-yeah,” Dean gasped, head back and back arched again. “Wanna be only yours, Daddy.”

A wave of pleasure went through Castiel, his arousal secondary to Dean’s in his mind but physically so sharp it was painful. His cock was tenting his boxers and a wet spot had formed at the head but even so he ignored it, fully focused on Dean. 

“Daddy’s very pleased,” he rumbled, bending low to barely touch his cheek against Dean’s stomach, facing his flushed dick. “You’re doing so good.”

The sound that Dean let out when Castiel gently blew on his dick was incredible, good enough to bottle up and sell as an aphrodisiac. They would make millions if that was a possibility, but even so Castiel would never go through with it, greedy enough to covet Dean all for himself. 

He blew a few times, long exhales that washed over Dean’s dick and made him buck and moan, hands tearing at the comforter and then, when he suddenly brushed his thumb against Dean’s balls, Dean let out a choked wail.

“Daddy, please!”

Castiel inhaled deeply, steeling himself when he felt his desire for Dean peak almost painfully. 

“Such a good girl,” he murmured, voice made gravelly from his arousal. 

“I wan—I want more…”

“Is that so?” 

To be perfectly honest, Castiel was beyond his own breaking point and before Dean had even sobbed out a “please daddy”, Castiel had rolled him to his stomach and gotten behind him. 

Dean surged for the friction, rutting shamelessly against the bed and Castiel didn’t even think to scold him, enjoying the show far too much. Instead he just rose on his knees, eagerly digging out his cock, letting it smack against Dean’s ass, nestling between his cheeks, and making Dean keen for him. 

He stayed mostly still, taking perverse pleasure in making Dean work for it, grinding back against Castiel and forward against the bed, caught in the lewdest game of seesaw ever invented. Erotic didn’t even begin to describe Dean in that moment, red-faced and panting, body shuddering under Castiel as he worked Castiel’s cock for all it was worth. 

The urge to fuck Dean was overwhelming, though, and Castiel didn’t last long in that position. Instead pulling Dean to his knees.

“Up you go, baby,” he growled, shoving his throbbing cock between Dean’s legs. The friction he got from fucking Dean like that blinded him with pleasure and he bent low over Dean’s back, reaching under him to give Dean a hand to fuck.

“Daddy!”

It was over in a matter of seconds, Dean far too strung up to last much longer with Castiel’s cock rubbing against his perineum and balls, up and under his dick, and his dick enveloped in the meaty tunnel of Castiel’s hand. 

“God, you’re amazing,” Castiel grunted when Dean shook and came hard all over the bed. “So good for me,” a few more thrusts and Castiel was there too. “Perfect for—ngh—Daddy.”

Dean mewled, pressing back against Castiel as he came hotly between Dean’s legs, the ache in his cock made sweet with the release pounding out of him. 

They more or less fell to the side, Castiel barely having the wherewithal to keep them out of the wet spot. Breathing hard, he hugged Dean from behind, his softening cock snuggled tightly against his husband’s ass, and Dean took one of his hands in his, holding it against his chest.

“I really liked the blindfold,” Dean said when he eventually caught his breath. Castiel smiled and kissed the back of Dean’s neck. “We’re definitely trying it together with the rope.”

Castiel’s chest fluttered, desire and love for Dean ballooning inside him. “Can’t wait.”

Chapter Text

Dean let out an honest to God giggle when he opened the box and saw the clamps, don’t fucking judge. 

Cas grinned and took the plastic package with two nipple clamps from Dean so he could whip his shirt over his head.

“I’m not even going to ask.”

“You better fucking not,” Dean said cheerily, bounding up the stairs to their bedroom. “These are mine.”

Cas followed, of course, and Dean could practically feel how proud Cas was of him for being so frank about his desires. Well, he was starting to learn, this calendar bringing it out of him, and for that matter it was easy with the clamps since they both knew how much pleasure Dean got from playing with his nipples.

“Do you want to lie down or sit up?”

The possibilities seemed endless and Dean stood a moment in the middle of the room, fondling his dick through his jeans, thinking. Cas was walking around him, opening the package, undressing, making Dean’s hair stand on end with the anticipation his mere presence induced. 

“Sit,” he eventually settled on. “Maybe on the armchair?”

Cas nodded. “As you wish.”

Fuck Dean got a thrill out of this. Cas doing anything Dean wanted, just to please him, being a service top at his best. Dean felt his insides melt, the pleasure he got out of this exchange too hot to deal with. He quickly undressed completely, stroking his dick while Cas busied himself with pulling out the chair so it wouldn’t stand with it’s back to the wall and he’d be able to walk around Dean. 

Dean sat down when Cas was satisfied with the armchair’s position, and as soon as he did a sort of calm came over him. In the chair like this, once again at Cas’ mercy, Dean felt safe and excited, arousal bubbling through his veins, and he leaned his head back, relaxing. 

“How are you feeling?” Cas murmured. 

Dean watched him with heavy eyelids. “Like I want the blindfold.” That made Cas smile and fuck, Dean’s heart did that stupid thing where it skipped a beat. Because Cas was unfairly handsome, not because Dean was a sap who loved to see his husband smile like that. Yeah. “And a little nervous, but like, good nervous?”

“That sounded like a question,” Cas said, amused, and picked up the nipple clamps. They looked like tiny jumper cables, the clamp parts coated in what looked like silicone, black and protective, and they were connected with a short metallic chain. 

“I like it when it pinches,” Dean elaborated, voice already breathy. “But not too much.”

“Don’t worry, darling,” Cas said, testing the clamp on his palm. “I’ll take care of you.”

“I know,” Dean moaned, feeling like such a slut for Cas’ caring side and not even feeling embarrassed about that anymore. Ah how far he’d come. 

Hell, he’d acknowledged only a few days ago that he had a thing for Cas being protective and he stood by that. There was just something about being in the capable hands of someone like Cas that made him all gooey inside and it felt liberating not trying to justify or categorise that anymore. To simply, like Cas had said, feel.

