“So, what, is he like, your slave or something?”
Ashley smiled, the way a wolf might smile at a lost little lamb.
“That’s exactly what he is,” she said. She spoke to her boyfriend, but her pretty green eyes were on Kyle. Kyle shuddered involuntarily. Every time he thought he might have reached his limit, or that Ashley had run out of ways to humiliate and disgrace him, she found a way to turn the screw a little bit more. This was by far the worst yet. Kyle gritted his teeth, and tried to endure. It would get worse before it got better. Two more days.
“That’s fucked up, babe.”
His name was Darren.
He was, as Kyle had suspected, a total douchebag. You could see it in his face. A shaved head, blue eyes, one of those beards that only covers his jaw. A generous selection of facial piercings. The usual complement of tattoos, pseudo-tribal bullshit and Chinese gibberish. Where did Ashley even meet a guy like this? And what on earth possessed her to sleep with him?
Ashley was beautiful, and sexy, the kind of girl that had men falling all over her on any given day. And she used that fact, Kyle knew. As her roommate, he had heard the evidence as a string of different men came and went in the apartment they shared. But nothing compared to last night, the sleepless torment he had endured beneath Ashley’s bouncing bed, listening to every gasp and squeal of pleasure, every shivering breath, every rasp of skin on skin, when he himself hadn’t cum for almost a week.
Utter torment, to listen to all that going on bare inches above him. But he had never dreamed, when Ashley ordered him under her bed to listen to the sounds of her passion, that he would have to meet the man in question, have to look this asshole in the eye and have his abject humiliation explained to a stranger. Ashley was evil. Kyle was convinced of that now. He just wished she wasn’t so outrageously desirable, too.
“Maybe,” she shrugged. “But he likes it too. He just has a little trouble admitting it. Some guys just need a little push to really understand themselves sexually.”
“Not me,” said Darren.
“Don’t be so sure,” Ashley purred seductively. “Ever tried it?”
“What, wearing one of those things?”
Kyle’s face prickled with embarrassment as Darren indicated with a nod of his bald head the cruel plastic device against which Kyle’s cock struggled, even now, even in the depths of his humiliation. Was Ashley right? Was he secretly enjoying this? He hated it. So why wouldn’t his cock go down? He could hate it all he liked, but the fact remained that it turned him on.
And that was what kept him here, more than the small padlock that kept his genitals locked away and deprived of any unauthorized stimulation. The prison he was in had existed long before Ashley came along. She and her chastity device only made visible, and physical, what had always been there. Kyle was intimidated by women, especially pretty ones. Especially Ashley. And yet nothing excited him more than when they treated him cruelly.
Or the idea of it, anyway.
Up until now, it had remained only that - an idea. Until Ashley came along, reached into the dark center of his hidden heart, and made his most fevered erotic dreams come true. Still, even at his wildest, Kyle had never dreamed of this. Another women being involved in his humiliation was one thing, but he had never imagined another man being involved. Ashley was fulfilling fantasies of her own, too.
“Well, maybe not that,” Ashley said. “That’s for a special type of guy, who needs serious control. You can submit to a woman without going as far as poor Virg over there.” Kyle felt his face flush again at his unloved nickname.
“I don’t think so,” said Darren. “I prefer being in control. And no way I’d let a woman treat me like that.”
“I guess not,” said Ashley.
The sun streamed through the blinds, creating a hot rectangle on her bed that was rumpled and tossed by the night’s exertions. She sat on the edge of the mattress, her blond curls tossed as though by a tempest, her pretty face looking somehow even more beautiful with her light makeup slightly worn, dressed in nothing but a T shirt, her long and flawless legs crossed in front of her. Darren was beside her, shoulders hunched, the lines of his lean body clearly visible as he sat in a pair of boxer shorts.
They both faced Kyle, who stood in front of them as though on parade, his hands clenching into impotent fists behind his back. Ashley had hauled him out from under the bed first thing in the morning. She had been good enough to unbuckle the dildo gag that had kept him quiet through the night, but the handcuffs stayed on. Kyle had always been shy; he always hated the forced exposure of the locker room at school, delighted to leave that part of his life behind him. Or so he thought.
Darren looked just like the kind of guy who would have been popular in school, the loud-mouthed, swaggering jocks who made Kyle’s life miserable. But there was no hiding behind a towel now. Kyle’s nondescript body was completely exposed, the skin of his constrained cock visible through the clear plastic of the device that held him tight enough to hurt and kept his cock pathetically small. He needed to do as he was told. He had to, if Ashley was going to release him in two days, as she had said she would.
