Chapter Text
He had kept attending the parties. It wasn’t long before him and Mia were discussing getting him more involved. Obviously, she had been pushing for him to dom her. She had hoped the first night would convince him I suppose. Maybe she thought if he liked what he saw he would want to be the one pouring the wax. I mean he did try eventually, once, not that he enjoyed it much. But safe to say he did get more involved. Each time they attended he noticed more. More women in high boots, more forms of punishments and rewards, more types of submission and displays of dominance. More than anything he noticed more submissive men. He noticed he would watch and feel a sort of envy. He knew doming wasn’t his style but he had never really considered the fact that it didn’t have to be. Even in more vanilla encounters there always seemed to be this pressure to be the one calling the shots, the one in control.
He'd never really had an issue with dominant women, it was more just accepting he wasn’t what society might want him to be that he struggled to accept. He loved girls that were more assertive, who could speak their mind and put him in his place when they needed. If he had to guess it would probably be those traits that he saw in Camron that appealed to him. That mixed with the fact she kind of hated him. Though the reason that last bit appealed to him should probably be for him and some therapist to investigate.
He had to talk to Mia about it when he realised what he wanted. That was the hard part he supposed. The people pleaser in him just wanted to push through it and pretend he was whatever she wanted but realistically, he knew he couldn’t.
She hadn’t been thrilled. As it turns out doming wasn’t really her style either. It had been her idea to introduce him to one of Lilith’s dominatrix friends.
He recognised her immediately from that first night. Her long dark blond hair, her striking eyes. It had started out as the four of them. The two dominatrices had fun playing with them both, making them do various acts to each other, to themselves. Making them watch each other as their doms would beat or fuck the shit out of them. Even after things fell apart with Mia he still went searching for Annette. To be honest their last time seeing each other was not as long ago as he would like to admit. He really would never forgive Harvey for what he was putting her through.
-
The first night they met, properly met, it had ben Annette’s idea to find a more quiet corner of the room. She seemed to know he was nervous, no matter how well he tried to hide it. they were at the same booth he had been his first time coming there. It was weirdly comforting.
“Wow, he is pretty” Annette had said, facing Lilith
Chase couldn’t help but smile, a bit embarrassed “thanks”
“Does it look like I’m talking to you?” she snapped at him.
Chase startled, “no… sorry”
“Sorry what?” she retorted
He looked towards Mia, imagining what she would say. “Sorry mistress”. That sentence should not have stirred something. Sure, it was hot when Mia said it but he didn’t expect the words to feel so good on his lips.
Annette looked pleased with him at that. It was a good start.
The two of them had talked briefly over the phone when organising this, discussing what they wanted to happen, limits, safe words, etc. being the first time they had ever met face to face it was safe to say he was more than a little nervous. Already this woman knew more about his depraved little mind than even his closest friends did. Or Mia really.
“Both of you, strip” she commanded. he and Mia complied, though she seemed to be making more of a show of it than he was. He had to admit, he hadn’t been too sure what to wear. In all the times he’d been there, he’d always stayed fully clothed. For the most part at least. In the end he’d just settled for some black boxers. Simple but hopefully not unsexy. He was defiantly thinking too much into it now, as he started to strip down. if Mia’s performances were anything to go by, they wouldn’t be on for long anyway. They’d probably make him pose on all four’s nude or something, like they do with her. unless she was going in lingerie that is, Lilith always seemed more interested in her then. Was he supposed to wear that? No, probably not. Defiantly overthinking.
He stripped until the boxers were the only things left, unsure if he was meant to strip further or keep them on. Annette continued to look at him expectantly. Off, there coming off, he decided.
It was an odd feeling. Everyone in the room was naked, or at least partially clothed (maybe other than the gimps) and yet he still felt the most exposed. If only he was into latex.
Annett stood there, smirking at him, before moving forward into his space. she grabbed a handful of chase’s hair, pulling his head back. “You’re going to behave for me, aren’t you baby. You’re going to be a good boy” the question was more of a command. Chase had to fight of the urge to whimper.
“Yes mistress” he replied
“Bend over”
Chase didn’t hesitate. he went down on the floor, head down ass up, just as he had seen Mia do. She was manhandled down next to him a few seconds after, before continuing her usual routine with Lilith. He could hear Mia moaning next to him as the wax started to pour.
Before he could get too distracted, he was brought back by the sharp impact of a hand on his backside. He let out a small, pathetic noise he didn’t realise he could make. The soft sting of pain felt great. He stuck his ass out further, begging for more.