Instead of just getting to it, like Dean had thought they would, Cas slid to his knees, sitting in only his boxers on the floor between Dean’s feet. He smiled up at Dean’s surprised expression and leaned in to kiss him on his chest before coming up higher, rubbing his front against Dean’s while kissing him. Dean sighed into the kiss, content, loving the taste and feel of his husband. He cupped Cas’ face and deepened the kiss, shifting in his seat, enjoying the feeling of his hardening dick pressing against Cas’ stomach.

He moaned, abruptly breaking the kiss, when Cas pinched one of his nipples softly.

“Cas,” he shifted again, rubbing more deliberately against Cas. “I want it.”

“I know, darling,” Cas rumbled, looking adoringly at Dean with lust-blown eyes. “I’m just taking it slow.”

So he was teasing, because, as was well-established by now, Cas liked to see Dean squirm. Dean moaned, arching his back a little, as if to show off his nipples. He liked to squirm for Cas too. Liked that Cas always knew what Dean needed and wanted before he even knew it himself. 

He gasped when Cas bent down to lick the other nipple, sucking gently on it just as he pinched the other hard. Fuck, that hurt but it hurt so good. Dean couldn’t wait to feel the clamps and neither could his dick, to be honest. It was already straining and hard, reacting like Pavlov’s goddamn dog to Cas’ every touch and lick. Yeah, no fucking way Dean wasn’t already aroused enough to be moaning and the thought that it would only get better made him see stars.

He mewled when Cas got up and walked over to the bedside table, feeling abandoned and cold for no fucking reason. It was just, when he drowned in his pleasure like this, when Cas made him feel this cherished, he always got a bit needy. The knowledge that Cas actually got off on Dean whining for him made him bold, though, and he put his hands on the armrests, undulating his hips, gasping when his dick slapped lightly against his stomach. 

“Just getting lube,” Cas shushed gently and walked back, lube in hand. His boxers were tented and yeah, Dean’s mouth fucking watered, no reason not to admit that, not this deep in. 

“What for?”

Dean chewed on his bottom lip when Cas went back to sit between his legs, pressing out a small dollop of lube on the pad of his index finger. His whole body felt hot, his groin on fire, and Cas looked so fucking good sitting down there, close enough to suck Dean off but not doing it, holding back, as if he knew that Dean got almost as much pleasure from the anticipation, the what-if, as he got from the actual sucking. Actually, judging by how yesterday’s session with the blindfold had gone he definitely knew. 

“Because,” Cas said, smiling that secret smile of his, the one that promised good times to come. “Everything’s better with lube.”

Dean hissed when the cold lube made contact with his already perky nipple but the coldness immediately disappeared, warmth spreading throughout his already heated body when Cas rubbed his nipple with the tip of his finger. Just a little, too little, and Dean was soon whining for more and that was of course when Cas decided to be a little shit and switch over to his other nipple, giving it the same treatment. 

Dean arched into the light touches, watching with hooded eyes, breathing labored and dick straining, feeling as if he would go insane with want. Thankfully it didn’t last long, Cas more or less coating the nipples before rubbing off the excess lube on his boxers and fuck yes, there were the clamps in his hands again. 

Cas tested the clamps a little, apparently finding them satisfactorily easy to open and close, and then turned a suddenly lecherous smile up at Dean.

“Ready?”

A shiver of desire went through Dean. “Yeah.”

He started with one nipple, opening the clamp as wide as it would get, holding it open over Dean’s nipple for a moment longer than Dean anticipated, so that when he let go and let it snap shut over the nipple, Dean was taken by surprise, pleasure rushing down his spine. 

Fuck that hurt. It was much tighter than how Cas, or even Dean himself, usually pinched, and the silicone on the clamp didn’t make it soft in the slightest. It was tight, restricting, all his sense of feeling focused on that one spot, acute, painful—

He gasped sharply when Cas took off the clamp, a tingle emanating out from his nipple, making goosebumps erupt all over his chest and precome to leak out of his iron hard dick. 

“Beautiful,” Cas murmured and went to put a clamp on the other nipple. 

The feeling was the same, sharp and grounding, making Dean hiss. Fuck it felt good. 

He squirmed on the armchair, rubbing his back against the chair as if he was trying to escape the clamp by backing away from them. Not that he really wanted it off, but more because he didn’t know what to do with himself, the pleasure that crashed over him unfamiliar in the way it mixed with the pain, making it sweet in a way he hadn’t thought he would like before. 

“Color, darling.”

“Green,” he moaned, looking at Cas through watery eyes. “I want more.”

Cas rose abruptly to his knees, stretching over Dean’s chest to reach to kiss him again, the motion so swift that it felt like Cas had to kiss Dean in that moment or he would combust. Dean moaned into it, bucking up and grabbing Cas’ body, holding him close as he let his husband wrestle his tongue into submission. He soon cried out into the kiss when Cas put on the other clamp, both nipples now trapped. Dean’s head was swimming. 

The chain rested on his chest, cold against his clammy skin, jingling with his restless motions, and when Cas sat back on his heels, Dean looked down at his chest and abused nipples. They were red and fucking aching but it felt so good he didn’t know what to do with himself. 

“Cas,” he whimpered. “It hurts, why does it feel good?”

Cas smiled at him. “Precious,” he unclamped one of them, that same rush of tingles spreading and making Dean moan loudly. His dick leaked even more precome when Cas rubbed that nipple with his thumb for a moment, making pleasure and delicious pain ripple out like rings on water. 

Dean was bucking up his hips now, completely unable to sit still, the sensation on his nipples making his spine burn with arousal, the way Cas was looking at him fueling the fire inside him. Then the clamp went back in place and Cas pulled on the fucking chain. Dean flung his head back, back arching to follow the pull, body exploding with pained pleasure. 

“You look absolutely stunning,” Cas said, his gravelly voice coming to Dean from afar, his arousal making his senses dull. Not dull enough not to notice that Cas had taken out his cock and was stroking himself, though. “Thank you for showing me.”

Fucking hell, Dean’s fucking scalp was prickling with pure need. 

“Cas!” he bucked hard enough for his dick to nearly slap Cas in the face. “Please.”

“Yes,” Cas hissed, his grip on the chain keeping it just taut enough, pulling on Dean’s nipples. “You sound so good when you beg for me.”

