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Stiles spends the next week too terrified to log back into the cam site, afraid of what messages might be waiting from who he now knows is the newest deputy at the station. He also spends too many waking minutes worried that the deputy is going to say something to his dad or somehow reveal it all to the man - even if logically he knows that wouldn't go well for the deputy either.
Dinner had been an absolute mess that night, Stiles stammering and dropping things and just doing everything he could to get it over with and get Derek Hale out of his house. His dad had merely shook his head at every mishap and laughed. Derek had taken every opportunity he could to smirk at Stiles and it had only served to wind him up tighter. He was practically jumping out of his skin by the time the new deputy left. And of course his dad didn't miss a second before he started in on the teasing about Stiles and his new crush. The thing is, he definitely would've been crushing if he hadn't recognized Derek's voice. Instead there were sparks of interest but they'd been overshadowed by the fear of his secret getting out.
But it's been a week and nothing has happened. Nobody has jumped out of the shadows to accuse him, his dad is acting the same as he always has, and he's at the point where he's starting to think that he misheard and maybe Derek just sounds like the guy from the cam site. He musters up a little courage Saturday after his dad leaves for his first overnight shift in awhile, logging onto the site and only finding one message waiting on him, sent from the day after his last show.
cockycopper: just checking in to see if you thought about my request. let me know, I'll wait to hear back either way.
True to his word, there wasn't another message and Stiles relaxed a little more. It most definitely couldn't have been Derek if the guy sent him that message. After all, the deputy knows where he lives and how to reach him, all his dad's officers do just in case. Stiles breathes a little easier and lets his mind drift back to the last show he put on. His cock starts to thicken in his shorts as he remembers Max licking the peanut butter from his hole, remembers fingering himself and then feeling his dog jump up onto him, remembers how it felt to be fucked for the very first time and knotted. To get off in front of adoring strangers as he let his dog take his virginity. He's just thinking about maybe touching himself when he sees cockycopper's username light up as online, and he's typing before he can really think about it.
youngnfun: if you're still interested in a private show, I think I want to. What were you thinking you wanted to see?
The message is barely sent when the dots pop up to indicate cocky is typing out a response.
cockycopper: I thought you were going to turn me down, kinda surprised that isn't the case.
cockycopper: and there are so many things I want to see. How much time will you have? And how much for the private show?
Stiles bites his lip, thinking. He's not really sure what a private show should cost, and it's not like he can base it on what cocky spent before. It was a lot of money but that was to get fucked for the first time. He's not a virgin anymore so he isn't sure if the guy will pay the same kind of money. He's still thinking when the dots appear again.
cockycopper: if you're not sure about doing this, it's okay.
youngnfun: no, I'm sure. I just don't know what to charge…
cockycopper: ah, I see. How about I tell you what I want and you tell me how much and we go from there?
youngnfun: okay, yeah, that would help. Depending I could maybe even do it tonight.
The dots reappear and Stiles can't help but be a bit nervous as the time goes on longer than a quick answer calls for. To stop his nerves from getting the better of him, he runs downstairs to grab himself a soda, being quick about it. When he gets back the dots are still going but just as he's about to find something else to do for distraction, the message comes through.
cockycopper: I liked watching you make out with Max, so I'd like to see more of that to start. Maybe you touching yourself a little while he licks into your mouth. Definitely get that peanut butter back too, but this time smear some on your nipples. I bet you'd enjoy the way his tongue feels on them as he laps it up. And in your tight little hole again, it was definitely hot to see you get your first rimming with his sloppy tongue. But I'd also like to see you return the favor. I've seen you lick your lips during your shows and imagined how nice your tongue would look disappearing inside an asshole. I want to see you make out with his furry pucker for me and tell me what you think. You'd have to make it nice and sloppy too because I want to see you slip your slim little fingers up inside him, get him loose and open so you can fuck him. You haven't done that yet and I want to see you get your dick wet for the first time. You probably won't last long but it'll be okay, when you're done you can suck your come from his hole and then share it with him before you let him knot you again. And when he does, I want to see you finger his come out of yourself and eat some of it. How does all that sound baby boy?
Stiles feels flushed from head to toe by the time he finishes reading the message. His cock is hard and straining in his shorts. He's never thought about half the things cocky has just asked him to do but he can't say he isn't curious - especially not with the way his body feels. His hands are shaking a little when he reaches for his keyboard to reply.
youngnfun: that's um, it's a lot of things I hadn't really thought about before.
cockycopper: is that a no?
youngnfun: no
youngnfun: I mean, it's not a no. It's an I don't know.
cockycopper: you can think about it. We don't have to do it tonight.
youngnfun: I'm not sure when I'll have this much time again…
cockycopper: what's making you hesitate? Is it giving Max a rimjob? I'll admit, I'd really like to see everything, but if you don't want to, I'd still be happy just to see you do what you did in the last public show.
