Matthew woke the morning after his collaring feeling both drained and refreshed. The long tease of the previous day was broken by the shuddering full body orgasm he had at Bethany’s hands before bedtime. He remembered the way his first spurts of cum reached his nipples followed by the rest of his cum being milked onto his stomach. Bethany scooped up the fresh cum on her perfectly manicured fingertips and fed every drop to Matthew. When she was finished she softly kissed the head of his cock and then French kissed his mouth deeply.
“Good night Matthew, my slutty subbie boy,” Bethany had whispered after breaking off the kiss.
“Good night, Miss Bethany,” Matthew whispered in reply as she glided silently from the room.
Matthew slipped from bed ready to start his day, as usual, with a naked workout. He noticed that his chastity cage was not waiting for him on his desk. Neither was it on the bathroom vanity. What he did find was the black anal plug, larger than the two training plugs he had been practicing with since Bethany first introduced him to them.
The black plug was five inches long, its end was as large as a golf ball and it had a shaft below that an inch thick down to the wide flange that kept it from slipping fully inside. He had worn this plug before. He knew from the few times he had been given it to wear that it had a noticeable weight and that the thickness of the shaft kept him feeling opened and filled while it was inside.
Beside the plug on the vanity counter was a note in the girlish handwriting that Bethany used for such things.
“Good morning slut boy, wear this for your workout and for an hour later in the day. No cage today, and no playing with my cock. Mistress Bethany”
That morning message set the tone for their new routine. Most days there was a plug waiting for Matthew, with instructions on when to wear it. Sometimes it was the heavy black plug. Some days it was a heavy string of anal beads, five of them, each an inch thick and the whole string nine inches long. Matthew moaned, his cock dripping heavily, each time he slowly inserted the beads one by one and felt their deep penetration.
A Bethany also added a new plug to the available choices. Irregularly shaped, it was designed to rest against Matthew’s prostate and stimulate it with every movement. The second time he wore that plug, Bethany demonstrated that it was also a remote-controlled vibrator.
That lesson was provided as Bethany watched Matthew focus on a yoga routine after his workout with the free weights. Waiting until Matthew was in a forward lunge position with arms raised in a warrior pose, Bethany started the vibrator and slowly turned up its intensity as Matthew struggled to maintain his composure and the pose. Matthew’s unrestrained cock went from a mostly flaccid state as his mind, which had been distracted by yoga routine, to a solid throbbing pole by the time he lowered himself to the mat. Of the three plugs, it was the prostate massager that Matthew most looked forward to finding waiting for him in the morning. It meant that Bethany was already thinking about playing with him that day, even if it might only be remotely with her phone app.
The new routine with anal plugs was one evolving aspect of play between Bethany and Matthew. Bethany continued her busy schedule of online play with her select and generous clients. Occasionally, she brought Matthew into her bedroom to be her supporting cast playmate, and at other times she was visited by Rick or another stunt cock. Sometimes the visiting play partner was a woman.
Matthew took all of this in stride. He was familiar with the scope and variety of Bethany’s work from the months prior to his collaring. The difference now was that Bethany often kept him busy in the apartment, even when her guests were coming through. Some, she paused to introduce Matthew or let them greet him if they had previously met. Others simply joined her in walking past Matthew working on a task he had been given or while he was working out.
Within the first few weeks following their collaring ceremony, Bethany continued to exercise her authority to administer maintenance spankings with the same regularity. She took care to ensure that there was no change in the range or intensity of her domination over Matthew. But her control of his schedule and his orgasms subtly changed.
The planned series of teasing videos with Matthew as her submissive needed to be worked into Bethany’s schedule and her other appointments arranged to fit. Sometimes she planned a full day during which she would perform a video sequence with a horny, hard, and dripping Matthew as her principal prop. At other times, a video could be built up from a series of brief teases that she fit in over one or two days. The video footage from these sessions then had to be edited into the finished product, a task that kept Bethany busy in her room for many hours.
Matthew knew Bethany’s schedule which she shared on their network. But it was the way his readiness for the taping sessions was managed that kept him fully informed. On a day before a teasing video session, Bethany would keep Matthew caged and horny, his cock fully under her control and caged overnight as well to prevent unauthorized actions. This way she ensured a ready and wanting slut at her hands for whatever scenario she had decided to play out. If she had decided on roles for them during a session, Matthew would have his instructions on what to wear and how to act in the scene opening.
On days with no video sessions planned, Matthew’s cock was free. This made it available for Bethany to hold and stroke and tease whenever she took a break from her room and wanted a brief distraction.
Matthew wasn’t certain which types of days, caged or uncaged, left him hornier and wanting more. In either case, his orgasms were at Bethany’s command. Sometimes she milked him to completion during a video session, and other times she ruined his orgasm or relocked his cage without allowing him to cum. Other days, she was in the mood to take Matthew wherever she found him in the apartment, to ride his cock or tongue, and then decide if a milking was deserved. Occasionally when Bethany was playing with Rick or another stunt cock, she might send the video and audio feed to Matthew’s room, having given him permission to stroke and play and cum as often as he wanted while he watched his Mistress ride a thick cock. And every time Matthew came, he consumed the product, whether it was from Bethany’s hand or his own, or lapping it off whatever part of Bethany’s body he had been permitted to cover with his cum.
