Demo sub Ch 5: Kevin - The Pegging

"Kevin belongs to Anita. She has been training him for about four weeks."

The women of the Urban Ladies BDSM-Curious Club leaned forward in their seats. They had come here this afternoon to see and hear a demonstration of pegging. Most of them were already familiar with the term, but the prospect of having a few drinks, then watching and listening to a naked man get fucked by a woman peaked a few interests. Mistress Morgan addressed a small but highly motivated group of five women; two newcomers and three acolytes.

"As some of you are aware, Anita began her undertaking with Kevin based on the suspicion that her husband was actually more naturally submissive than he could admit to himself. Of course, Kevin was initially reluctant to comply with Anita's orgasm-control rules. That's a common response from males who are unaware of the erotic benefits derived from being submissive to female desire. But once Anita insisted, and well, he found himself locked, his attitude shifted considerably.

Anita, would you like to say more about Kevin before you demonstrate how compliant he has become under your guidance?"

"Thank you Mistress. Well, I guess a picture is worth a thousand words. As you see, I keep Kevin's cock caged when I'm not using it. He has learned to comply with my stewardship of our sex life so much that he consented to being on display for you all, while I release him from three days of confinement. Past experience would indicate a fairly explosive reaction once his cock is freed from its jail and properly stimulated."

Kevin stood blankly in front of five complete strangers, his wife and Mistress Morgan. Naked and collared, with his wrists handcuffed behind him, his cock was locked into a small cage. A thin metal chain ran in a taut line from his caged cock to a steel ring in his collar. Anita reached behind her and pulled on the chain. Kevin bent forward in submission and followed.

"He's still learning to accept his new role in our relationship," Anita explained. "The chain reminds him of who owns the cock now and it makes him focus on his task." Kevin stared at the floor. His caged cock twitched and seemed to move of its own volition. The women watched the chain jerk and tug at Kevin's collar in response. Kevin didn't need to speak. There was no need to justify what he had become.

"Down," Anita ordered and pulled sharply on Kevin's chain.

"Kevin seems to function best on a twice weekly milking schedule," Anita explained. "More frequent milking is unnecessary and some restriction on his opportunity to cum makes him so very eager to please." Anita grinned and crooked her index finger under Kevin's chin. She tilted his face up to hers. "You have been deprived for three days in preparation for this release. I'm anticipating a burst of liquid response, honey. Let's get you started."

Anita instructed Kevin to assume the position. Kevin got down on all fours, then put his weight on his elbows, shoved his ass up and spread his knees; the classic milking position, suitable for all kinds of sub exploitations, not just milking.

The circle of women drew their seats closer. Anita unlocked her sub and pulled the metal restraint off Kevin's cock. Instantly erect, Kevin arched his back as deeply as he could to offer his ass and genitals to Anita. She covered her hands in lubricant and lathered it onto her sub's cock and balls, prepping him for her show of control.

Kevin grunted as Anita included his precum into the lube and spread it along his boner. Anita was focused on preparing her bull for milking but Mistress Morgan saw an opportunity to move the agenda along, since Kevin was obviously ready and so conveniently displayed.

"Anita, would you mind discussing some details about the challenges that you and I have encountered in Kevin's training? For example, our guests might be interested in how Kevin reacted when his manhood was challenged.

"Of course, Mistress. Hmm, well I'm thinking of that time shortly after we began private sessions with you, remember? Kevin had consented to being milked in your presence but he was behaving very badly."

"Ah yes, as I recall he resisted being fitted with an anal plug," Mistress Morgan said. Anita paused and frowned, recalling her sub's undesirable behaviour, then continued to lubricate Kevin's boner with both hands.

"We had him strapped face down on a milking bench with his legs spread and his ass elevated. The plug was only a beginner size but he groaned and squirmed like he was being raped by a gorilla." Anita raised one eyebrow and glanced at Mistress Morgan.

"You told him he needed to take it like a man. You said it wasn't your fault that his ass was so tight. His bottom hole simply had to be stretched if he was going to be of any use at all."

"Ah yes, I think up until that particular session Kevin had been going along with those aspects of the FLR that suited him. But taking it in the ass was not in his plans and that's still proving a bit of a struggle for him, isn't it?" Mistress Morgan squatted in front of Kevin. She opened his mouth and inserted two of her fingers.

"Lick, sub. Use your tongue. Yes, good boy, coat my fingers with as much saliva as you can. You know where they're going next don't you?

Yes Anita, I remember the look of panic on Kevin's face when he saw the strap-on I was wearing. That huge dildo was twice the size of the anal plug he was complaining about.

But that cock slipped into him fairly easily, didn't it, despite all the moaning and butt clenching. It needed to be done. A sub who cannot learn to tolerate a variety of sexual intercourse preferences is not worth keeping.

Once Kevin had been fucked long enough and his hole had been stretched wide enough, accepting the medium-sized butt plug turned out to be anti-climatic."

Mistress Morgan pulled her fingers out of Kevin and smoothed the palm of her hand leisurely along his backside. She kneaded his muscular buttocks and separated them while Anita drizzled a trail of lubricant onto his lower dildo hole.