Dean had a good fucking comeback to that, truly, but it flew out the window with the rest of his sanity when Cas bent his neck and swallowed Dean’s throbbing dick. Wet heat suddenly surrounded him and Dean could only choke out a strangled cry, one hand landing on Cas’ shoulder, anchoring him when his pleasure threatened to carry him off into the haze. 

His nipples were smarting something fierce, throbbing along with his dick, and yet it only served to make his pleasure greater when Cas started sucking him off, bobbing his head while still maintaining a hold on the chain. If Dean had had the wherewithal to praise Cas right now he would have. Not only for the spectacular way he sucked Dean’s dick, but also for the fact that he was managing to play with the chain, blow Dean, and jerk himself off at the same time. 

But it was too much for Dean and he was reduced to a writhing mess on the armchair, overwhelmed physically by the onslaught of pleasure, and mentally by how fucking glorious Cas was, his love for his husband blinding at that moment. 

To absolutely no one’s surprise, it was Dean who came first and he did so with a wail when Cas suddenly snapped off the nipple clamps, making that tingle wash over him at the same time as Cas deep-throated his dick. It was too much, the pleasure making him burn, the dull throb in his nipples egging it on, and he came into Cas’ waiting mouth, pumping spurt after spurt, so much that some actually leaked out of the side of Cas’ mouth. 

The sight excited Dean to no end and he reached down to cup Cas’ jaw, making him look up to meet Dean’s eyes. And whatever he saw when he looked at Dean was apparently all he needed because his eyes widened and he came with a grunt, throat still working around Dean’s sensitive dick. 

“Fuck,” Dean mumbled, brushing Cas’ cheek with his thumb. “You’re so fucking hot.”

Cas gingerly pulled off, smacking his lips and grinning. “It’s not a contest but I would like to beg to differ.”

Dean chuckled and relaxed in the armchair, rubbing his sore nipples, his afterglow making him loose and happy. 

“That’s a big fat yes on the clamps, by the way.”

Cas got up on unsteady legs, smiling. “I would never have figured. Now stay there while I get something to rub on your nipples.”

Dean wanted to quip something clever about them already being finished with sex for today but he was too satiated to come up with something good. In the end he just watched his husband walk into their bathroom, boxers half-way down his ass, smiling, feeling content.

Chapter Text

“Look at that,” Dean chuckled, picking up the small package that was inside the twenty-second calendar box. “They really did include a whole outfit. Is there a garter belt too?”

Castiel felt the skin at the back of his neck prickle as Dean investigated the package with black nylon stockings. Sleek blackness stretched taut over Dean’s muscular legs, perhaps accentuating their bowedness? Yeah, Castiel was already half-way to aroused just imagining it. 

“I want to see you in these,” he said, voice raspy. Dean looked at him with a kind of surprised satisfaction. 

“Is this gonna be like when you put me in the negligée?”

Ah yes, the way Dean had danced for him then had been exquisite. The memories alone made his cock twitch and he reached down to adjust it. 

“Perhaps,” he smiled a little sheepishly when Dean chuckled again. 

“I don’t mind,” he opened the box, pulling the stockings out. It was a pair of that kind where the legs were separate, held up high on the thigh by a sticky strip of lace. “I told you, I love it when you’re in control but I also kinda wanna see you lose it.”

Castiel cleared his throat, watching as Dean unfolded one of the stocking legs, stretching it slightly. “That’s good because I have a feeling I won’t be able to stay calm for long today.”

Dean made a delighted sound and turned on Castiel, arms going around his neck, pulling him into a kiss. Castiel hummed into it, as always feeling complete when he kissed Dean, licking greedily into his mouth, tasting something sweeter than usual, making him suspect that Dean had dipped into the cookie jar before Castiel came home. 

He hugged his husband close, hands roaming Dean’s back, enjoying the heat simmer there just under the layers of clothes. 

“You’re gonna have to cool your jets for a little while, though,” Dean said when they pulled apart, grinning at Castiel’s no doubt sour face.

“What for?”

“You look fucking hot when you pout,” Dean laughed, walking out of Castiel’s embrace. “If you really want me to try these on then I gotta go shave.”

That made Castiel’s brow draw tight in confusion. “Why?”

“Why?” Dean parroted, taking the box and stuffing the stocking back in. “Because these are pretty as fuck and I don’t wanna look stupid in them,” he chuckled at himself. “Or stupider.”

Ah, so Dean really liked panties, and he’d felt pretty in the negligée but even so, he was feeling insecure about stockings.

“You’re going to look amazing,” Castiel emphasized, tone brokering no argument. Dean paused, ducking his head and smiling to himself.

“Sure Romeo. Anyway, go wait in the bedroom, I’ll join you soon.”

He walked off with that and Castiel spent a moment lamenting the fact that there hadn’t been a garter belt included, although he supposed they were still a few days away from Christmas so the chances were still there. Or he would buy one. Yes, he decided as he made his way up to their bedroom, he would buy Dean all kinds of things to wear. 

He didn’t know where this fetish had come from, but he thought it had been born when he’d first seen Dean in the panties, and the way he’d reacted to wearing them. That had just been too lewd and gorgeous not to like, and Castiel readily wanted to indulge his husband’s interest in women’s lingerie. And not just for Dean’s sake. Because even though Castiel had never thought about Dean in negligées or nylon stocking here he was now, sitting on their bed and getting hard just imagining it. 

Dean took an eternity and Castiel was all the way hard, sweating in his shirt and helplessly trapped in the leg of his pants when Dean finally joined him. And the sight of him didn’t make Castiel’s predicament any better. He was in only a t-shirt and a pair of snug boxers that he’d pulled up a little. And the stockings. 

The lacy part reached high up on his thighs, hugging them tightly, the nylon stockings shimmering slightly as he walked, making his legs look sinuous and slender. 

Castiel was so preoccupied with practically drooling over his husband's sexy legs that he completely missed Dean’s grumpy face.

“You wouldn’t fucking believe how hard that was,” he sighed and tossed the empty box on the dresser beside the door. “The ankles were a nightmare, and don’t even ask me about behind the knee, the human body isn’t meant to bend that way,” he stopped right in front of Castiel, hands on his hips. “And I cut myself.”

