A Project for Bethany

Matthew woke to the gentle stroking of Bethany’s fingertip on his nipple. He blinked and mumbled as he oriented himself, slowly realizing that he was laying in his own bed.

“Well, look who’s awake,” Bethany said, “good morning.”

Sitting in the desk chair beside Matthew’s bed, Bethany looked rested and freshly-showered, which she was. She had changed into a well-worn sweatshirt and yoga pants with her knees poking through the fabric of the legs. She laughed softly at Matthew’s confusion.

“Relax, Matty,” she began, “after you sucked my toes so clean I thought my nail polish was going to come off, I had you up on my bed for a little cuddle and after-care. That led to another stroking session and you were so deep in subspace by the end of it I was barely able to guide you here to your own bed. After making sure you were hydrated and tucking you in, you went to sleep like a babe. And now, I’ve been sitting here with my coffee waiting for you to wake up, I never did get to make sure you felt okay after our playtime last night before you dropped off.”

“Uh, what time…?” Matthew managed to say.

“It’s about eight o’clock, you’ve been sleeping since midnight.”

As Matthew regained clarity and awareness, he realized two things. First, he was naked and uncovered. Secondly, he still wore Bethany’s collar. The first bothered him little since he’d become so accustomed to being naked in Bethany’s presence. The collar, however, piqued his curiosity and he reached up to touch it.

“I left that on you,” Bethany explained, “I thought it looked nice and it fit you so well last night. You don’t have to wear it, but you can around the apartment if you want to.”

“Okay,” Matthew said in a soft non-committal voice as he touched the smooth leather of the collar.

Bethany’s next words tipped the balance.

“I’d like it if you did wear it, Matty,” she said in a quiet tone that carried the words to Matthew’s soul.

Matthew nodded obediently, sure that it was now expected of him in the apartment. He knew he was under Bethany’s spell and wasn’t certain he didn’t want to be. A shiver ran through his body as a wave of submissive desire swept over him.

Smiling, Bethany reached out to tease Matthew’s nipple again. She also noted that his cock was straining to be noticed, as hard as she had seen it the night before and already leaking a droplet of precum. Sliding her hand down Matthew’s torso, Bethany scooped up the precum with one fingertip and brought it to Matthew’s lips. Matthew’s eyes met Bethany’s as his lips opened to receive the treat he was offered.

“Have a good workout this morning,” Bethany told Matthew as she stood, “I’ll be out for a while this morning. Be a good boy today Matty.”

Matthew swung his legs over the side of the bed and brought himself to a sitting position as Bethany finished speaking and disappeared around the corner at the doorway.

“Yes, Miss Bethany,” he said softly, as much in reflex as it was intended reply.

As he went through his morning routine and his workout, Matthew’s mind continually tried to rebuild the events of the previous evening. He believed he remembered most of the evening’s events and could piece them together in order. But then the memories became scrambled as his mind sifted through impressions of obedience to Bethany’s guiding hands and words, and a deep-felt need to please her through his submission. The last acts of the night were known to him only by the brief description Bethany gave him as he woke up.

Matthew had a fleeting sense that he should be worried that he had lost time in that manner. But he also realized that he had not lost time due to any intoxicants or physical deficiency like dehydration. Slowly, he wrapped his head around the fact that it was one of the effects of his submission to Bethany. He recognized the way she guided him ever deeper into sub-space and played with him in that almost-hypnotic state, and that she kept him safe while doing so. In the end, while sipping his coffee which followed lots of water while working out, he admitted to himself that he trusted Bethany enough that would not object to being placed in that state again.

Returning to their usual routine around the apartment, Matthew often wondered if Bethany would ask him to be her assistant again. Bethany may have had plans to do so, but she wasn’t ready to share them with Matthew. She did happily announce that the tip she received for their session had handily paid Matthew’s share of the rent for the month. Matthew shook his head slowly to himself as he realized that technically made him an online sex worker too, and soon returned to wondering if there would be a second time.

A few days later, Matthew left the apartment at mid-morning to attend an employment interview. It was mid-afternoon by the time he returned and approached the door of the apartment. His interview had been a combination of questions, in an appropriately distanced setting, and a chance to demonstrate his skills with the technology the job required. All seemed to have gone well except for some remarks in closing that they were seeking someone with a little more experience. With that, Matthew thanked the interviewers for their time and left, not expecting to hear from them any time soon. His mind was still turning over each stage of the interview when he walked into the apartment.

The first thing Matthew noticed was Bethany standing at the living room windows, and she was not alone. The second thing was the dinette chair in the center of the floor. That was the chair Bethany sat on when she gave Matthew his weekly maintenance spankings. Her wooden paddle sat on the seat of the chair. The thought that Bethany’s guest had also seen the chair and possibly knew its purpose made him blush. He looked back to the two women by the window.

Standing five feet eight inches in her bare feet, Bethany was a good eight inches taller than her guest, who wore work boots. The shorter woman was dressed in a medium blue work shirt, collared and long-sleeved, tailored dark blue cargo pants, and she had an electrician’s belt with a pouch of tools on her right hip. In contrast, Bethany wore a loose blouse of red silk over a flowing yellow calf-length skirt. The color of her toenails matched her blouse.

“Hi Matty,” Bethany said, “this is Zoe, she was here to take care of a few things with my cameras and screens. You might remember, I mentioned her to to the other day.”

“Uh … hi,” Matthew said with a half-hearted wave, “nice to meet you Zoe.”

“Hello, Matthew,” Zoe replied.

With no more conversation appearing imminent, Matthew slipped off his shoes and headed down the hallway to his room. Reaching the open door to his bedroom, he stopped suddenly as his eyes took in the changes in the room. Almost as soon as he stopped, Bethany’s hands on Matthew’s shoulders guided him into the bedroom.

“I made a few changes,” Bethany said as she moved to stand beside Matthew, “I didn’t think you’d mind. Since we had such a great time playing together the other night, I thought that extending my cameras into here would be fun.”