Stiles hesitates again because he knows he won't be able to ask the same kind of money as the last time if that's all he's doing. Which reminds him that cocky has wanted him to have a better camera which is something he still doesn't have. He doesn't want to bring it up but he can't help himself.
youngnfun: I forgot to mention, but you'd brought up a better camera when you first asked and I don't have one of those yet.
cockycopper: I figured since I haven't bought you one like I offered to. Don't worry about it. I'm sure it'll be fine. Are you thinking about it then?
youngnfun: yeah
youngnfun: how about $1500 if I at least try to do all that and more if I actually can get through it? I'm not really sure about licking Max's butt. It's not like he washes it and I've never put my tongue anywhere like that.
cockycopper: sounds like a fair deal. I can send half up front if you want to make the private room and invite me in and then get everything you need set up?
youngnfun: okay sounds great
Stiles still feels apprehensive but cocky hadn't lied before about promised money so Stiles sets up the room and invites him into it before heading down to grab the peanut butter and Max and to make sure the doors are all locked up. He hears the chime of cocky entering the private room as he steps out the door, and the louder ca-ching of a tip being sent before he's even made it to the stairs. His cock is rubbing against the inside of his shorts and he feels keyed up already as he grabs the peanut butter. He doesn't even have to call for Max, the dog finding him the second the cabinet has opened. He ruffles Max's head before climbing back up the stairs. A quick glance shows him the tip is the agreed on $750 and cockycopper is waiting, mic on.
Stiles tosses the peanut butter jar onto his bed and strips down quickly before he flips the camera on. He still feels flushed and he can see it reflected in the image that appears on his screen as the video starts up.
"You seemed hesitant but it looks like at least one part of you was interested in my ideas." The voice is huskier than last time, still soft but filled with desire even more than before. It makes Stiles hesitate again because it really is uncanny how similar the voice sounds to Derek's.
"I did say I was curious." Stiles can't help but feel a little embarrassed at the way his cock is bobbing as he steps back towards the bed, Max's fur brushing against his body.
"That you did. Why don't you climb on up and take Max with you. No reason not to get started." Stiles thinks he blushes harder but he does as directed, hopping up on the bed and turning sideways before he calls Max to him. He pets the sides of the dog's face before he kisses the tip of his nose. When Max starts to lick his face, Stiles opens his mouth, using his hands to help keep Max's tongue angled to dip inside it.
"Yeah, just like that. Why don't you drop the hand closest to the camera, let me see you making out with your boyfriend." Stiles makes a bit of a strangled sound at that and hears a dark chuckle come from the computer. "Aw come on, don't worry. I won't tell. That's what he acts like with you. Look at how much he adores you. Dotes on you. Just like a boyfriend would. Go on, let me see him tongue fuck your mouth. Drop that leg down too, wanna see you touching your cock while you make out."
Stiles feels beet red but as embarrassed as having Max called his boyfriend is making him feel, he can't help but be turned on too. It's hot, knowing cocky is the only one watching him right now. That he's paying just to see this. He can call Max his boyfriend for the amount of money he's already spent just to watch this.
It's quiet for several long minutes, the only sounds coming from Stiles' hand on his cock and the slick sloppy sound of Max's tongue in his mouth. Stiles almost forgets he's live when cocky finally speaks again.
"God you're so hot baby. I think it's time to try something new." Stiles pulls back from Max and looks over to the screen, despite knowing he won't see cocky looking back. He can see how disheveled he looks though, a thin sheen of sweat glistening on his skin, his mouth red and almost swollen looking already, chin slimey with dog drool and his own spit. "Look at you, damn. Grab that peanut butter, give those nipples of yours a nice good coating."
Stiles urges Max to the floor, the dog's tail swishing when the jar gets opened. Stiles coats his finger before rubbing over his nipples in turn. Before he can close the jar, cocky is speaking again.