That pulled Castiel out of his daze. “What? Where? Are you okay?”

Dean smiled down at him, walking closer and bending down to kiss him lightly. “Yeah, don’t worry. It was right on my kneecap, but it stopped bleeding almost immediately.”

“I’m sorry,” Castiel murmured, feeling remorseful for making Dean wear the stockings, never wanting him to hurt. And then he put his hands on Dean’s thighs and forgot how to think. 

“It was my fault anyway,” Dean was saying, clearly not picking up on Castiel’s aroused state. Dean’s muscles were hard under the delicate nylon, smooth to the touch. “I mean, I didn’t have to shave…” There was a silence and then Dean stepped out half a step, holding one leg up, balancing on his other foot. “D’you like it?”

Castiel looked up, pupils no doubt blown from the lust that coursed through him. “Yeah.”

Dean swallowed visibly. “Well fuck.” He shifted, placing the tip of his toes on the bed between Castiel thighs, close to his throbbing groin. “Show me how much you like it.”

Castiel leaned back, letting Dean see just how fat his cock was for him, how it was practically hammering its way out of his pants. He reached with one hand, letting it slide over Dean’s smooth calf, up and to his thigh, feeling the heat trapped by the sheer nylon. 

“You look so graceful.”

Dean made a face as if he was about to protest but then he apparently thought better of it because instead he put weight on the foot on the bed, leaning down on it and grinning at Castiel.

“Is that so?” his grin widened when Castiel only nodded, rendered silent by his cloying arousal. “What do you want to do with me, then?” he straightened, lifting his foot, placing it gently on Castiel’s crotch. “Rub against me until you come?”

“Ah.”

Sharp pleasure surged through him, his vision going spotty and his cock jumping hard in his pants, leaking already. 

“Damn, Cas,” Dean murmured. “Don’t take your cock out, I wanna see you squirm like this.”

He pushed off the bed with that, taking a few long strides, a mockery of ballet in the only way a person who’s never taken ballet would know how. And he looked glorious. Just like when he’d danced in the negligée, Dean now looked graceful and beautiful. The thought of the two garments together made Castiel’s head swim.

He obeyed his husband’s demands, keeping his cock in his pants, but put a hand over it, squeezing, needing to relieve the pressure. 

“Still think I look good?” Dean asked, amused as if he thought that surely this would be pushing the limit. 

“I want to touch again,” Castiel croaked. 

He was hot in his clothes now, the feeling of being trapped sending additional pleasure throughout his body for some reason he couldn’t devote brainpower to figure out now. Perhaps it was the friction his restricting clothes gave him or perhaps it was the fact that Dean had been the one to give him an order instead of the other way around and he got pleasure out of obeying. It was probably a mix of both but he would later reflect on how being a dom or top didn’t always have to fall into stereotypes. 

Maybe there could be tops out there like him too, who liked to be in charge and who took pleasure in doling out pleasure either through giving their bottoms orders or by following orders given to them by their bottoms. 

But all that was for later contemplating, right now Castiel was moments away from coming in his pants, rubbing against his husband’s foot. Dean had moved back in and was more or less massaging Castiel’s cock with his foot while Castiel grabbed and kneaded Dean’s leg with his hands, feeling completely obsessed by the way Dean’s muscles felt clad in the material of the stockings. 

“Fuck you look good right now,” Dean murmured, eyes dark, looking like sex defined as he leaned over Castiel. “Are you gonna come?”

Castiel’s cock hurt. “Yeah.”

Dean moaned, squeezing his own dick and sitting down beside Castiel, leaving him feeling robbed for a moment before Dean slung a leg over Castiel’s lap, wedging it down between his legs, so that his calf pressed against Castiel’s groin.

“God, Dean,” Castiel groaned, grabbing his leg and holding it as he grinded up against it. A rustling was the only warning he got, and then suddenly the sound of Dean stroking his dick filled the room and Castiel didn’t know where to look. 

Seeing Dean’s dick out like that while his legs were still clad in the delicate stockings made Castiel’s heart race faster and God he was coming right now. His cock ached, the pain from being trapped almost too much but just the right side of wrong when combined with Dean’s sounds, the way he looked and smelled. 

“I’ll wear it all for you,” Dean was panting, clearly very aroused himself. Suddenly all Castiel wanted was to see Dean soil the stockings, coming all over his muscular thighs. “The pan-panties—fuck—that negligée and these.”

“Dean…”

“I’m gonna look so pretty for you,” Dean grunted and that was it, Castiel was coming, his whole body locking up. “Fuck, I’m gonna—oh shit!”

Realizing in the last minute what was happening with Castiel and apparently wanting a piece of the action, Dean flung himself over Castiel, pressing him down against the bed and kissing him roughly just as Castiel exploded in his pants. He groaned, hugging Dean hard and rutting up against his husband as his cock pulsed, coating his underwear and leaking out to stain his pants with his sticky come. 

“Fuck yeah,” Dean moaned, thrusting against Castiel’s body, close to coming himself.

“Do it,” Castiel growled, swimming in a sea of his own afterglow but craving Dean’s orgasm more than anything right now. He reached down and grabbed Dean’s leg just under the knee, pulling it up and giving Dean access to rut shamelessly against him until he came all over Castiel’s hip. 

Castiel counted that as another definite success and with Dean’s words in mind he had a hunch that it could only get better. 

Chapter Text

It looked almost like a tennis table racket, and it forced a laugh out of Dean, which made Cas grin too.

“I’m guessing spanking?” he said, smacking the flat surface against his palm.

Cas picked up his trustworthy booklet. “I don’t think we even have to look. I think—yeah,” he held up the page for Dean to see. “Day 23: paddle for spanking.”

Dean hummed and tested the paddle against his hand again before laying a harder slap on his thigh. “I dunno, I think it would be better with your hand?”

“Maybe?” Cas accepted it when Dean handed it over, trying it out for himself. “I guess the feelings are different, though.”

“Wouldn’t it make more sense to start with a hand, though?” Dean turned and walked them into the bedroom, eager even through his hesitation. “Seems kinder to the ass.”

A loud crack made him jump and he turned, looking at Cas who had apparently tried it out on his own ass, without much success, if his facial expression was anything to go by.