“Uh …,” Matthew uttered, unsure of what direction to go with the questions exploding in his head.

“Let me show you,” Bethany said as she took a tablet from the desk and started her system control app.

“As you can see, Zoe installed two monitors over your desk, they’re high enough that your desktop monitor won’t obstruct them.”

Bethany brought the monitors to life and they soon displayed two video images of her own bedroom. One was the view from the camera over her own desk, and the second showed her bed from one side.

“As you can see, Matty, I can pick and choose what views you enjoy from my control panel. I can also run saved videos from my network.”

As she spoke one screen changed to a view of a seated Bethany with a squirming Matthew over her lap as her paddle rose and fell repeatedly. Matthew gasped at the realization that their session for the bridal party had been recorded and saved.

Bethany laughed and assured Matthew that the video was safe in her system. Then she changed both screens to new views. Each of them was looking at Matthew’s bed. Matthew looked around and noticed the cameras, one over the new monitors where it would see him sitting at his desk or laying on the bed, and the second high on the wall at the foot of the bed looking downward. That wall also held the other very noticeable change in the room.

Soon after he had moved into the apartment, Bethany had let Matthew know that she knew he laid in his bed at night when she had guests. And she knew he lay there stroking himself to one or more orgasms while she came on her lovers’ cocks. After Matthew had admitted to this, she had presented him with a set of six photographs selected from a variety of boudoir style photoshoots she had done for clients. Surprising Matthew in his bed after one short session with a visiting stunt cock to entertain an online client, Bethany had confirmed that Matthew regularly found himself looking at one particular photo when he was covering his own stomach and chest with cum.

The professionally shot boudoir portrait showed Bethany in a blue leather skirt and white lace bra. In the photo, she was sitting on a straight-backed wooden chair holding her paddle. Another photo from that shoot was now on the wall over the foot of Matthew’s bed.

Blown up to life-size, the new photo was placed to appear that Bethany was standing on the level of the bed looking down at Matthew in his bed. She was wearing her blue skirt and white lace bra, the skirt ending just below her pussy and exposing a few inches of creamy skin above the stocking tops of her patterned white thigh-high stockings. On her feet were black pumps, the heels adding a full four inches to her height. Bethany held the ends of a riding crop in each hand, the shaft of the crop crossing her thighs in the space between skirt hem and stocking tops. The expression on her face was one of firmness of will, one that implied she would always have her way.

Matthew stared at the photo, his mind a turmoil of reactions and also imagining how it was going to feel laying in bed with Bethany looking down on him. His hardening cock suggested that he wasn’t about to object to the situation, but it certainly awoke a variety of conflicting emotional responses.

“I hope you don’t mind, Matty,” Bethany said as her demonstration of the system ended.

“No, Miss Bethany,” Matthew whispered, his eyes still locked on the image of his roommate on the wall.

Bethany giggled as she snapped her fingers in front of Matthew’s face to get his attention. As he turned toward her, Bethany held up Matthew’s collar.

“There’s one more thing,” Bethany said as she indicated a small box on the wall beside the new monitors, “If you really feel the need for privacy, this switch will shut down monitors and cameras. Now, why don’t you get cleaned up and come out to the living room.”

The inference was clear, he was to present himself in his apartment attire, naked except for the collar, and he didn’t need a reminder that the chair and paddle awaited.

Matthew showered, ran his razors over his face and balls to take care of any errant whiskers or pubic hairs, and readied himself to join Bethany. He stood at the mirror in his bathroom and sighed softly as he slid the collar around his own neck. He relived a slight feeling of the submission he felt when Bethany first buckled it into place, a memory that came fresh to his mind each time he put it on.

Naked and collared, Matthew instinctively checked himself over in the mirror to make sure he was ready. The slight absurdity of the act, while wearing no clothes to be checked, brought a wry smile to his lips. At the same time, the underlying essence of his submission in being naked around the apartment never ceased to maintain a persistent level of arousal. Even the thought of presenting himself for a spanking didn’t prevent his cock from staying semi-hard as he walked down the hallway.

Matthew was three steps past the end of the hall and into the living room area when he realized that Bethany was on the sofa, and so was Zoe. The scene before him was enough to bring his cock to full hardness, and he barely maintained the self-discipline necessary to keep his hands at his side … as Bethany preferred, he reminded himself automatically.

Bethany sat in the center of the sofa, her skirt pulled up to expose most of her thighs and her blouse wide open. Zoe, still fully dressed except that her tool belt and pouch were on the coffee table, straddled Bethany’s thighs as she knelt on the sofa. Zoe’s hands were on Bethany’s full breasts and teasing her nipples to hardness while the two women were locked in a deep and amorous French kiss.

A weak moan escaped Matthew’s lips as he watched the smaller woman fondle and kiss Bethany. He remained in place as the women noticed him and broke off their kiss. Zoe started to get off the sofa, keeping her gaze on Matthew. Bethany turned toward him and drew her legs up onto the sofa to sit and watch as she buttoned her blouse.

Zoe moved toward Matthew, her movements showing a balance of grace and control. Her diminutive stature took nothing away from the power of her presence.

“I see you have collared him,” Zoe said to Bethany.

“He chooses to wear it around the apartment,” Bethany replied, “We haven’t formalized anything yet, but we may get there when Matty’s ready.”

Zoe came right up to Matthew, stopping barely a foot away. Matthew watched as she approached, already under her spell. The feeling that washed over him was one that he imagined the prey of a lithe jungle cat felt when they realized they were being stalked.

“May I touch you, Matthew,” Zoe asked, the formality of his proper name making it a request he should not refuse.

“Yes ma’am,” Matthew said softly.

Zoe smiled as she reached out, her fingertips touching Matthew’s stomach in a manner that was almost a caress. When she spoke again, it was clearly directed to Bethany.