"Add a bit more baby, pinch them a little while you do. You don't have to hurt yourself but it'll feel good if they're already peaked and sensitive. Let me see you." Stiles can't hold in the little moan and shudder when he coats his fingers again and then pinches at his nipples, twisting and pulling a little when the pinch feels good. He gets an echo of a moan from cocky so he keeps it up for another minute, increasing the pressure even when it does start to hurt a little. He lets off then and offers his fingers to Max, letting him lick the excess away before Stiles is standing and moving closer to the computer and its camera. He drags his computer chair over and sits sideways, his chest framed nicely in the screen before he lets Max get close to him.
The dog's weight is heavy when his front paws land on Stiles' thighs so he can get his muzzle up to start licking at the peanut butter coated nipples, and Stiles can't help but gasp at the first rasp of a rough tongue over his now highly sensitive nubs. He can feel himself arching into it, wishing Max could suck on them with how good it's feeling.
"Mmm, I wish he could too. Or that I could. You look like you're really enjoying that." Stiles blushes again when he realizes he'd said that out loud. And then he feels his cock twitch when he processes what cocky just said about wishing he was able to suck on Stiles' nipples himself.
"Me too." It's mumbled and he doesn't really think about it as he says it, just thinks having anyone to suck on them would feel fantastic right about now. He thinks cocky makes a sound at that, but he's not really sure with how loud the dog's tongue is and how good it all feels. He's starting to have trouble thinking, his body having been keyed up for so long now. The peanut butter feels nearly gone though, and Max starts to slow his ministrations but cocky is there to keep Stiles from forgetting what he's doing.
"I think it's time to get him to eat that pretty little tight hole of yours. Back on the bed, baby. Get yourself nice and coated and then put your hole at the edge for him again so I can see." Stiles makes some sound of agreement and then he's moving back up, telling Max to stay while he fingers himself with more of the peanut butter and then hanging his ass off the edge of the bed, lifting his legs up to give Max access to start licking. His eyes close involuntarily and his breathing goes harsh in his ears, fighting for the loudest sound in the room next to Max's sloppy licking. Stiles' brain gets even more foggy, involuntary moans and groans coming out of his mouth as that rough tongue tries to dig into his ass to get all of the peanut butter.
"Use your fingers baby boy, open that hole up for him." Stiles flushes as he plants his feet and reaches down, doing his best to push two fingers back inside himself around Max's tongue, trembling as he spreads them and feels it flicker inside him just a bit. "That's it, you look so good trying to get his doggy tongue up your needy little hole. Use your other hand to play with your nipples, remember how much you liked that?"
Stiles maybe mumbles out an mhmm as he nods, fingers of his free hand snaking up to tweak his nipples and his body rocking down, trying to get Max's tongue deeper inside his hole. He thinks he's talking too, saying something to Max about being a good boy, but his hearing is futzing out on him too, his body a live wire of pleasure.
"Bet you could come just from having that pretty little hole of yours eaten out. You look close already." Stiles nods a bit as he registers the words coming from the computer, manages to blink his eyes open and look at the screen, gasping when he sees how slutty he looks, flushed with his nipples getting puffy and his hole red from Max's tongue and fur, his own cock dark red and wet at the tip. "I could watch this all day but I think you need a break baby, don't want you to come yet. Why don't you cool down a little, get Max back up with you to kiss."
Stiles feels so good he doesn't want to stop, but cocky is paying for the show so he reluctantly pulls his fingers free, letting Max lick them clean before he's scooting back and sitting up again, calling the dog back onto the bed with him. Max licks at his face right away and Stiles is quick to open his mouth, letting his tongue slide along Max's, still feeling keyed up but not nearly as close to the edge.
"I don't think I could ever get tired of watching you make out with him. Why don't you pet down his belly while you kiss him, feel his sheath and balls a little bit." Stiles doesn't have a problem following that request, shifting so he's better able to reach down Max's body, petting at his belly before sliding his hand over the firm sheath, feeling how hard it is, a little wet at the top. He dances his fingers down and back, feeling the different textures in Max's fur before he's cupping the dog's balls, round and bigger than normal. "Yeah, that's it, see how hot your boyfriend is for you already baby? He's making lots of come just for you. Now slide your fingers back a little more, give his pucker a feel."
Stiles feels himself blush even as he does as asked, leaning forward more to slip his fingers behind and up, brushing over Max's hole and feeling it clench. Max doesn't pull away though and Stiles takes that as a good sign. He can't help but rub over it again, noting that it feels similar yet oh so different to his own hole.
"Mm, I think it's time to get him turned around, I want to see you touching his hole." Stiles pulls back and bites his lip, thinking. He glances around and sees one of Max's treat toys on the floor and snatches it up before grabbing the peanut butter again and digging some out to shove into the toy. Once it's ready he gets on the bed behind the dog, facing his screen and calls Max again.