Impact play was defiantly something he had been wanting to try for a while. Before he even set foot in one of these parties really, if he’s being honest with himself. He’d had fantasies about it ever since his teen years. Corporal punishment was still allowed, and regularly used, in the private schools his dad paid so much for. While it did mainly leave him with an irrational fear of nuns, it also left him with some very conflicting late night wanking sessions into his adulthood. Que the catholic guilt I guess.
Chase swallowed, allowing himself into his head too much was never a good idea. Another strike hit him. This time the whimper broke through. Another hit, and again and again. he could feel himself growing harder. If only they were using a ruler.
The next smack had far more power to it than the last. It seemed Annette was only warming up. He couldn’t help but moan as the blows continued coming. His ass was burning but he kept it still, unlike Mia who seemed to delight in squirming and getting further punishment. But not chase. He wanted to be good. He was good. He continued to stay so until his eyes began to well, until his moans turned into yelps.
That’s when he felt a hand wandering up his thigh, groping is abused bottom. “You like this don’t you” he nodded in agreement “you like being my perfect little slut”. Chase felt a shiver down his spine. Her hand then travelled forward, grabbing his now leaking cock harshly. “Answer me whore.”
“Yes mistress, I enjoy being your slut” he paused “I enjoy you beating me.”
“Good boy” she responded, stroking him slowly. Torturously so. He couldn’t help but buck his hips, desperate for more friction. Suddenly he was pulled by his hair onto his knees. He wined from the pain in surprise. The combination just added to how turned on he was.
“Did I tell you to move”
“No mistress. Sorry mistress” chase pleaded, willing her to go back to stroking him. she didn’t release the grip on his hair. Instead, she turned him around to face Mia before throwing him back to the floor. Mia looked even worse for wear than he did. She was covered in wax like the last time, and just as blissed out. He suddenly felt a sharp pain on his ass again as Annette’s hand came down on him. He couldn’t help but let out another choked moan.
“Look at him” Annette commanded Mia this time. “Look at how pathetic he is.” she punctuated this point with another slap to his rear, harder than he’d received so far. He fought back the urge to curve his back, really present his ass to the dominatrix, though couldn’t stop the startled noise that escaped him. Maybe she was right. Maybe he was pathetic. Mia certainly thought so, even before they came here. He didn’t even want to guess what she thought of him now. He wasn’t sure he liked this part. He really was pathetic.
“Kiss each other” Lilith, it now seemed, commanded. He did as he was told. It felt weird, they never seemed to kiss during sex. To be honest the more he thought about it, they rarely kissed at all. This was passionate and intense. More so than there kisses ever usually were. Maybe she didn’t find him gross. If the way she was looking at him was anything to go by then maybe she was actually finding this as hot as he was. Maybe she liked seeing him get pushed around and dominated with her. But then maybe she was only dong what she was told, putting on a show for Lilith.
Mia moaned slightly into his mouth as Lilith started fingering her. That’s when he felt it. a soft slick finger circling his entrance. This was one of the many things they had discussed while on the phone. He had seen it a few times at these parties. Come to think of it he’d probably seen Annette do it a few times. While he wasn’t so sure he could match up to what some of the men here were getting pegged with he certainly wasn’t opposed to being fucked with a regular dildo. And it wasn’t like he hadn’t experimented a bit, letting the odd hand wander. But that was mainly when he was drunk at parties and now… kneeling here… exposed. He couldn’t help but feeling like a virgin all over again.
“Mia, why don’t you help him relax?” Annette suggested. He felt Mia’s hand creep forward, slowly stroking his dick. “Good girl” he heard Lilith praise. Now why did that make him jealous.
He didn’t have much time to think about it before the finger intruded. She pushed it forward slowly. He took a shaky breath as Mia started to tighten her grip on him, seemingly fighting off her own orgasm as Lilith brought the candle back. The dominatrix seemed to be motioning something in and out of her. He didn’t have much time watch. a sudden burst of lightning and pleasure ran through him. He jolted forwards, allowing a load moan to escape from his lips. He was rewarded with another slap to his already sore ass. He couldn’t help but wonder what state it would be in tomorrow.
“How many times will I need to remind you not to move”
“Sorry mistress, I just.. ah-“
She pushed into the sensitive area again, cutting him off. He was struggling to keep his composure. How was he this close already. She’d barely touched him. Chase pushed his head against the floor, begging for more. “You just nothing” she announced, striking him again. He moaned, louder now. More desperate.
“You will do what I tell you, you will take what I give you and you will say thank you for the privilege of having me touch you.” He moaned again. She inserted another finger.