“You have him working out, he has improved since your first photos of him.”

“I haven’t needed to direct that,” Bethany replied, “Matty’s been very good at keeping up his exercise routines and he’s running almost every day now.”

“It’s making a difference,” Zoe said as she slowly circled Matthew, her fingertips never breaking contact.

Finishing her circle around Matthew, Zoe’s hand slid downwards to cup his balls under his engorged cock.

“Of course, you know what I’d do with these, don’t you Beth.”

Bethany laughed.

“I most certainly do, how long did your boy go without an orgasm?”

“He was caged for a year, with daily cleanings and teasing,” Zoe responded as she gently massaged Matthew’s balls, “When I finally let him cum he cried as he thanked me. He’s been very well-behaved since then but I’m certain we both think of locking him up again for an extended time. After all, a lady can always find cocks to enjoy, but a properly submissive man is a rare treasure.”

“I don’t think Matthew’s quite ready for that level of commitment,” Bethany said, “but I’m sure you’ve given him plenty to think about.”

Zoe smiled at her friend as she returned to the coffee table to pick up her belt and tool pouch. Buckling it on, her fingers instinctively touched each tool making certain it was present and in its proper place. She paused beside the sofa, leaned over to give Bethany one more quick kiss, and then headed for the apartment door. She picked up her tool bag before opening the door.

“I’ll send you my bill for the work on your system.”

“Thank you, Zoe,” Bethany said, “I appreciate it and will watch for the bill. The usual etransfer for payment?”

“Yes please,” Zoe said as the door swing shut behind her.

Bethany took in a big breath and exhaled slowly before speaking.

“It’s been a busy day, Matty, but we still have something to take care of.”

Soon Bethany was seated on the wooden chair with Matthew laying across her lap. She held the paddle still against his asscheeks as she reminded him of his agreement to follow her rules around the apartment, thanked him for doing as well as he had been, and reminding him of a few minor infractions she had noticed. The maintenance spanking, she explained as she did each time she provided one, was for the good of their shared living arrangement and was to help Matthew stay focused on the details of apartment living.

Matthew braved the first heavy strikes of Bethany’s paddle. After the first set of strokes he barely held back the moans caused by a mixture of the growing heat in his cheeks and the deepening of his submission. Each time Bethany paused between sets of strokes, Matthew breathed deeply and steeled himself to accept another round. While each maintenance spanking had a common purpose, their intensity and duration varied according to how Bethany read Matthew’s reactions. She might keep him wondering about when it would end, but her intention not to push his personal limits.

Bethany kept Matthew across her lap when she was done and let the paddle slide to the floor beside the chair. With one hand on Matthew’s back, her other hand massaged his well-spanked ass cheeks, feeling the heat that radiated from his flesh. Slowly, Bethany dragged her fingernails over the reddened skin with just enough pressure to bring a moan from Matthew’s lips. She next rand her fingertip down between Matthew’s ass cheeks until they rested against his sensitive anus. Massaging gently, she knew she had his complete attention.

“Does this feel good Matty?” Bethany asked.

“Yes, Miss Bethany,” Matthew gasped in reply.

“That’s good to hear, I’m sure you remember the anal plugs I showed the ladies during our session and I was thinking it might be time to start training you to take one.”

Bethany paused, her fingertips pressing gently at the entrance to Matthew’s bottom. Mathew gasped softly, unsure of how to respond.

“You can think about it Matty, I’m sure your online explorations will show you lots of possibilities. You might enjoy wearing a plug for me. I know I enjoy them and I’m wearing one right now.”

A shiver of arousal went through Matthew’s body. He wasn’t sure if it was the feeling of Bethany’s teasing fingers or the thought of her beautiful rounded ass having been filled all this time with a plug.

“Would you like to see it, Matty?” Bethany asked, “I was wearing it for Zoe while she was here, she likes the way it makes me horny for her.”

“Yes, please, Miss Bethany,” Matthew moaned.

“On the floor, Matty.”

Matthew slid off Bethany’s lap and rolled over onto his back on the floor in front of the chair. Since the first maintenance spanking, he’d ended up in this position a few times when Bethany wanted to ride his tongue after spanking his ass.

Bethany stood and watched Matthew as she unbuttoned her blouse. Sliding it off her shoulders she draped it over the back of the chair. Next, she slid her fingers under the waistband of her skirt and slipped the skirt from her hips to fall and puddle around her bare feet. Stepping forward and around Matthew, she stopped when her feet were placed a few inches to either side of his head. Slowly, Bethany lowered herself into a squat until her crotch was about a foot over Matthew’s face. Matthew’s cock twitched as he saw the bright red jewel set in the base of the anal plug buried in Bethany’s ass.

“Do you want to kiss my jewel, Matty?” Bethany asked.

“Yes, please,” Matthew moaned.

Bethany lowered herself until the base of the plug was right over Matthew’s waiting lips.

“Kiss it, Matty,” Bethany breathlessly directed.

Matthew obeyed, placing one wet kiss after another on its surface. Losing himself in the moment he ran the tip of his tongue around the out edge of the plug’s base, tasting Bethany’s skin.

“Good boy,” moaned Bethany as she leaned forward to rest against Matthew’s chest, “now lick my pussy for me.”

After two shuddering orgasms, Bethany rolled over onto the carpet. As Matthew had diligently licked her pussy she had placed her face beside his hard cock, letting her breath wash over it without any physical contact. The sensation had only served to increase Matthew’s arousal and deepen his submission as he knew he was there to serve Bethany in the moment. Stretching and then sitting up beside Matthew, Bethany reached out to tease and roll one of his nipples between thumb and fingertip.

“To your corner, Matty,” she said.

Standing in his assigned corner, his hands behind his head, Matthew could faintly hear Bethany’s shower start and end. The images that came to mind of Bethany naked, her hands running all over her body as she soaped and rinsed, was enough to keep his cock semi-hard while he waited to be released. Matthew smiled to himself as he realized that the corner was supposed to be a reflective time to contemplate his own behaviors, not one to extend his fantasies of watching Bethany.