”Lay down Max." His voice is firm and the dog happily complies, eyes focused on the toy, tail swishing over the edge of the bed. Stiles braces the toy between Max's paws and tells him to stay before letting him at it, slipping off the side of the bed to come around. He glances at the computer screen and angles his body so he's close to Max's butt but not blocking it, and then he lifts the dog's tail.
"Smart idea baby, now show me how you were touching him." Stiles reaches out a slightly shaky hand and brushes his fingers over Max's picker again, watching it clench and relax this time instead of only feeling it. The dog stops digging in his toy for a second to glance behind him but goes back to it again, even as Stiles brushes his fingers over the hole again. "Look how much he trusts you. Why don't you lean forward and give it a kiss for me?"
Stiles feels more nervous than he did when he let Max take his virginity, but he swallows and tilts forward, trying to keep his face sideways enough that cocky can see what's happening. He licks his lips before pressing them to the dog's ass, feeling the strange texture against them. He hears a groan from the computer and so he does it again and again, brushing and rubbing his lips over the dog's pucker. He's still got his mouth right there when he darts his tongue out to rewet his lips, and it brushes over Max's hole. Stiles doesn't stop the slight hum he lets out as it does, realizing that it feels kinda neat on his tongue and doesn't taste as bad as he'd feared. He hears cocky let out a muffled 'fuck' when it happens and he can't help but turn his face towards the screen and wink, smiling a bit.
"Smug now baby? Go on and give Max's ass a nice long lick for me, nice and slow." Stiles feels desired as he hears the husk in cocky's voice and tilts his head, letting his tongue hang over his bottom lip before bringing it up to Max, dragging it slowly up the short fur and over the puckered skin before ending at the base of the dog's tail. He can feel tiny furs sticking to his tongue but he doesn't care when cocky lets out another groan. He does it again, curling the tip of his tongue as he passes over Max's hole.
"Like that?" He pulls back and looks at the computer, seeing even more tiny strands of fur stuck around his lips and chin.
"Oh yes, you have no idea. Can you shift him a little? I want to see you really make out with your boyfriend's ass." Stiles blushes but wraps his hands around Max's haunches, doing his best to shift the dog just enough that the camera is picking him up at an angle. Then he's leaning forward and licking purposefully right over Max's hole, flicking his tongue against it over and over to the sound of cocky groaning softly. "Such a good boy for me. Let Max know how much you like it baby, get his hole nice and sloppy. Lick inside him for me."
Stiles' brain is starting to do the foggy thing again as he listens to cocky and keeps lapping at Max, he can feel his cock twitching and dripping and it feels like nothing at all to let Max's tail drop from his grip and over his shoulder as he frees his hand to stroke the dog's haunches before tilting his face and pushing his tongue right against the center of Max's pucker. There's a little resistance but then Max must relax as Stiles scratches his side, because suddenly the dog's hole is opening around his tongue and it's slipping inside. It's hotter instantly, and kind of moist and weird feeling. And it definitely does not taste as mild as the outside had. He can feel his lips spread to practically cover Max's hole and he's about to pull back when he hears cocky swear loudly.
"Fuck baby, look at you. This is the hottest thing I've ever seen in my whole life. Look at what a sexy boy you are, licking up your dog's asshole. Go ahead and kiss it, wiggle that tongue in, give him a little suck." Stiles feels like he's blushing furiously but his cock is leaking steadily as he listens to how turned on cocky is, and despite the unfamiliar and slightly bitter taste, he wants to do what's being asked of him. He moans a little as he wiggles his tongue inside Max's ass, sucking gently as he pulls his face back a little, stretching his tongue out further to keep the tip in and letting the camera pick up the way he slowly begins to push it back in. "Yeah, that's it. Tongue fuck his dog hole slow for me."
Stiles' hearing fuzzes out a little at the deep want in cocky's voice and he keeps it up, making out with Max's ass syrupy slow, making sure to twist and tilt his face so there's a good angle as his tongue slides in and out. He feels lost in the haze of this slow pleasure, Max's tail occasionally sweeping across his shoulders, the dog seeming to push back into his face whenever he pulls back a little. The fur is making his skin tingle, his jaw starting to get slightly sore but not enough that he wants to stop. He's got one hand on his own cock, idly playing with it and the wetness it's steadily leaking, but he's in no rush to get off. He's so lost in it all that he doesn't hear the quiet snick of the back door opening and closing or the sound of boots on the stairs. He doesn't really hear anything aside from the wet squelching noises of his own tongue breaching the dog over and over until suddenly cocky is speaking again, startling him badly for how loud and clear it is.