Not for the first time, Kyle got the impression she wanted him to fail, to disobey her in some way so that she could keep him locked up forever. She was clearly enjoying having her roommate at her beck and call. Kyle’s cock throbbed dully at the thought. With a mixture of horror and lust, he watched with wide eyes as Ashley’s hand crept down the rippling terrain of Darren’s stomach to the front of his gray shorts.
“It would be a shame to lock up this beautiful cock, anyway,” she grinned, as Darren breathed heavily through his nostrils. “I can think of much better things to do with it.”
Ashley slid towards him on the bed, and Darren glanced across at Kyle as she kissed him, his mouth, his neck, working her way down his chest. As though he expected Kyle to say or do anything about it. As though Kyle would dare. The bare skin of Ashley’s perfect ass appeared like a rising moon beneath the hem of her black shirt as she slipped to the floor in front of Darren.
Her hands on his thighs, she smiled up at him from her knees on the carpet before him.
“Don’t worry about him,” she said, indicating captive Kyle with a toss of her blond curls. “He won’t do anything. He can’t. Just let him watch.”
“I - I dunno,” said Darren. But his gray boxers were rapidly tenting as his cock rose against the fabric. Ashley’s expert hands stroked and squeezed his hardening member, bringing him fully erect in no time. There wasn’t a man alive, Kyle felt sure, who could resist Ashley. And who would want to? Darren’s eyelids fluttered, and Kyle knew before he did that Ashley was going to get her own way.
“You don’t have to talk to him,” Ashley said quietly. “You don’t have to look at him. I just want him to watch how a real man fucks. He needs training, and part of that is seeing how inferior he is to a guy like you. Come on, baby. I’ll make it worth your while.”
Ashley’s nimble fingers reached for the waistband of Darren’s underwear, and he shifted on the mattress as she pulled his shorts down. His cock sprang free, tall and erect and almost angry-looking, and Darren closed his eyes as she wrapped one hand around the shaft and slipped his cock into her ready mouth. He groaned with pleasure as she licked and sucked, and Kyle’s own neglected cock ached as it pressed pointlessly against the chastity device.
Ashley wanted him to watch, and in reality he couldn’t tear himself away as she performed a long and sensual blow job on her partner, kissing and sucking his cock as though she were in love with it while Darren groaned and moaned and lay back on the bed in ecstasy beneath her talented mouth. The handcuffs bit into Kyle’s wrists, but he knew that even without them, he wouldn’t have tried to interfere. For one thing, Darren looked like the kind of guy who could pretty easily kick Kyle’s ass. And more importantly, he feared what Ashley would do. How long would she keep him locked up to punish him for that infraction?
Ashley was clever. Ashley was skilled. Kyle watched with his breath tight in his chest as she brought Darren to maximum arousal without letting him slip over the edge into orgasm. As much as she gave the impression of genuinely enjoying his cock in her mouth, she had other plans. As Kyle watched in agony, Ashley raised her head from Darren’s cock that glistened with her saliva and smiled up at him.
Rising up on her knees, she placed a hand flat against his chest, reaching for his shoulder as she stood. Her shirt rose up her back as she bent at the waist, straight-legged, and Kyle had no doubt that the show was meant entirely for him as he feasted his eyes on the sight of her bare pussy appearing between her toned legs, the puffy lips glistening wetly with the telltale signs of clear arousal.
Gently, irresistibly, she pushed Darren back onto the bed. Her T shirt hit Kyle in the chest and collapsed in a warm heap on the floor at his feet as she cast it aside. She was naked now, and Kyle watched in despair as she climbed on top of the bed, on top of Darren, swinging her legs over him so that she faced away from him and towards Kyle. Darren’s hands held her hips as she raised herself up, seized his cock between her legs and slid her hungry pussy down on it. Darren grunted in pleasure, and Kyle watched Ashley’s eyes roll back in her head, her dark eyelashes beating like butterfly wings as a slow and grateful smile spread across her face. Her eyelids slid open again, and her green stare challenged Kyle as she began to move up and down on Darren’s cock, slowly at first but with gathering speed.
Kyle watched her breasts bouncing as she moved, her nipples pink and protruding, and Ashley smiled beneath his gaze as she took her boobs in her hands and squeezed them together, playing with them just as Kyle wished he could. For all she had had him do to her over the past few days, she had still not allowed him the pleasure of so much as touching her gorgeous breasts, and now she was taunting him with his denial while she fucked Darren.
He had bought these handcuffs. He had paid for them. And now they held his wrists in cold steel while his hands longed to touch his roommate’s magnificent breasts. Ashley’s feminine cries duetted with Darren’s loathsome grunts and gasps as her beautiful pussy clenched this stranger’s thick cock.