“Is that clear?” she asked, fingers toying with his prostate, circling it, occasionally applying the pressure she knew he was so desperately craving.
“Yes mistress, please, let me make it up to you.” He begged as she started opening him up.
“You think you deserve my pussy? your gonna have to prove it.” she pulled out of him before kicking him, roughly, onto his side. Caught off guard, he let out a slight yelp as his hip had made contact with her boots. he couldn’t help but feel a little embarrassed with just how easy it was to knock him over.
He remembers her smirk as he looked up at her, all bewildered. The smug smile she’d met him with. The joy he should not have felt at the fact his pain seemed to turn her on. How hot it made him feel.
“On your back.” she commanded. He obeyed immediately, rolling to face the tall ceiling.
Lilith, seeming to catch on, forced Mia up, yanking he by her thong that was apparently interesting enough to leave on. She pushed her down onto chases face.
“Eat her out like a good bitch.” Annette teased. He didn’t hesitate. Mia let out small gasps and moans as he swirled his tongue around inside her, occasionally stopping to suck and lick at her clit. the faint taste of wax admittedly, making one of his favourite tasks a little less pleasant. Chase couldn’t help but imagine Annette in her place. That wasn’t good. Sure they’d been having problems lately but that isn’t an excuse to cheat. Or, whatever imagining someone else as you eat them out counts as. But Annette was stunning and confident. He wanted nothing more than to please her, to be her good boy. How could he do this to Mia, when she was the one who trusted him enough to introduce them?
As if realising he needed pulling out of his head again, Annette suddenly hoisted his legs up. He had been so distracted he hadn’t even noticed her attaching the strap on. She rested his legs on her shoulders. He wanted to look over, but more than that he wanted to be behave. He wanted her to tell him he was good, that he could do as he was told, and he hadn’t been told to stop. He kept eating Mia out, fingering her while inserting his tongue, rubbing at her clit with his thumb. He felt the dildo poking at his entrance. Annette started pushing forward. Pleasure and pain filled his hole and he whined into Mia’s pussy.
“So noisy” Annette teased.
Annette gave him a second to relax into it before beginning to move. Slowly sliding in and out. He should not have mourned the loss of the pain as he got broken in, but he did. he suddenly wanted more. Bigger, rougher. It’s not every day a man loses his anal virginity and chase wanted to be sure he remembered it in the days that followed. When did he become such a pain slut?
She continued to be agonisingly slow, occasionally brushing the dildo over his prostate. He found himself growing louder as she teased him, whining for more. The vibrations going up into Mia were making her legs start to shake, but this time she seemed intent on keeping it together. she wouldn’t be able to for long, not if chase had anything to do with it. he’d always been good with his mouth.
The more he focused on her then surely, the less he would be able to focus on his own growing frustration. the faster she came the faster Annette would realise how good at this he was, the sooner shed let him service her too. The faster she came the faster Annette would plough him and the better he would look in comparison when he managed to hold on. That twinge of jealousy was still there as it turned out. Was he competing? He certainly wanted to look better than Mia. Mia loved to misbehave, and she was known for orgasming without permission. Whatever it took to get the wax poured on her again. Chase wasn’t sure he would be able to last long once Annette really started, and he refused to be shown up by Mia of all people. It was taking everything in chase not to buck into the dildo, or not to reach down to his now neglected cock, start chasing his own satisfaction. So, he upped his mouth game.
Just as the temptation to move was growing unbearable the pace started to speed up. He let out a gargled attempt at a sigh in relief, followed as a symphony of moans as Annette started hammering against his prostate. Mia started growing louder too. he was making sure she was getting the full effect of his vibrations.
He vaguely heard something about her being close, that she couldn’t hold on much longer before she seemingly gave out completely. Chase had been with her long enough to recognise when she was having an orgasm, and this had been a big one. He didn’t have much time to be smug. Lilith pulled her off for her obvious punishment, again. Suddenly a rough hand gripped his neck. The thrusting had stopped and Annette pulled him upwards. She greeted him with a slap across his face, then another one. “Did I tell you to make her cum”
“I... I mean it was implied to-“ he was cut off with another harsh slap. He whimpered.
“Did I tell you to make her cum?”
Chase had to admit, he almost felt tricked. part of him wanted to argue. He had proved he deserved Annette, like he was asked to. Why was he being punished? Surely she couldn’t have known what he was up to, but mistress shouldn’t have to ask twice. He swallowed his pride.