"Look at you, a born ass eater. I don't know whether I want your tongue on me or if I want to just keep watching you eat out your dog. It's so dirty but so hot." Stiles' heart is thundering in his chest when he pulls his face back and looks to where the voice came from - not to the computer but to his bedroom doorway. He can feel his mouth opening and closing as he stares and stares at the man standing there. He's in tight jeans and an even tighter shirt, but his cock is out, being stroked softly by his own hand, and his eyes are glued to Stiles. His other hand holds a cell phone, pointed up in the direction of the bed. Stiles can't help but flick his gaze from the man to the computer and then back. He'd all but convinced himself he had been mistaken but the proof is clear in front of him, his dad's newest deputy is cockycopper from his cam site.
"What…how…I…" Stiles can't seem to form a full sentence, can't make his brain settle on a question, but cocky only smiles at him, stepping into the room. He steps sideways and settles his phone up against the computer monitor, facing the bed just like the webcam is, and then moves closer to Stiles. He reaches out with his now free hand, fingertips brushing Stiles' swollen and spit slick lips.
"I couldn't help myself. It was too hot baby, I had to see it in person. Had to be able to hear you better, see it up close. Are you upset?" Derek's looking at him with his own head tipped sideways, eyes partially hidden by his lashes, and his other hand still stroking his cock. Stiles thinks he should be scared. Should be doing something to shut this down right now somehow. But he can see the want in Derek's gaze, can feel it in the way he's tracing Stiles' lips with his fingers over and over. Instead of doing any of the things he probably should do, he finds himself leaning into that touch, letting it guide his face back to Max's hole. He can feel Derek's fingers sweeping over Max's hole, feeling at where his tongue is once again breaching the dog. He can't help but make it sloppier now, sucking lewdly at Max's ass, slurping his tongue in and out, letting his mouth pool saliva and drool it out.
"Fuck, you're perfect. I knew you'd look good like this, knew you'd love tonguing your dog's ass. So glad you agreed baby. Come on, shift around, lemme see your pretty pucker." Stiles let's Derek help him up onto his knees, doing his best to keep his mouth on Max. He shivers when he feels those big hands cupping his cheeks, spreading him open. His hole feels sensitive still from when Max was licking it, and he can't help the way his hips jerk back when Derek brushes a finger over it. "Can I taste you? Please say I can?"
"Please," Stiles' voice is muffled, barely pulling his tongue out of Max to answer, but tilting his hips to push his hole back. Derek doesn't waste any time, dropping down and delving in. His tongue is hot and wet as it flicks over Stiles' hole, more firm than Max's was as it pushes inside him. He can't help but cry out when Derek sets up a punishing pace, alternating hard pushes in and out of his hole with deep sucks on it. He's leaking somehow more than before and then there's a finger pushing against him, slipping in and twisting, pressing against his insides. It's so much thicker than his own, though not as big as Max's cock was. He's rocking back onto it and opening easily for a second within minutes, his face rocking hard against the dog's ass. He can feel it as Derek trails kisses up his back, only stopping when his mouth is against Stiles' ear.
"Wanna fuck you while you fuck Max. Can we do that, baby?" Derek reached down as he was speaking and threaded his fingers with Stiles'. Now he's dragging their hands up the back of Max's leg, curling their fingers down together all except the pointer on each of their hands. He brings them up together to push between Stiles' mouth and Max's hole. "You should get our fingers nice and wet, baby. Gonna show you how good he feels on the inside."
Stiles opens his mouth when Derek turns their fingers towards it, dutifully taking them in and sucking on them, letting spit puddle in his mouth and over the digits. He pulls back a little to watch when Derek deems them ready, seeing how their fingers glisten in the light from his saliva. Derek helps rub Stiles' index finger over Max's pucker, the hole looking soft and wet from how long Stiles had been sucking on it.
"Push in slowly baby, see how much he likes it." Stiles feels in awe as he presses against the center of Max's hole, his finger slipping in easily all the way to the knuckle, the dog pulsing a little around him. It's hotter inside than he is, wet and soft and amazing feeling. He lets Derek move his hand back and forth, fucking Stiles' finger in and out of the dog several times before he pulls it all the way out, lining his up alongside and then encouraging Stiles to move his hand with Derek's. They go slow, watching Max's hole bloom open around their fingers, the fit more snug than before but not so much they can't get in together. Stiles grips Derek's hand with the rest of his fingers, taking control of their movements as he slowly finger fucks his dog. He's not surprised when he feels a wet finger petting over his own ass, pressure pushing against the middle of his pucker and then backing off before pressing again.