"Now we seem so far away from those early days, don't we Kevin," Anita murmured? "But I think it's fair to say that you can still be a little obstinate sometimes. For example Mistress, as you see, he continues to struggle with the inevitability of accepting a place-saver in his butt while he is being milked." Kevin grunted while Anita worked the head of a long thick, rubber cock into his lower dildo hole.

As amusing as Kevin's challenges were, Mistress Morgan needed to move the agenda along. The girls were getting restless. Predatory tendencies that were normally cloaked under polite tradition were being given complete freedom. Mistress Morgan observed more than a few flushed faces, as well as several pairs of hard nipples threatening to ruin expensive blouses. Turns out man-fucking was more stimulating than most of them had imagined.

"Anita, let's skip ahead to the main event. Keep stretching Kevin's hole. I bought a new strap-on yesterday in anticipation of our demonstration. I assume you are still ok with your sub being used to illustrate pegging? What do you think, should we use Kevin's ass to show these women what else subs are good for?"

Anita's eyes lit up. "Will he need to be tied in place," she asked? "I mean, shouldn't he be immobilized while he gets repeatedly fucked in the ass?"

"My goodness Anita, you seem more excited than Kevin about his impending performance," Mistress Morgan grinned. "I'm sure our group shares your enthusiasm.

"But yes, you are correct. We usually restrain subs for a pegging. However I chose Kevin because of his ability to overcome the typical sub reluctance to being penetrated during milking. I know he has been rear-ended enough to put on a good show for our group without embarrassing his owner."

"Oh Yes, I have ass-fucked him more than a few times while he cums for me. In fact, sometimes he can cum just from being screwed alone. No cock handling required. It's a perverse thrill for me when that happens and he is always extra compliant after."

Anita reached between Kevin's legs to make sure his cock was still hard. "I would go so far as to say he has actually become an enthusiastic participant if I pair his pegging with a milking."

"Well then, with your permission I will gear-up. Making Kevin cum while he's being pegged is not so much a sign of submission, as it is a testament to good training. I am sure the women who chose to be here today will appreciate the implications for their own men."

Kevin shuddered in anticipation as Anita worked the dildo in and out of his lower hole, widening his aperture, preparing him for Mistress Morgan and her over-sized strap-on.

The ladies sat transfixed as Anita pulled the dildo out of Kevin's ass and Mistress Morgan eased the head of her strap-on into the sub-hole. Like a key in a lock, the new strap-on opened Kevin's tight hole perfectly.

Kevin flexed his buttocks as Mistress Morgan began to ride him. The sub moaned and arched his back deeper. Mistress Morgan slammed her big cock into his ass and rode him like a mechanical bull at a cheap bar. The ladies group watched, entranced.

Anita kept slapping her bull's ass, hard. Finally Kevin bellowed and the female audience let out a collective gasp as Anita's handling coaxed a full ejaculation out of Kevin. Grunting in excitement, Kevin tried to fuck the hand that controlled him. But Anita let go of the convulsing cock and allowed it to erupt all over the floor, to the vocal delight of the ladies group.

"Fuck! He's still surprisingly tight despite the stretching," Mistress Morgan announced. "Anita, I'm going to leave a place-saver in Kevin for now. Just in case we need to use his hole again. He should become accustomed to being more available, don't you think?

Ladies, we will leave Kevin where he is for now, in the likely event that at least one or two of you will want to try pegging him. Kevin is the latest addition to my stable and Anita assures me that he will be quite able to be of service once he recovers in twenty minutes or so.

Meanwhile refreshments will be served in the adjoining room. Please make yourselves comfortable. My other sub will take your drink orders."

As part of her agreement with Mistress Morgan, Elena made me available to assist with demonstrations. My role today was to fetch drinks and generally provide a tactile outlet for the over-stimulated female clientele. I made the rounds once the women were comfortably seated.

Mistress Morgan had elected to keep me naked and on display, so my cock was hard by the time I finished taking everyone's order. The ladies had just watched a sub being subjugated, so a convenient stiff cock was a temptation most took advantage of.

Hands roamed over my ass, along my cock and down my thighs while I tried to remember who ordered what.

"Can he be pegged as well," asked an attractive black woman with large breasts that threatened to pop out of their skimpy holders. Her fingers circled my balls and held up the drink orders while she spoke with Mistress Morgan.

"Yes Farrah, but you need to make arrangements with his owner. I think you and Elena would get along famously. She's a big fan of denial as a form of teasing, just so you know. Speaking of denial, how is Tommy getting along? Did he recover from our joint ownership session last weekend?"

"Thompson, aka mommy's boy Tommy, has been very cooperative since he had more black ass than even he could handle. Who knew he was into smothering? Taking turns sitting on his face was illuminating. Don't think I've ever seen his cock stay hard that long before. Of course, he usually gets to cum at the end, so that was different for him. Maybe next time, huh?"

"Maybe. Although not getting what he expects is also part of Tommy's training. That doesn't mean he doesn't get what he needs. Most of them don't really know what they want until you give it to them. Tommy needs a little denial now and again to keep him under control. How did he respond after our session during his regular milking time?"

"Oh, he produced almost immediately. He couldn't wait to jack his white ass up in the air for a milking. I certainly think you made your point." Farrah smiled and released my balls. She slapped my butt affectionately as I turned to go.

"Get back here double-time, slut. I want to explore you a little further before I talk to your owner. White ass might be a thing for me, after all."