Matthew was roused from his erotic reverie by the touch of Bethany’s hands cupping and kneading his ass cheeks.

“So pretty when they’re pink like that,” Bethany said softly, “Hands down and follow me please, Matty.”

Bethany smiled when Matthew turned and she saw his hard cock pointing toward her. She started toward her bedroom knowing that Matthew would follow as requested.

Matthew’s cock twitched as he watched Bethany walk away. She wore a skin-tight pair of white yoga shorts and a cropped red t-shirt that was barely long enough to cover her breasts if she stood still. Her hair was pulled back into a pony-tail that bounced with each step she took. With his eyes locked on the sensual roll of Bethany’s rounded ass, Matthew followed her into her bedroom.

Bethany went to her desk and picked up the control tablet for her video system. As Matthew came into the room seconds later, she gave her next instruction.

“I want you on the bed, Matty, in the center, on your back.”

Matthew moved toward the bed, noting that a thick terry-cloth bath sheet had been laid out for him to lay on. Positioning himself as directed, he lay with his legs together and hands by his side wondering what Bethany was up to. Just being in Bethany’s room and recalling the events of his last visit was enough to keep his cock hard and ready.

Bethany climbed onto the bed to Matthew’s right side and sat cross-legged with her knees touching his arm. Reaching past his head, she grabbed a pillow and tucked it under Matthew’s head when he asked him to raise it. With his head comfortably supported, Matthew watched as Bethany used the tablet to activate cameras and direct their feeds to the screens on the wall facing the foot of the bed.

The large monitor, not being used to show a client or group for a session, showed the scene created by Matthew and Bethany from the camera looking back at them. The smaller screens were linked to other cameras in the room, and in each case, Bethany panned and zoomed the camera until the view was Matthew’s genital area. Once they were all set, Bethany set down the tablet and turned her attention to Matthew.

“Mmmm,” Bethany began as she gently stroked Matthew’s nipple, “I do love it when you are so quietly obedient Matty. I brought you in here today to see how this set-up looks for the cameras. I think it will work for a series of teasing videos I’m planning. You’re a good stand-in since I haven’t chosen a male actor for the role yet, so many stunt cocks to choose from.”

Matthew moaned softly as he slipped under the calming influences of Bethany’s presence, touch, and voice. His body trembled slightly as he started to slide into the first warm layers of sub-space even as he sighed with pleasure in recognizing how effectively and how easily Bethany could do that to him.

Bethany chuckled and leaned forward to place her face closer to Matthew’s.

“Would Matty like to be my stunt cock for teasing videos?”

“Yes,” Matthew gasped softly.

“Yes, what, Matty,” Bethany asked as her fingers tightened on Matthew’s nipple sufficiently to be felt through his deepening arousal.

“Yes. Miss. Bethany,” Matthew struggled to get the words out properly.

“Good boy,” Bethany replied as her fingertips returned to massaging Matthew’s nipple, “I will consider that an option.”

“Now,” Bethany continued, “hands behind your head, and lift your knees, bring your feet back, further, there.”

With Matthew in this new position, Bethany checked the camera views and noted which still showed her what she wanted to capture. Setting the tablet aside, she slid one hand under Matthew’s raised thigh. Her hand encircled Matthew’s balls and she gently squeezed and tugged them downward. Releasing Matthew’s balls, her fingers slid lower and tickled Matthew’s anus.

“Naked, on display, and so accessible. I like this,” Bethany said.

Bethany’s fingertips continued to explore and tease. With her other hand, she wiped the growing droplet of pre-cum from the tip of Matthew’s cock. Before her hand reached his mouth, Matthew’s lips were parted, and ready to suck her fingers clean of his juices.

“The subject of my teasing videos will have to be willing to accept anal play as part of the sessions,” Bethany explained to Matthew, “would that still be okay with you.”

“Yes … uh … I think,” Matthew replied uncertainly.

Bethany laughed at his reaction.

“Don’t worry Matty,” she said, “I bet you’ve been watching femdom porn with leather-clad dominatrixes hammering their sub boy’s butts with massive dildos. Big black dildos, no doubt. But don’t worry, that’s Olympic level anal play, and there’s a lot for your bottom to experience before that could be considered. You can still watch those scenes and cum all over yourself as you imagine yourself in the scene, as long as you clean up every drop this way.”

As she finished speaking, Bethany had her fingertips, dripping with pre-cum, ready at Matthew’s lips to be cleaned again.

“Yes ma’am,” Matthew said when his mouth was free again, “Thank you, ma’am.”

“Good boy,” Bethany said with a smile, “I’ll send you some information on cleaning yourself for anal play, and you’ll find the gear you’ll need for it in a package under the sink in your bathroom.”

“Thank you, Mistress,” Matthew said softly, realizing that it was Bethany’s intent to continue guiding and training him rather than to apply the stricter types of domination he’d seen in so many videos.

Bethany smiled and wrapped one hand around Matthew’s hard cock. Resisting her own urge to stroke him quickly to the edge of an orgasm, she commenced a slow series of gentle squeezes, never too tight, and without any extra movement. Matthew moaned as he felt the rhythmic contact of Bethany’s warm hand, and a shiver ran through his body as he realized that all she was offering was gentle squeezes. With her other hand, Bethany placed an anal plug upright on Matthew’s chest to get his attention. Six inches long with a body an inch and a half wide, it wasn’t a beginner toy.

“I think this will be our first training objective, Matty. Wouldn’t you like to feel how big this bad boy would feel in your butt?”

“Uh … ,” stammered Matthew, already starting to doubt his earlier agreement.

Bethany laughed.

“Don’t worry, Matty. We will get there soon enough. This won’t be the first toy up your butt.”