"Do it, wanna feel you inside me." Stiles sounds wrecked even to his own ears. His voice is breathy and high and shakes on every word but he means it and he knows Derek can tell when that pressure against his pucker gets firmer and firmer until Derek's thick finger is breaching him. He can't hold back the moan or the way he leans back, his small body against Derek's larger one, head tipped up against Derek's shoulder. He feels so small, his body completely surrounded by Derek's larger frame, and he loves it. His legs spread further as he rocks back onto Derek's fingers, almost forgetting about his own in Max's ass until the dog's hole pulses around him.
Derek's finger brushes against his insides in just the right way and Stiles shudders, moaning. It's followed by a whimper when Derek withdraws his finger but it's not gone for long, coming back wetter and being joined quickly by a second and third. It's a tight fit, making Stiles stretch almost as much as he had when Max's knot was in him, but the stretch extends deeper inside than the knot did. It's a lot and he's been keyed up for so long that it's sending him back into the fuzzy zone, he barely notices when Derek drizzles lube over his fingers, gripping them to help him add another to Max's hole.
"Gotta get inside you baby, come on, let's get you up." Derek's voice has gone lower and darker and Stiles nods as he lets Derek manhandle him around, helping to get Max settled so he's laying on his back and Stiles is able to lean over him. He lets Derek take control, holding his cock and guiding his hips and he cannot contain the pleased shout when he breaches the dog's rim and slowly pushes inside. "Stay still baby, don't move yet. Lean down and give Max a kiss, let him know how good he's making you feel."
Stiles nods and shifts his body, sliding in a little deeper as he leans over the dog, licking at his muzzle until Max opens up, tongue lolling out. He sweeps his tongue inside before sucking at the drool coming off Max's tongue, enjoying the groan of pleasure from behind him. He's getting lost in the kisses when he feels a thicker, blunter pressure against his hole.
"Relax, baby. Let me in." Stiles does his best to relax his ass, moaning at the heat of Derek's cock as he sheathes it inside of him. He lets Derek's hands shift him back until only the tip of his own cock is still inside the dog, feeling every bit of movement as Derek slides his cock out until he's in nearly the same position in Stiles' ass. "Good boy, now let me do the work."
Stiles can't stop the loud moan he lets out when Derek thrusts in hard, the movement forcing him back into Max. Derek's hands are steady on his hips as he draws them both back and then thrusts forward again and again and again. Stiles can't do anything but grip his comforter tight, moaning and drooling as Derek fucks into him and forces his body to fuck into Max's. And the dog seems to enjoy it if the happy licks he's swiping over Stiles' chin and mouth are anything to go by. It seems like forever and like no time at all before Stiles is whimpering and collapsing forward, barely able to hold himself up as he shakes and comes, emptying himself inside of Max. He can feel the wet tip of the dog's cock rubbing against his belly as they both pant. Derek groans as Stiles' ass tightens around him, fucking harder and faster but holding Stiles' hips in place until he's groaning too, grinding hard as he floods Stiles' hole with his come. They both remain still, panting, for a few minutes before Derek draws back, helping pull Stiles out of Max's hole but still staying buried inside him.
"You feel even better than I imagined, baby, such a good boy for me. Do you think you can do just a little more?" Stiles feels floaty, body riding the high of his orgasm, but he nods his head, not ready for this to be over. "Good boy, let's get Max cleaned up."
Derek helps Stiles bend at the waist, supporting his weight and tilting his face until his lips are brushing the dog's pucker. Stiles licks his lips, his body tingling with anticipation. Derek puts the slightest pressure on the back of his head and it's easy to let his tongue out, to run it over the dog's hole where his own come is starting to drip out. Derek's cock twitches inside him and Stiles would grin but he's too busy licking over Max's hole, pushing his tongue inside and feeling the way it forced his come out around it.
"Fuck. Suck on his hole baby, show me how much you like tasting yourself inside him." Stiles groans and rocks his hips back, feeling Derek twitch inside him again as he seals his mouth around Max's ass and sucks audibly. He works his tongue inside the dog, using it to draw more of his come into his own mouth, feeling it pulse around him and seeing Max's cock push further out of his sheath. "So dirty. Don't swallow."