“I think you’re right,” he shrugged, rubbing his ass and looking at the small paddle. “But they couldn’t very well include a hand in the box.”

Dean chuckled and started undressing. “That would be so morbid. Anyway, do you wanna do it?”

Cas looked up. “Do you want to be spanked, then?”

They both stalled for a moment, looking at the paddle.

“I’m not sure?”

“Me neither.”

Dean shifted from foot to foot, feeling lowkey arousal buzzing through him more because of the anticipated sexual act, whatever it turned out to be, than because the paddle itself. He was seriously beginning to think he was getting conditioned to respond with arousal as soon as he got home after work now. Stupid calendar, Dean loved it.

“You have spanked me a little when we do it doggy style.”

Cas nodded, tossing the paddle on the bed and starting undressing too. “And remember that one time you smacked my ass while you sucked me off in the shower?”

Dean did remember, Cas had been so startled he’d come immediately.

“How about we try it and see who likes it, and then we go from there?”

Cas nodded again. “Sounds good. You can start on me,” he walked over the armchair, once again pulling it out from the wall. As an afterthought he threw down his shirt on the seat and Dean’s body flushed with arousal when he realized Cas was expecting them to leak or maybe even come while getting spanked. “I’ll lean on this.”

They both got completely naked and as soon as Cas had positioned himself on his knees on the seat of the armchair, leaning over the back of it, Dean took the opportunity to fondle his balls and cock.

“I like it when it hangs like this,” he murmured, grinning to himself, letting his other hand sweep up Cas’ ass and back.

Cas sighed contently, relaxing his stance a little. His cock started filling out almost instantly, as if he’d been holding back. Fuck yeah, that thought was a nice one, reminded Dean of their first calendar day and that magnificent massage.

“That feels good.”

Desire trickled down Dean’s spine at hearing his husband’s voice go so rough from so little.

“You’re eager, have you been looking forward to this?”

Cas groaned when Dean took his cock in hand and stroked him lightly. “You have no idea. The thought of doing kinky stuff with you gets me through my days.”

Dean felt a thrill go through him and he stepped closer, bending over Cas’ body so he could speak against his ear, hugging him close.

“Same,” he mumbled, kissing the side of Cas’ neck. “This is the best fucking thing we’ve ever done.”

Cas hummed in agreement, rubbing back when Dean couldn’t help but grind his growing erection against Cas’ ass. A little longer and then they were both hot, breathing uneven, pleasure coursing through them and Dean thought that fuck, he could come just like this but that wasn’t what he wanted for today.

He didn’t know if he would like to spank Cas or to be spanked, but he sure as fuck wanted to try both.

It was with minimal regret he detached from Cas to walk over to the bed, eager to get started. He hefted the paddle in his hand, trying it out on his own hand for a moment before thinking better of it and getting a pillow. Positioning it against the headboard he gave it a few experimental slaps, testing out his own range and strength.

Satisfied, he looked up only to find Cas looking at him, smiling while he pumped his cock with long, leisurely strokes.

“What? I don’t want to hurt you more than necessary.”

Cas only shook his head, still smiling, and got in position when Dean walked back to him. “I just love you, that’s all.”

Well fuck, that went right to Dean’s dick, invigorating the erection that had waned a little during his experiments.

He stroked Cas’ ass lovingly before standing beside him. “Me too. Tell me if it’s, I dunno, not nice.”

Cas seemed to steel himself but there was no hesitation in his voice. “Go ahead.”

The first slap landed with a loud sound, a crack that reverberated throughout Dean’s whole being and he cringed, leaving the paddle pressed against Cas’ ass for a moment before removing it. Cas only grunted, hanging his head, so Dean decided to try a few more variations before he eventually stopped to take stock of the situation.

His own dick was fairly hard, arousal still simmering inside him, but Cas’ was at a semi, his breathing labored. His ass was red and felt hot to the touch when Dean ran his palm gently over it. Cas hissed at the touch, looking up.

“Hm,” Dean pressed his lips together for a moment, taking in Cas’ whole stance and appearance. “Color?”

“I feel like…” Cas’ voice was deliciously breathy but perhaps not for the right reasons. “Yellow.”

“Yeah,” Dean said, putting the paddle on the floor, bending down to kiss Cas’ red ass once. “I think I feel the same. I’m not sure I like inflicting pain. Or maybe I would’ve if you’d looked more into it.”

Cas got off the armchair, bending to try and look at his ass, touching it gingerly. “I’m not gonna say that I hate it.”

“Maybe you’d like it more with my hand?”

Cas nodded. “Maybe. So, have I put you off or do you wanna try?”

Dean didn’t even have to think about that. In lieu of responding, he righted Cas’ shirt on the armchair and climbed on, canting his ass up and grinning at Cas over his shoulder.

“My, my,” Cas chuckled, stepping up behind Dean and grinding his cock against Dean’s ass for a moment. “Now who’s eager?”

“Skip the foreplay,” Dean threw him a confident smirk. “Just give it to me, stud.”

Cas grinned, stooping down to retrieve the paddle. “I’m gonna take a page out of your book, though, and try it first.”

Dean groaned, impatient, but of course he got more aroused when Cas ignored him, going over to the abused pillow to try his hand at spanking using the paddle. Dean jerked off, watching with greedy eyes and okay, maybe he was a bit more into this than he’d thought he would be when he first saw the paddle.

But it was Cas’ fucking fault, okay? He looked like a goddamn Greek athlete slapping that poor pillow. Lean muscles working in sync under tanned skin, expression serious and fuck, that cock…

Dean was more than a little ready when Cas eventually returned, paddle in hand, seemingly satisfied with the results. He came to stand behind Dean, patting him gently on his ass for a moment, somehow managing to lull him into a false sense of security so that Dean was caught off guard when the first blow landed.

Pain flashed through his body but fuck yeah, just as with the nipple clamps, the pain also mixed deliciously with pleasure, and he bent over the back of the armchair, moaning. Cas didn’t relent, bringing the paddle down with mouth-watering control, every stroke near the same speed and force and the continuous onslaught of pleasurable pain made Dean see stars.