Bethany replaced the toy she was holding upright on Matthew’s chest. Above its wide, flat base, the new toy had a slender shaft three-quarters of an inch thick and was only four inches long.

“This will be your first toy Matthew,” Bethany explained, her hand on his cock pausing in its cycles of squeezes while she talked, “there’s two more like it that increase in size incrementally. I keep a set here in my room, and there’s a set in your bathroom for you to practice with.”

“Yes, Miss Bethany,” Matthew said with more than a hint of relief in his voice.

“I want you to practice every day, Matthew,” Bethany continued, “hold it in for a few minutes, then longer as you get used to it, and use the bigger plugs as soon as you feel ready. When you are comfortable with them, and it shouldn’t take long for a horny boy like you, you can keep them in while you read Literotica and surf for videos. Can you do all that for me?”

As Bethany phrased her last question her fingertips circled the head of Matthew’s cock and slowly massaged its sensitive edge.

“Yes, ma’am,” gasped Matthew breathlessly.

“Mmmm, good boy, Matty,” Bethany said, “and by this time next week, any time you’re laying in bed listening to me and stroking this pretty cock, I want your bottom filled with a plug while you do it, okay?”

Bethany’s fingertips coated the head of Matthew’s cock with his dripping pre-cum and gently stroked the head as he formed his reply.

“Yes, Miss Bethany, I will do that for you.”

“Thank you, Matty, I do love it when you’re so agreeable to my little plans.”

Bethany set aside the toy she was holding and moved her fingertips from the head of Matthew’s cock to his lips to taste and clean. She kept her hand over his mouth and instructed him to lick her palm and get it nice and wet. Matthew learned why when that wet palm encircled his cock and slowly began to stroke.

“Teasing sessions,” Bethany explained as she stroked Matthew’s cock, “may involve some stroking, some teasing with fingertips and fingernails, or even as little touching of a cock as possible. You may just be subjected to the teasing of my words and proximity. I may decide to cage or bind your cock and balls, or should I say MY cock and balls. Practicing with your anal toys will get you ready for me to include those as well, and there are so many interesting toys I can use in your tight little butt once the plugs have started to open you up for me.”

Bethany brought her hand to Matthew’s lips to be licked and lubricated once again. As she took hold of the shaft of his cock again her other hand returned to teasing his nipple. As she continued to speak, Bethany’s stroking of Matthew’s cock gradually increased in intensity.

“If we develop a whole series of teasing videos, I may have to use bondage to keep you in the camera frame in case things get intense. To make sure we get enough footage, you might find yourself being teased and edged for much longer than the final video’s length, but I suspect you’ll be okay with that extra attention. But don’t worry Matty, some of those sessions might even end with you getting to spurt your cum all over yourself, or maybe on my hands. And what happens if you get to cum, Matty?”

“Uh … I … have to lick it up,” Matthew gasped in reply.

“That’s correct Matty because a good boy always cleans up his messes.”

“Yes, ma’am,” Matthew moaned.

“Would Matty like to cum today?” Bethany asked, her hand still stroking as she knew Matthew was getting close.

“Yes, Miss Bethany,” Matthew whispered hoarsely.

“How do you ask for an orgasm?”

“Please, Miss Bethany, may I cum for you?”

“Yes, my boy, you may cum,” said Bethany calmly as she increased the pace of her stroking and watched as Matthew’s body struggled to hold its position as his orgasm built to a point of no return.

“Cum for me, Matty,” Bethany said as the first spurts of cum reached Matthew’s nipples.

Matthew’s body was still trembling in post-orgasmic bliss as Bethany’s fingers scooped up the cum from his chest and stomach and drop by drop fed it to his waiting lips. Still deep in subspace, Matthew obediently accepted each offering and sucked Bethany’s fingers clean. He relished each touch of her hands, on his cock, his body, and his lips.

As Matthew’s body relaxed, Bethany let him straighten his legs and lower his arms back to his sides. She then lay down on her side next to her naked roommate, maintaining a close presence to monitor his progress from subspace in his post-orgasm state.

“Did you enjoy that, Matty?” Bethany asked softly.

“Yes, Miss Bethany,” Matthew replied slowly, “I enjoyed it very much.”

“Will you be okay with all the things we talked about, or do you want time to think things over?”

“Uh… I think I’m okay with all of it.”

“I’m glad to hear that, and remember, there’s always time to discuss it again if you want to.”

“Yes, ma’am,” Matthew said softly, his body continuing to relax.

Bethany lay on her side, one hand supporting her head. With her free hand, Bethany reached up and ran a finger across the leather of the collar Matthew wore. She then repeated the motion with a fingertip caressing Matthew’s skin above and below the collar.

“Matty, do you recall that Zoe asked if you were collared, and I said nothing official yet.”

“Yes, ma’am,” said Matthew, unsure of Bethany’s intent.

“She was asking,” Bethany explained, “to determine which of us she should first ask for permission to touch you. Since I said it was currently a fashion accessory and not a declaration of intent, she asked you. Otherwise, she would have asked me, and then I would have decided if you got a say in the matter. Does that make sense?”

“Yes, Miss Bethany, that makes sense.”

“Do you know what the significance is of being formally collared, Matty?”

“Uh… like ownership, isn’t it?” Matthew replied, slightly uncertain.

“In a way, I suppose, though that term might be a little too blunt for most cases. Think of it as a formal indicator of a mutually agreed upon contract, and that contract establishes for both dominant and submissive not only who is in charge, but also the limits of that domination and control. Like all things BDSM, it’s subject to negotiation between consenting adults.”

“I think I understand,” Matthew said.

“Well then, Matthew,” Bethany continued, “I know I’ve given you lots to think about and to practice, but I’d like to add one more thing. As we move forward, we can continue just as we are, or we can take things to a new level. I would like you to think about if you would like to be collared by me. Don’t answer now, it deserves careful consideration, for both of us. We will continue to live and play as we have been, but one day soon we shall discuss this again.”