Derek draws his cock free finally and Stiles feels open and empty, come trickling out of his hole. He's turned over gently and then Derek is slipping three fingers back into him and leaning down, eyes hungry as he licks at Stiles' lips. When there's a pressure against the seam, he opens up, groaning as Derek's mouth seals over his, his tongue delving inside and flicking around, the come gliding slickly between them. Derek hums in pleasure as they kiss, come sliding out between their lips and down Stiles' cheeks. Max must have been feeling left out because it isn't long at all before he's standing above them, hot tongue flicking at where their mouths meet, slurping up the come they're losing. Derek sucks hard at Stiles' tongue before lifting his face away from the kiss and Stiles' eyes open just in time to see him turning to Max, opening his mouth and letting the dog lick inside it, sharing Stiles' come with him. Stiles knew Derek and his other viewers had enjoyed seeing him with the dog but he didn't quite understand how hot just watching was until this moment. If he could get hard again this soon he definitely would be. When the come is mostly gone, Derek pulls back, smiling and thrusting his fingers in and out of Stiles a few times.
"Ready to give Max his reward for letting you fuck him?"
"What's his reward?"
"Your nice wet hole for his cock. Look at how hard he is for you, baby." Stiles follows Derek's gaze, can see Max's cock dripping out of its sheath, and he works to turn himself over without dislodging Derek's fingers, blushing at the chuckle Derek lets out at his eagerness. Derek helps him turn over though, keeping his fingers pressed tightly inside until Stiles is on his knees, ass high in the air and hips tilted up. Max is eager to enjoy him, tongue lapping at him around Derek's fingers. They stay snug inside him until Max moves over Stiles, his fur brushing over bare skin and his cock poking at Stiles' ass. Derek uses his free hand to help guide it, only pulling his fingers free when it's lined up.
The first thrust is hard but goes in easier than when Stiles let Max take his virginity, his hole looser for having had Derek's cock in it. He starts to slide over the bedding as Max begins to frantically fuck into him, but Derek is quick to shift around, holding Stiles' hips tight. When Stiles' twists to look over his shoulders he can see Derek snug up against Max, arms reaching around them both so he can keep hold of Stiles, and his cock twitches beneath him at the way they're positioned. He thinks he might like to watch Derek fuck Max next time, or maybe feel it as Derek fucks the dog while the dog is fucking him. And then he startles because he's already thinking of a next time when this was even supposed to happen this time. He's not upset it did though.
Before Stiles can think any further, he starts to feel an added pressure with each thrust inside his body and he knows it's the knot forming already. Max has been worked up even longer than Stiles has at this point so he does his best to turn and relax, pushing out every time he feels the bulb at his rim, forcing himself more open to accept it. Its only a few more thrusts before the next attempt to tug it back out is stopped by Stiles' body, his hips jolting at the force of the pull before Max pushes forward again, knot swelling the final bit and locking them together. Despite being fucked twice today, Stiles can still feel the twitches as Max's cock empties inside of him, flooding his belly with hot dog come. He can feel the bed shift as Derek moves around to their sides, no longer needing to hold Stiles' hips in place. His hand is petting Stiles' side, voice murmuring praise to both of them about what good boys they are and how proud he is of them.
Derek's hands are gentle and help against the worst of the tugging a few minutes later when Max is shifting to turn them ass to ass, and Stiles can't help but think how nice it is to have someone there with him this time. He's not expecting it when Derek leans over them, his tongue swiping at where they're connected. It feels strange and amazing to have it spreading spit and come around, to feel it pushing against where they're connected. He wishes he could see, wants to know what he looks like, spread open on a knot after taking his first human cock already.
"It looks amazing. Don't worry baby, I'll show you. I've been recording us. I couldn't help it." Stiles can't be mad about it, not when he's been selling himself on the cam site and any of his customers could've already been recording his shows. He rocks back into it when Derek's tongue goes back to pushing at his hole, clenching when his thick fingers pet and press next to his tongue around the knot. It's only a few minutes before Stiles can feel it shrinking, Max starting to tug at where they're joined, and less than a minute after he starts to pull that the knot is small enough to finally tug free. He clenches against the sudden emptiness but then Derek's mouth is on him, sucking at his hole, tongue pushing to get inside, and it feels so good he can feel his cock starting to get hard again.