“No mistress, sorry mistress”
“Now poor Mia’s over there being punished for what you did” chase turned to look at Mia. She didn’t look particularly upset over it. kind of the opposite really. She was in her element when she was being burned.
“Does that seem fair”
“No mistress” he mumbled, turning red with the embarrassment. Suddenly he felt the dildo buck into him with force. The pain resurfaced slightly, chase couldn’t help but let his head fall back, letting out a small moan.
“Maybe your just too talented for your own good. Is that it?” she mocked.
She pushed him down again, his back slamming into the floor before he could catch himself.
“Maybe it wasn’t your fault at all, you can’t help it”
She started thrusting into him with increasing speed. He rolled his head back in response.
“Maybe we should start sharing you around with some of the other girls here. Maybe some of the boys too. Really make the most of that pretty little mouth.”
Chase suddenly became aware then of the crowd that seemed to have surrounded them. The hungry looks being thrown his way. He felt the precum start to leak from him.
“you’d like that wouldn’t you, the chance to service as many people as you can satisfy. Becoming the club’s good little slut as we pass you around”
The thought turned him on more than it scared him. He looked into the crowd and imagined it. imagined what they would do to him. Basking in the fact that they wouldn’t dare touch him without Annette’s permission. Forgetting he had any sort of say. Forgetting his body wasn’t just hers to use and whore out to whoever she wanted.
Annette was targeting his prostate now, thrusting so hard it was moving his whole body. He felt his brain turn even more to mush. He loved the eyes on him. He made sure to give them a show.
His moans became more sultry, he stretched out his body even more, arching his back. Annette flipped him over, slapping his, now bruised, bottom.
“Whore” she teased. She pulled his legs apart with her own as she mounted him and continued her ruthless pace.
“You wouldn’t stop there though would you. You'd let them fuck you too. Really let them take their turn, all while withholding your own orgasm, like the obedient little boy you are. So desperate to please. You’d let anyone fuck you if they ask, wouldn’t you?”
Chase wined in agreement.
he felt her punishing his arse again, slapping every few thrusts until it was back to its red glow, on top of the purpling handprints. He felt tears start to prick in his eyes as she kept going. Before he knew it, he was sobbing. His floppy blond hair, which had fallen over his face, was sharply pulled back to expose him further to the crowd, pulling his head up with it. forcing him to look at them.
“you’d let them take you at the same time wouldn’t you, fill both your holes while leaving your little prick untouched. You'd get off on them not giving a shit about you”
Chase could only moan in response. He couldn’t deny it. mistress was right. He was a whore. He felt a knot start to appear in his stomach.
“Please…” is all he seemed to be able to get out. It sounded far more pathetic than he intended.
“Use your words slut”
Chase couldn’t help but let out a broken sob. “Please mistress, please can I cum.”
“beg”
Chase swore he could almost hear the smirk.
“Please let me cum mistress. I’m desperate. I’ve been good. Please”
She picked up the pace again, a cruel hand now reaching down circling his tip. It was taking everything in him not to let go. He let out another sob. It was a shame he was so pretty when he cried, or maybe she would have let him sooner.
“Please mistress. Ill fuck anyone you tell me to. I’ll let them use me, use my holes. Ill let them beat me, ill do anything you ask. Ill be your good little slut, just please let me cum”
The crowd seemed to like that one.
Desperation was pouring out of him. His cock was aching like nothing he’d ever experienced.
“Please mistress, please let me cum”
“Very good” she praised, hand now firmly on his dick and thrusting. Her spare hand bundled in his golden hair as she yanked him up once more, now onto his knees. To his surprise he could barely keep himself upright, leaning entirely on Annette to prop him up.
“Go on then pretty boy, cum for me”
Two more thrusts from Annette’s strap on and chase was hit with an orgasm more intense than anything he’d had before. His vision went white, his lower body started trembling and he felt himself letting out what almost sounded like a scream as he continued to cry. White liquid squirted outwards. chase found himself flopping forward onto the seaman covered floor as Annette let go. He grimaced at the wet feeling on his chest.
“Good boy” his mistress praised, tapping his ass teasingly, making him flinch. His heart still sawed at the words.
Annette helped him up onto the booth. Lilith, who seemed to have finished with Mia a fair while ago, came over with a cloth for him to be wiped down with. He was grateful to Annette for doing it because he honestly didn’t think he could lift his arms if he tried. “You did really well today” she continued. “Hope we’ll be seeing you here again.” Chase just sat there, smiling, almost feeling like he was about to fall asleep. She would defiantly be seeing him again.