“Yes ma’am,” Matthew said quietly.

“Good boy,” Bethany said as she sat up, a bright smile across her pretty lips, “now why don’t you get cleaned up. I have to get things ready for an online session this evening and I’m having Rick over as my stunt cock to entertain an important client.”

Matthew’s mind whirled as he balanced the events of the day so far, the possibility of future sessions with Bethany, a collaring proposal to think about, and knowing that he would be listening to Bethany that evening as she played with Rick. He thanked Bethany for her time and attention, promised to do all she had asked, and slipped away to his own room to clean up.

In the hours before Bethany’s guest arrived, Matthew kept himself busy. After cleaning up from his milking in Bethany’s room, he read and re-read the anal play guidance and links that Bethany had emailed. He inspected the package under the sink, finding the promised toys with appropriate lube, an anal douching bulb, and an enema kit. All of these things seemed familiar after his review of Bethany’s email.

Taking a break from his new direction of online erotic exploration, Matthew made himself a light dinner. As he was eating, Bethany came out of her room prepared for her guest. Matthew couldn’t help but stare at Bethany’s beautiful curves in a tight and short black dress. Sleeveless and barely on the shoulders, the dress hugged her form to accentuate breasts, waist, hips, and thighs. The rounded cheeks of her bottom were specially wrapped and presented to any viewer by the tight fabric. Her hair was gathered up and to one side of her head to fall over her right shoulder in flowing tresses.

Bethany carried a pair of black sandals with four-inch stiletto heels. These she dropped on the carpet by the coffee table and took a few steps toward Matthew. Spinning on one foot, she laughed at Matthew’s reaction and his growing cock.

“Do I look good for my date, Matty?”

“You, … uh, … look beautiful, Miss Bethany,” Matthew managed to say.

“Thank you, Matty,” Bethany said with a giggle, “I do hope it has the same effect on Rick’s cock.”

Bethany stood in the kitchen and ate a yogurt for her dinner. She smiled to herself and wriggled her toes at Matthew when she noticed him sneaking peeks from the dining room table.

Matthew couldn’t help himself. After the activities of the day, knowing that Bethany would be in her room with Rick only made him lust for her touch and attention more than ever. As Matthew put his dishes in the dishwasher and started wiping down the kitchen counters, the feelings he had in reactions to Bethany’s teasing presence only grew stronger.

Bethany slipped on her shoes and started moving and slow dancing around the living room as she got comfortable in her heels. She moved with a grace and confidence that Matthew could not keep from watching with admiration.

Matthew finished in the kitchen and moved into the living room, pausing for a moment to ensure that everything was in its place before he headed to his room. As he paused, Bethany came up close behind him.

One beautifully manicured hand slip around Matthew’s hip to caress the shaft of Matthew’s cock with one fingertip. Bethany, in her heels a few inches taller than Matthew, put her lips beside his ear.

“Will you be thinking about cumming for me when you listen to Rick fuck me, Matty?”

Matthew trembled and moaned softly.

“Yes, Miss Bethany,” he whispered.

“Mmmm, I like that thought,” Bethany said, “you should probably get cleaned up now, and try one of your new toys too, so you’ll be thinking about how it feels when you’re laying in bed.”

“Yes ma’am,” Matthew said softly as Bethany stepped back and patted his ass as a signal for him to go.

An hour later Matthew was in his room when he heard Bethany return from the neighborhood bar where she met Rick. Ready for the evening, Matthew was freshly showered, his shave renewed, and his bottom throbbing slightly from the introduction of a well-lubed training plug for a dozen slow strokes followed by ten minutes inserted as he fidgeted and adjusted to a very new set of erotic sensations.

When he had returned to his room, Matthew found the video screens over his monitor had been activated. One showed Bethany’s bed from the camera over her desk, a shot that was becoming familiar. The other was from a wall camera which was trained on and zoomed in to show one of Bethany’s pillows.

Matthew lay on his bed as he heard Bethany and Rick come into the apartment. Realizing that Bethany was letting him watch her session, Matthew placed his desk chair out of the way so that its back did not obstruct his view of the monitors from the bed when he turned his head.

Bethany and Rick entered the bedroom and stood facing one another at the foot of the bed. Bethany was still in her dress and heels. Rick was in tan slacks and a dark blue polo shirt, he had slipped off his shoes on entering the apartment. Even without his shoes, and Bethany still in heels, Rick was a few inches taller. Through experience, they knew what cameras were on for a session and played to the viewer’s desires by casually tracking which cameras’ red lights indicated they being controlled by the client.

With the couple filling the camera view from the bottom of the bed, Matthew saw the reason for the second screen as the client took control of it, switching cameras and panning to view Bethany’s curves from behind.

Bethany slid out of her heels and gently kicked them toward her desk. The added height of the stilettos had only brought her head up to Rick’s nose, and without them he stood a good foot taller than the beautiful brunette. Matthew bit his lip and wrapped one hand around his hard cock as he realized how much larger Rick was than himself.

Wasting no time, Bethany unbuckled Rick’s belt and opened his pants. Freeing his polo shirt, she pushed it upwards until he crossed his arms over his chest to pull the shirt off over his head. Bethany paused to run her hands over Rick’s well-developed pectorals and then downward to slide his pants down his legs. Kneeling, Bethany moved Rick’s pants out of the way as he lifted each foot.

Staying on her knees, Bethany reached up to the waistline of Rick’s patterned gray boxer briefs. She pulled the waistband downwards in the back and then pulled the front out and down to release Rick’s growing cock. The client-controlled camera was there to capture every detail.

Matthew bit his lip and felt his balls tighten as he saw the heavy cock that presented itself inches from Bethany’s face. He moaned as he watched Bethany’s tongue slip from between her lips to lick the tip of Rick’s eight-inch cock.

“Come here,” Rick growled as he reached down to bring Bethany back to her feet. The sound of Rick’s voice made it clear to Matthew that the video feed was accompanied by clear audio, and he wouldn’t be straining to listen through the wall.