Derek pulls back and pushes fingers inside of Stiles to keep him plugged as he leans up and over him. The fingers of his other hand brush against Stiles' cheek until he turns his head, seeing Derek's cheeks bulging and his lips shiny with come. He understands what Derek wants right away, tightening around the fingers inside him and turning as best he can so he's half laying on his back, face tipped up and mouth open. When Derek's mouth is just above his, Stiles drags his tongue over it, tasting the sharp flavor of Max's dog come. It's not the best thing he's tasted but he doesn't hate it and he lets himself relax as Derek opens his mouth, drooling the come he'd sucked from Stiles' ass into it. Stiles let's it collect until there's a good puddle, making a show of swishing it around before he swallows it and opens for more.
Derek groans above him and then opens his own mouth again, feeding the rest of what he'd collected to Stiles. When it's gone, he ducks down, helping shift Stiles' legs so they're spread around him and he's fully on his back, tilting his ass up so he can suck at it again, tongue delving as deep as he can force it, his fingers scooping the come out where they're still buried inside of Stiles. He comes back up with another mouthful, this one thicker, a mix of Max and Derek's come, and drips it from his mouth to Stiles' again. When he's swallowed this load down, Derek leans the rest of the way, sharing the rest of the mouthful with him in a hungry kiss. He shifts above Stiles after a minute, working his fingers inside Stiles' hole with the rest of the come and using his free hand to jerk Stiles' once again hard cock until he's whining and spurting out a few thin lines of come.
"Such a good boy for me, baby. Can I come in you again?" Derek punctuates the question by rubbing his cock head against Stiles' hole and all Stiles can do is nod. He expects Derek to push in and start fucking him, but he's surprised when he barely gets the head of his cock inside, using the fingers still wet with the mix of his and Max's come to jerk his length until he's moaning and pumping another round inside Stiles. Derek uses his fingers to push it deep, only brushing against Stiles' prostate once and shifting quickly away from it when Stiles whines and shakes his head, far beyond done with any kind of stimulation. He spends time carefully pushing it deep and deeper and then leans down to gently lap and suck at Stiles' rim and cleft until the only thing left is his own spit.
"I wish you could keep it in all the time, wish I could plug you up with my come." Derek's petting at Stiles' thighs, fingers occasionally brushing over his pucker, staring down with a reverent expression. After a few minutes, he sighs and shifts to grab his phone, tapping away at it while Stiles recovers beneath him. The loud sound of coins echoes in the otherwise quiet room.
"Derek, what-" Derek hushes Stiles before he can finish the question.
"A deal is a deal, baby. You did everything I asked and more. I promised that to you, and I'm a man of my promises. You earned it."
"But I don't want you to pay me. Does this, didn't this…" Stiles trails off, his voice growing smaller. Derek leans down over him, tossing his phone away and covering Stiles' young body with his own, putting their faces close together.
"Oh baby, it's not like that. This was just for the show, like we said. Not for anything else. Did you like it?" Stiles nods, still looking a little lost and Derek leans down to catch his mouth in a kiss, letting Stiles deepen it before he draws back. "I'm glad you liked it. I loved it, baby. I want to do this always.*
"Me too." Stiles blurts the words out before Derek can even finish his thought, making the man smile.
"Good. We'll have to be careful but we can make it work. And when we can't there's always your shows. But I'll do what I can to work around your father's schedule, make sure we get time together in person."
"Really, you want to do that? With me? Even though my dad…" Stiles trails off again, not wanting to say the rest, but Derek's just smiling and nodding.
"Oh baby, I absolutely want that. You're the only reason I'm here."
"Hmmm?" Stiles had begun kissing his way up Derek's jaw the second he said he wanted them to be together, but now he stops, brow furrowed. "What do you mean?"
"I was talking to several departments about open positions. But then I saw your picture on your dad's wall behind him and I knew this was where I had to go. I've been watching your videos since the beginning and knew you were the one for me. You're perfect, baby. Beautiful and sweet and kinky. Everything I could ever want. I didn't think I'd ever get this, but when I saw that photo I knew it was my chance."
It's disturbing, Stiles knows it is somewhere deep inside, that this man has been watching him for nearly a year, had discovered who he really was and moved to find him. He should be bothered by it. But clearly something is wrong in his brain because he likes it. Obviously something is wrong with him or he wouldn't be doing this, and especially not with his face and room so openly visible. Anyone could've found him. But Derek did and Stiles just doesn't care. Not if he gets to have him and still keep doing this. And he knows he'll be getting both. So instead of being creeped out or upset, Stiles just smiles and leans up, asking for kisses which Derek is only too happy to oblige. They still have plenty of time left in the night, after all.