His ass smarted something fierce, felt as if it was fucking burning up, and every time the paddle landed, pinpricks of pain spread out like a starfish, rippling throughout his body and making his dick ache. He was panting, drooling a little, hair standing on end and dick leaking down on Cas’ shirt, balls high and tight, when Cas eventually paused.

His breathing was labored from the exertion and somehow that made Dean even more aroused.

“Cas,” he whined, wriggling his butt. “More.”

Fuck he was close to coming, the anticipation mixed with the act of getting spanked served to make him a drooling mess. It would only take a few strokes, he knew, and he wanted it, wanted it so bad, but wanted Cas to be the one to make him come.

The paddle clattered to the floor when Cas dropped it where he stood, instead coming closer to massage Dean’s searing ass with his hand. His other hand went around Dean, grabbing his dick, and Dean moaned loudly, surging for the friction.

“You look—” Cas groaned deeply when Dean started fucking his hand. “You have no idea.”

Dean thought, at the back of his mind where he was still rational, that he might have a clue. Because even though Cas hadn’t seemed to enjoy getting spanked all that much, he’d still looked hot as fuck and sure, Dean’s self-esteem wasn’t the best, but he could imagine what Cas was seeing and yeah, it was probably pretty goddamn sexy.

“I wanna come,” he gasped out, so fucking there. “Spank me more.”

Cas rumbled something unintelligible, and Dean felt the hand on his ass disappear. He didn’t have much time to reflect on what that meant before it came back, full force, slapping Dean so hard his teeth rattled.

Fuck, Cas was spanking him with his hand, standing over Dean and with Dean bent over, just like a disobedient child.

His mind short-circuited and he came with a hoarse cry, shooting hard down against Cas’ poor shirt. Beside him Dean heard, as from a far distance, how Cas murmured praise in his gravelly voice and Dean swam in a sea of pleasure for a moment, unable to focus on anything besides his throbbing dick and stinging ass.

“That was…” Cas sounded all breathless, delicious, and Dean forced himself to actually listen. “Glorious.”

Grinning, Dean pushed off the armchair, legs unsteady. “It was fucking awesome, but your hand, though…” He turned, pulling Cas into a deep kiss. Cas groaned, greedily grabbing Dean’s body, grinding his hard cock against Dean’s softening dick. “Next time I want just you.”

Cas nodded, seemed a little dazed, whether it was from Dean’s confession or from his aroused state, Dean didn’t know but fuck Cas looked good like that.

“I’m glad you liked it.”

Dean’s chest felt tight with affection for his husband, his service top, his gentle dom. He hugged Cas close, mouth against his ear, voice sultry.

“Let’s get in the shower and wash off, lemme take care of that cock of yours.”

It didn’t matter that the water stung on his battered ass, sucking Cas off was always a delight, though Dean was immensely glad when Cas took the time to rub Dean’s sore cheeks with lotion afterwards.

Chapter Text

There was really no end to how much Castiel enjoyed watching Dean squirm.

Day 24 had gifted them with a small vibrator in the shape of a blunt bullet, slightly smaller than an egg, and with a string attached to it that ended in a remote. Castiel had taken one look at Dean’s reddening face and known exactly what to do with this. Unlike with spanking, they both knew who enjoyed ass play more, even if Castiel wasn’t against it, the experience with the Ene making him pretty sure he wouldn’t be against trying this vibrator out for himself.

But that wasn’t what he wanted today, and it most definitely wasn’t what Dean wanted.

The vibrator had been lubed up, Dean’s ass quickly prepared and now here they were, both naked and on their bed, Dean on his back with his smooth-shaven legs wrapped around Castiel, Castiel leaned over him, the remote in hand as he watched Dean struggle desperately.

“Please, Cas,” he moaned.

His dick was hard, ramrod straight, angry red and leaking, and yet Castiel refused to touch it. He’d ordered Dean not to touch either and the way Dean writhed, trying to obey, to resist the urges, made pleasure so sharp it hurt burn through Castiel. His own cock was hard and heavy, throbbing with a dull ache that only pressure could relieve but he was ignoring that for now, fascinated enough with Dean, providing him pleasure far more important than jerking off right now.

“I’m thinking,” Castiel murmured, pressing the button on the remote to pause the vibrations, giving Dean a breather for a few seconds. “That this toy would work well with a lot of the other ones we’ve gotten.”

Dean panted, looking like he was about to say something, and then moaned, high-pitched, when Castiel abruptly started the vibrations again. His back arched, body bucking as the vibrator drilled relentlessly against his prostate. His dick bounced and Castiel felt his fingers itch, tempted to help Dean finish.

But the way he looked right now was just too good to pass up. Caught at the edge, Dean was flushed and moaning, voice going higher, teeth gritted and the cord at his neck standing out as he fisted the comforter, fucking thin air.

“Like the cockring,” Castiel continued, doing his best to sound unaffected. Because even if his cock gave him away, he knew Dean enjoyed him being a little cold at times. Enjoyed, perhaps, the humiliation of being the only one who got that affected. “Handcuffs, and the clamps, perhaps?”

“Cas, I’m—” they were almost there, Dean’s voice reaching the level Castiel was greedily looking for today.

He slapped Dean’s hand away when he reached for his dick.

“Maybe the blindfold, hm? Or the ropes.” He bent over Dean slightly, letting his husband feel just how hard he was for him. Dean mewled and tried to rut up against Castiel, his legs flexing around Castiel’s hips. “Perhaps I should tie you up tightly, put you in the cage and then use the vibrator to milk you?”

Dean shook his head, tears of frustration forming at the corners of his eyes. “No, not the c—cage.”

“No?” Castiel cooed, his desire for Dean burning through him like wildfire. “You didn’t like that one, did you, sweetheart?”

It was cheating, of course, to talk to Dean like that, putting on a voice and using the endearments that he knew would get Dean there but God, Castiel was so tightly strung he couldn’t wait much longer. And like usual, Dean didn’t disappoint.

He turned his brilliantly green eyes on Castiel, lower lip trembling and dick twitching against Castiel’s cock.

“Please, Daddy, I wanna come.”

Castiel hummed and sat back, making Dean moan and arch, desperate to be closer. “Are you going to be my good girl and come with just the vibrator?”