Bethany slipped from Rick’s hands and took that opportunity to shed her dress. Sliding her arms free from the shoulders, she pushed the body of the dress downwards, freeing her breasts, exposing her stomach, and then pushing it down over her hips and ass to fall to her ankles. As she stepped out of the puddled dress, Rick stepped close and kissed her deeply before attempting to guide her to the bed. But Bethany was quicker, she turned Rick around and pointed him toward the bed, telling him to get on his back.

Rick assumed the expected position, legs spread wide. Bethany was like a sexy feline stalking her prey as she crawled onto the bed between Rick’s legs. She lowered her head to plant open-mouthed wet kisses on each of Rick’s heavy balls. Then she raised her mouth over the head of his erect cock, opened her bright red lips wide, and plunged her mouth down over the thick cock. Rick’s moan was audible for the cameras as Bethany swallowed almost the entire thick shaft.

Bethany’s lips slid up and down as much of Rick’s cock as she could fit in her mouth and throat until Rick was straining not to thrust upward. Releasing the head from her lips, she continued to crawl up Rick’s body until she was able to kiss him deeply, her tongue driving into his open mouth as she held his arms flat to the mattress.

“I want your cock in my pussy,” Bethany growled huskily.

Rick smiled as she sat up and turned around, straddling his stomach in a reverse cowgirl position. Bethany looked directly at the camera over her desk as she grabbed Rick’s cock to guide it into her waiting pussy. The second camera focused tightly on that point of contact as she slid the head of Rick’s cock between her pussy lips.

Rising up over Rick’s cock, Bethany slowly lowered herself onto the thick shaft. Her first orgasm came when Rick’s cock was buried fully in her pussy. So did Matthew’s. His cum spurted over his stomach and chest while he watched Bethany’s pussy lips stretch around Rick’s cock as she lowered herself to engulf every inch. Matthew was fixated on the view, and barely realized he was cumming as the camera panned upwards to capture the ecstatic expression on Bethany’s face. Entranced by her reactions, Matthew automatically scooped up the cum from his body and licked it from his fingers as he watched Bethany continue to ride Rick’s cock.

For nearly an hour Bethany and Rick performed for their client, always in motion but never getting Rick too close to orgasm. Bethany played with her breasts as she switched between riding Rick’s cock to riding his tongue. Sliding off his cock one more time, she proved that she could deep-throat the thick shaft as she sucked it clean of her own juices. Lowering herself between Rick’s outstretched legs, Bethany kissed and worshiped Rick’s balls, sucking each of them into her mouth. Laying on top of her lover in a sixty-nine, Bethany sucked the head of Rick’s cock as she stroked his shaft with one hand and played with his balls with the other.

As their session was reaching its agreed-upon length, Rick moved Bethany onto her hands and knees on the bed with her feet to one side of the mattress. Standing behind her, Rick teased Bethany with the head of his straining cock, making her beg for it.

“Fuck me Rick, please fuck me,” Bethany moaned.

Even as she asked, Rick slid his cock to the hilt into Bethany’s pussy in one strong motion.

“Fuck me! Fuck me! Fuck me!,” Bethany chanted with the rhythm of Rick’s thrusting.

Rick obliged, finding a pace that was as tortuous for Bethany as all her teasing had been for him.

That pace could not last. Bethany felt the subtle changes in Rick’s movements.

“Cum in me,” Bethany gasped, “Fill me with your cum.”

Rick’s grip on Bethany’s hips tightened as he continued with short hard strokes. Holding his cock deep inside Bethany’s pussy, he groaned deeply as his orgasm erupted. The couple froze in place for a long moment before Bethany sank forward onto the mattress and Rick stepped back to lean against the wall, each of them catching their breath.

Matthew had edged himself as he watched Bethany and Rick fuck. Hearing Bethany’s voice calling for Rick’s cum was too much for him, triggering his second orgasm and bathing his stomach in warm cum again. As he came, Matthew found himself looking at the life-size image of Bethany on the wall over his bed. In his mind, he was cumming for Miss Bethany. The screens went blank as Matthew licked the mess from his hand and scooped up the cum from his stomach. He was laying there slowly relaxing from the tenseness of his stroking session when Bethany walked in.

Their session over, both Rick and Bethany had other plans. While Rick was heading home to clean up, Bethany wanted to check on her roommate to see how effective their new video arrangement was.

Bethany came into Matthew’s room quietly on bare feet. Matthew froze when he realized he was not alone, but Bethany’s voice reached him before he saw her.

“Keep going,” Bethany said, referring to Matthew’s cum-soaked fingers on their way to his mouth again.

As she came into view, Matthew saw that Bethany wore only a faded t-shirt. Barely long enough to profess modesty as she saw Rick out the apartment door, the faded shirt was printed with a caricature of a dominatrix in heels and corset holding a flogger. The words beside the woman read “I have the pussy, I make the rules.”

Standing beside Matthew’s bed, Bethany raised her foot to place it on the mattress near Matthew’s knee. She locked eyes with Matthew as one hand went between her legs and she slid two, then three, fingers deep into her pussy.

“Did you like watching Rick fuck me, Matty,” she asked.

“Yes, Miss Bethany,” Matthew whispered hoarsely.

“When we play like that he gives me such a big load of cum,” Bethany said as she displayed fingers soaked with her juices and Rick’s cum.

Matthew stared, his recently milked cock twitching to semi-hardness despite his two recent orgasms.

Bethany lowered her foot and slid her knee onto the bed, nudging Matthew over until there was room for her to lay on her side next to the naked man. With her cum soaked hand, she gripped Matthew’s cock and slowly started stroking, using her own juices and Rick’s cum for lubricant.

“How many times did you cum Matty,” she asked.

“Two,” gasped Matthew.

“Tell me what we were doing when you came.”