Dean’s eyes widened. “No, no please Daddy, I c-can’t—” he cut himself off with a deep groan, head back against the pillow and ass clenching around the thin string, completely caught off guard when Castiel pushed the vibrator up a setting.

The vibrations were loud now and judging by how Dean started drooling, body breaking out in sweats, no sound escaping him but his labored breathing, it was an intense feeling. Castiel watched with hooded eyes, his balls creeping higher, higher, the sharp edge approaching rapidly.

And then he lowered the setting and Dean relaxed with a big whoosh.

“I think you can, baby girl.”

Dean whined, writhing on the bed, bucking his ass down as if he wanted to grind against the vibrator. A little more of this and Castiel would come from the sight alone. He contemplated what it would feel if he actually thrusted into Dean right now, together with the vibrator. Certainly it would be glorious for him, but the thought of possibly hurting Dean made the choice to hold off easy. He couldn’t resist thumbing Dean’s twitching little hole, though, and it drove his husband to the brink.

“Please, please Daddy, I’m so close.”

“I know,” Castiel murmured, removing his hand and using it to jack himself off. “You look so sexy right now, sweetie.”

Dean was crying now, chanting “please, please” and Castiel could feel his own orgasm rush through him, making his nipples erect as goosebump spread over his body. With a new click, he upped the vibrations once again, sending Dean’s body into sensory overload. He spasmed, chewing air, and Castiel could see his dick expanding, swelling in that telling way.

The sudden and complete stop to the vibrations made Dean’s body lock up, seemingly warring with itself, caught at the edge but with all stimulation lost. He looked desperately at Castiel, body twitching, dick straining. A wheezing sound escaped when he tried to talk and Castiel felt pleasure burn through him, his cock pulsating warmly in his hand.

“Yes,” he grunted, orgasm pounding, pushing. “Come, baby.”

He flipped the switch on again and Dean jerked as if shocked by an electrical current. His whole body went taut, back arched, and he moaned a continuous string of nonsense, dick jerking but nothing coming out.

Castiel’s skin crawled, and he watched with coveting eyes as Dean had a dry orgasm, feeling pride and pleasure at the state he’d rendered his husband into. A sobbing mess, Dean was lying limp now, the only thing still taut were his dick and balls.

“Daddy,” he whimpered and pushed Castiel all the way off the edge.

He came with a deep groan, releasing all over Dean’s hard dick and making him whimper, squirm. As much as he wanted to ride the afterglow, he wanted to take care of Dean more, though it was with considerable effort he pulled himself together.

Switching the vibrator off, he took Dean’s dick in hand and started stroking him, using his own come as lube. Dean immediately surged for the contact, fucking up into Castiel’s hand, moaning.

“You did so good, baby girl,” Castiel murmured sweetly, speech a little slurred from his orgasm. “You were so sexy you made Daddy come first.”

“I’m sorry,” Dean whined, teeth gritted, dick once again swelling.

Castiel shushed him and spread out over him, coming close enough to kiss while still jerking Dean off. “You have nothing to apologize for, you’re absolutely amazing,” he kissed Dean’s open mouth and Dean pawed weakly at his chest. “I love you so much, you’re the best thing that’s ever happened to me.”

Dean opened his eyes, locking gazes with Castiel. “Cas—” he bit himself off when his orgasm interrupted him, washing over him like a tidal wave and making him moan and curl against Castiel.

Castiel smiled to himself, content with lying there and holding his wonderful husband, helping him through his orgasm and kissing him back to a lucid state after it was over.

“That was…” Dean sucked in a deep breath, still trying to get his bearing. “That was fucking intense.”

“Did you like it?”

Castiel’s heart fluttered with happiness when Dean nodded.

“A lot, it was fucking amazing. And you know what?” he smiled devilishly up at Castiel. “I like the thought of combining toys from the calendar.”

It wasn’t the first time they’d thought about it, of course, the women’s lingerie coming to mind, but Castiel was happy Dean had latched onto the idea.

“I agree, I think we can have a lot of fun with this.”

Dean hummed, kissing Castiel once. “The toys and, um, all the rest.”

Castiel’s chest swelled, too small to contain all his emotions for Dean. He had never been happier that he’d suggested the calendar then when he realized that it wouldn’t just open up for some fun romps in bed, but also invited Dean to be honest with himself and Castiel. To be his true self in every sense, and to want Castiel to be the same, to accept him as well.

They had been happily married for years and Castiel hadn’t felt as if anything was lacking in neither their marriage nor their sex, but even so he was now feeling as if a spark had been renewed and he was happy to be exploring everything with Dean, both in and out of bed.

“I agree,” he said sweetly. “I can’t wait for the future.”

That made Dean chuckle, not one to indulge in what he called chick-flick moments, but he looked happier than Castiel had ever seen him and when Castiel kissed him, Dean kissed back just as fiercely.

Chapter Text

For the last day of the calendar, on the morning of Christmas Day, Dean opened the heaviest box only to find a book titled “Kama Sutra for beginners”, which featured an introduction to the teachings of Kama Sutra and tantric sex, as well as some beginner poses.

It made him chuckle and he smiled when he handed it to Cas who immediately started flipping through it like the dork he was.

“That was a fun way to end the calendar,” he said, looking at the pictures in the book. “Here are toys and now we move on to positions, kinda?”

“Yeah,” Cas said, pausing at one picture, running his fingers over it. “This could be fun.”

Dean didn’t know if he meant the book in general or that specific position, but a tingle ran down his spine either way and he shifted on the couch, rubbing a little against Cas’ side.

“Now that I’m seeing this book, I’m getting an idea of what I want for tonight, though.”

Cas closed the book, turning to look at Dean. “Tell me.”

Dean grinned, pleased. “I was thinking that unless we buy more, we’re not getting more toys now, right? The calendar is over.” He took Cas’ hand, playing with his fingers when his husband nodded slowly. “So why not use this last day to revisit some of our favorites?”

Cas hummed, clearly intrigued. “Like a highlight reel?”

“Yeah,” Dean said, already feeling his body heat up. “Like, not a specific number, but a few of the ones we liked the best, like we’ve talked about before. I’ll pick some to use on you and myself, and you do the same.”