“The first time,” Matthew said with a voice that was barely articulate, “was when you first came …”

“When I came with Rick’s cock in my pussy?” pressed Bethany.

“Yes,” squeaked Matthew.

“Then say that,” Bethany told him as she continued to stroke and tease his cock.

“When you came …,” Matthew gasped, “with Rick’s cock in your pussy. And the second time when he was cumming in your pussy.”

“Mmmm, good boy,” Bethany said with a smile, “that cum is all over my hand and your cock right now.”

A shudder ran through Matthew’s body, telling Bethany that he was close to another orgasm.

“Does Matty want to cum again?”

“Yes, please, Miss Bethany,” he moaned.

“Cum for me, Matty,” Bethany said, “and think about how it will feel to watch me like that when your cock is in its cage.”

Matthew moaned deeply, his eyes tightly shut as his third orgasm shook his body.

Bethany kept teasing until Matthew trembled from the post-orgasm torture of even the slightest stroking of his cock and a whimper was all he could express. She squeezed and milked the last drops of a very small amount of cum from his cock, knowing that his balls were empty.

“Open, Matty,” Bethany said as she brought her hand to Matthew’s lips.

Drained in so many ways, and completely submissive to Bethany’s presence and desires, Matthew obeyed. Sticky, cum-covered fingers filled his mouth.

“My good boy always cleans up his mess,” Bethany said lightly, knowing that her fingers were feeding Matthew with more than just his own cum. Her use of a possessive pronoun was not lost on Matthew.

As Matthew licked and sucked Bethany’s fingers clean, Bethany lowered her head to Matthew’s chest. She kissed and licked his nipple, then sucked on it softly as she brought more cum from Matthew’s stomach up to his lips. Matthew didn’t even murmur when, the third time he opened his mouth for Bethany’s fingers, they brought a fresh load of juices directly from her well-fucked pussy.

Bethany cuddled with Matthew as they both came down from their post-orgasm states of mind. Rolling Matthew onto his side toward the wall, Bethany became the “big spoon” and held him close as her hands continued to caress his body. Eventually, as Matthew was on the verge of sleep, Bethany slipped from the bed, kissed him lightly on the cheek, and wished him a good night. She then headed for her own room and bed.

The apartment was quiet the next morning when Matthew slipped from his bedroom into the bathroom. Taking his time to pay attention to details, he cleaned himself inside and out and shaved his face and genitals. After a long warm shower, he took out the small and medium anal toys. Lubricating the first one he eased it into his ass and slowly moved it in and out for ten slow strokes to relax his sphincter. Pausing with it at full depth he contemplated the evening’s activities, a thought process that only resulted in his cock growing hard and throbbing with every beat of his heart.

Matthew moaned softly as he pulled the small plug from his ass. While he cleaned it of lube he looked at the medium-sized plug. Biting his lip gently at the thought of stretching himself more, he picked it up and spread fresh lube over its head and shaft.

“For Miss Bethany,” he thought as he slid the plug into place.

The increase in thickness, length, and bulk was an oddly satisfying feeling as it reached its full depth and the wide base sealed his bottom hole. Matthew rinsed his hands of excess lube as he adjusted to the size of the plug and how it felt. In a moment of daring he considered leaving it in when he went out to make coffee. In his mind, he debated the choice and, in a flash of daring, buckled his collar around his neck and stepped out of the bathroom.

Committed to his experiment with the plug and thoroughly distracted by it, Matthew was into the living room before he realized that Bethany was, in fact, awake and active. He paused as he saw Bethany on the floor stretched out on her yoga mat. Bathed by the morning sunlight flooding in from the windows, she seemed to glow in an outfit of white yoga pants and matching top. She moved through three or four more poses, holding each for a minute before she noticed Matthew watching her.

“Good morning, Matty,” Bethany said from the floor, “I hope you slept as well as I did last night.”

“Yes, Miss Bethany, thank you, I slept very well,” Matthew replied without taking his eyes off her.

Matthew’s mind automatically dropped him into the warm level of subspace that he found recurring when he was in Bethany’s presence. He was becoming the naked houseboy around her apartment and it was a role he found both stimulating and satisfying.

“Coffee’s ready in the kitchen, Matty, when you can tear yourself away from watching,” Bethany said with a laugh, “And I see that you’ve recovered very well after last night’s exertions.”

Flustered, Matthew stammered thanks for the coffee being ready and tried to look less enraptured as he moved closer to the kitchen. Finally, he got behind the counter to pour a coffee but found that the counter did nothing to prevent him from continuing to be a very aroused spectator of Bethany’s exercises.

Finishing up, Bethany rolled her yoga mat, wiped her face and arms with her small towel and, after draining the water bottle she had in the living room, came into the kitchen to pour a coffee for herself. She stood beside Matthew as she added sweetener and stirred it with the spoon Matthew had used.

Matthew was sipping from his cup when he felt the tips of Bethany’s fingernails trailing down his spine. He froze as her hand reached his ass and cupped the cheek closest to her. A moan slipped from his lips as her fingers slid between the cheeks of his ass and discovered the base of the plug.

“Oh, Matty, you continue to surprise me with your kinky ways,” Bethany said as she gently pressed on the base of the plug, “which size is this one?”

“The medium one, Miss Bethany,” Matthew said softly, his coffee cup now on the counter as he placed both hands flat to steady himself.

“Good boy,” Bethany said, “since you’re ready to wear one for morning coffee, perhaps you’ll also try wearing them when you’re working out and when you tidy up.”

“Yes ma’am,” whispered Matthew, “I will try.”

Bethany smiled as his acquiescence. As she continued to press and release the base of the plug, her other hand moved to Matthew’s front, capturing the growing droplet of precum for the head of his cock. Raising her hand she spread the pre-cum over Matthew’s open lips then slid her hand around his neck to draw his face downward. Bethany softly kissed him on the lips and said two more words before heading for her own shower.

“Good boy.”