“Yes,” Cas nodded. “I like that idea very much.” He reached to put the book on the coffee table. “We’ve got the rest of our lives to test positions, let’s play with the toys tonight.”

And so that was how they found themselves in their bedroom, on their bed, Dean riding Cas for all he was worth. Cas was chained to the headboard with the handcuffs, looking positively feral in the collar and with the Ene in his ass, rubbing his prostate relentlessly, driving him up the walls with pleasure.

Meanwhile, Dean was straddling Cas’ crotch, seated on his rock hard cock, clad in the stockings and lace panties, the panties pulled to the side to allow Cas room, and Dean’s own dick too big to be kept completely inside, tenting the thin material of the panties. His dick was red and leaking, so fucking hard, but strangled by the cockring Cas had rolled on him, the chain on the nipple clamps Dean had put on himself jingling with his every movement.

He had one hand on Cas’ stomach, keeping him steady as he fucked himself on Cas’ cock with slow and surprisingly measured movements, stroking his dick with his other hand, sorely tempted to pull on the chain but insofar satisfied enough with the pressure the clamps put on his nipples. Pleasure was radiating out from them, spreading like starbursts, and he was panting, chills going down his spine as pleasure washed over him in waves, making his whole groin burn.

“You look so beautiful,” Cas snarled, his inner beast shining through and making Dean keen for him, back arching as he rocked hard on Cas’ cock.

“You keep saying that,” he mumbled, voice breathy.

“You think it becomes less true the more I say it?” Cas growled, the low timbre of his voice betraying his arousal and making Dean’s whole body tremble, all strength seeping out of him.

“Cas…”

“It doesn’t,” and the way he spoke made Dean want to believe him. “I’m getting more and more attracted to you every day, Dean Winchester.”

Dean whimpered, furiously jerking his dick, so fucking close to coming and enjoying being kept at the edge by the cockring.

The whole bed rocked when Cas tugged at the handcuffs, clearly frustrated and Dean watched with hooded eyes, feeling pleasure so sharp it cut through his very being, the fantasy of Cas ripping free overwhelming him. The collar was tight around Cas’ sweaty neck, too tight for Dean’s liking but Cas got so fucking aroused by the squeeze and that was all Dean needed to know to fasten the collar beyond what he thought would be comfortable. They’d left the leash off, but the metal ring was still there, glinting, and Dean reached for it now, transfixed.

He pulled on it, lifting Cas just the barest inch, making him flash his incisors at him, almost as if he really was a beast.

“Tell me more,” Dean rasped, words clipped and choppy, his arousal choking him, and the way Cas’ cock pushed inside him robbing him of his breath. “I’m gonna fucking come on you, tell me more what you like about me.”

“The way you take me,” Cas’ answer was so immediate it made arousal shoot through Dean, and he let go of the collar, leaning back, stroking his dick with quick flicks of his wrist, ass clenching around Cas’ cock. “The way you allow me to have you. The way you want me.”

“Allow you…” Dean mewled, physically forcing himself to keep his eyes open, meeting Cas’ fierce gaze.

“Your face, your body, your supple legs and tight little butt,” Cas was clearly working himself up, fucking up into Dean best he could in this position, hands white-knuckled around the bars in the headboard. “Your intelligence, your humor.”

Dean felt his orgasm rush through him, Cas’ praise making him weak. “Enough…” he pushed out, using one hand to pull off the clamps.

Pleasure exploded inside him, and he doubled over, ass clenching down on Cas’ cock, dick aching.

“The list is endless,” Cas grunted, clearly close to coming as well, his cock throbbing hotly in Dean’s ass. “You’re my man, Dean.”

“I’m gonna—I’m gonna—”

The panties were cutting in against his hips, the stockings making his legs slide against Cas’ body so that he lost his purchase. His nipples were throbbing dully, pleasurable pain radiating from them and fuck, he was gonna come, would come immediately if he could just get the fucking cockring off but he would come either way, the pressure of Cas’ hot cock inside him, against his prostate, too much for his body to handle.

“Dean,” Cas growled suddenly, making Dean’s skin crawl with desire. “I’m at my limit.”

“Oh fuck, I—”

His fingers slipped on the cockring, his body overwhelmed, and fucking shit he was coming right now, the stimulation too much, especially with Cas looking at him with his stupidly handsome face, all flushed from his own arousal. Arousal brought on because of Dean, because he fucking loved Dean and thought he was sexy, and-and—

A cry of relief ripped out of Dean when he got the tight cockring off himself, his dick stiffening that impossible fraction more, and then he was stroking himself to completion, coming all over Cas’ stomach and chest, ass squeezing rhythmically around Cas’ cock.

Cas grunted so sharply it had to fucking hurt his throat, his whole body bucking, curving in on itself, arms tugging on the handcuffs as he came deep inside Dean’s greedy body, painting his insides with hot, sticky release.

Dean moaned, pleasure cresting at the feeling of Cas coming inside him, his senses somehow heightened, body seeming more sensitive to Cas now, more in tune to his husband’s arousal and desires.

He remained sitting on top of Cas even after they’d body finished, relishing their afterglows together, eyes meeting and similar soft smiles playing on their lips. And Dean had no fucking doubt whatsoever that Cas was feeling something similar to what he was feeling, which, of course, made it all that much better.

Eventually Dean couldn’t keep away any longer and he dipped low, cradling Cas’ face with his clean hand and kissing him lovingly, heart fluttering when Cas deepened the kiss immediately, claiming him. It made Dean calm and aroused at the same time, pleasure simmering just under the surface even though he’d just come hard enough for his balls to feel wrung out.

“Merry Christmas,” Dean mumbled when he pulled out of the kiss, voice low and sweet, a thrill going through him when Cas smiled widely.

“Merry Christmas, my darling.”

The sweet moment was interrupted when Dean’s phone chimed with an incoming text, reminding them both that they were meeting their families for Christmas dinner this afternoon, and they untangled with only minimal regret. They did, after all, have the rest of their life together and that sweet-ass Kama Sutra book to look forward to, plus a lot of new things to buy and experience together. Dean couldn’t fucking wait.