After another long day of teasing without relief and another night listening to Bethany entertain Rick for one of her remote clients, Matthew woke slowly, aware of two sensations. The first was the feel of the narrow leather band of Bethany’s collar around his neck. The other was the straining hardness of his morning erection, demanding attention he could not give it. Under instructions from Bethany not to masturbate before their next session for her teasing video series, Matthew knew it was going to be a hard day, and he fully intended that implied pun.
Reaching up to his neck, Matthew stroked the smooth leather of the collar with his fingertips. The feel of the collar and its symbolism of his submission to Bethany was a comforting reminder that his sexual frustration would be rewarded by an amazing orgasm when she decided the time was right.
Groaning softly as he rolled out of bed, Matthew’s mind flashed back to the previous evening. After a day of on and off teasing by Bethany to keep him primed for her next video, he had spent the night laying in bed listening while Bethany entertained Rick in her bedroom. With his cock dripping steadily each time he heard Bethany moan in orgasm, Matthew wiped up the drippings to bring to his lips as he imagined Bethany feeding them to him.
Naked except for his collar and carrying the towels he would use during his workout, Matthew walked into the living room. He could smell the coffee that indicated Bethany was already awake and about. He noticed that some of the weights that Bethany normally used were subtly out of position and made a mental note to tidy those up when he was done his own exercises. Looking over to the stationary bicycle, he saw her towel hanging from one handlebar.
Matthew smiled as he imagined Bethany pumping away on the bike, her Lycra bodysuit wet with the exertions of her workout. That thought was enough to bring his cock to full hardness and he followed its bobbing head toward the low weight bench and pulled it into position for his dumbbell exercises. Matthew placed the weights he planned to use on either side of the bench, spread one towel on the leather surface, and sat on the end of the bench in readiness.
“Good morning, Matty,” Bethany’s sing-song greeting came as she walked into the living room.
“Good morning, Miss Bethany,” Matthew replied.
Matthew was so used to being naked around the apartment that it was his normal condition around Bethany. He looked up as Bethany approached, his cock surging upright in its own salute to his Mistress. As much as Matthew loved the skill with which Bethany used her makeup and hairstyling to accentuate the roles she played, he was always mesmerized by the beauty of her untouched skin and facial features.
Bethany wore a short dressing gown of black silk with bold white flowers on the fabric panels. The cloth belt was loosely tight at her waist, but not tightly enough to prevent the sides of the gown from separating to display a three-inch wide strip of exposed skin from neck to crotch. Fresh from her shower, Bethany had a pink towel wrapped turban-style around her head to hold up and cover her hair.
Smiling mischievously, Bethany placed on hand one Matthew’s chest and pushed him back to lay flat on the weight bench. Stepping forward and straddling his hips over the bench, Bethany lowered herself until her pussy held Matthew’s hard cock tight to his stomach leaving the head exposed.
“Mmmm, so hard, Matty, is that for me,” she asked with a grin as she wiggled her hips.
“Yes, Miss Bethany, if you want it,” Matthew said softly as he fought to keep control and to not simply drift off into subspace at her overwhelming presence and the gentle way she took control.
Bethany smiled and tickled the head of Matthew’s cock with one fingertip.
“I do want it, Matty, I want it hard and needy and dripping for me until we play later. Can you do that for me?”
“Yes, ma’am,” Matthew whispered.
“Good boy,” Bethany said cheerily as she wiggled her hips and settled lower as her pussy spread to enclose the bottom side of Matthew’s cock.
Matthew moaned as he felt his cock twitch against Bethany’s warm pussy.
“Did Matty enjoy listening to me play with Rick last night?”
“Yes, Miss Bethany, very much,” Matthew groaned as so many images that his mind had created to go with those sounds returned unbidden.
Bethany smiled and gently rocked her hips, a motion she continued in a slow rhythm as she spoke.
“I am so glad that you were able to listen and enjoy it while we played. I lost a silly bet with Zoe and my payment was to let Rick fill all my holes last night. My client who booked the live session we were doing got a bit of a bonus when he watched me enjoy Rick’s big cock deep in my throat, filling my pussy, and then cumming in my ass. Each time I came, I thought of poor Matty, hard and dripping but having to save his cum for later. I was going to come and see you after Rick left and let you lick me to one more orgasm, but I thought that might be a bit too much for you.”
“Thank you, Mistress,” Matthew groaned, though he wasn’t sure he could say which part he was thankful for.
“Oh, you’re welcome, Matty, it’s my pleasure,” Bethany continued as she rocked slowly.
Reaching into the pocket of her dressing gown, Bethany brought out a fingertip vibrator. Slipping it over one fingertip, she turned it on and slide it down her body to massage and tease her clit an inch away from Matthew’s straining cock.
“I love feeling Rick’s eight-inch cock filling me. I know it’s exactly eight inches because I had to measure it on camera for the client. Did I tell you I can deep throat it now? And once he’s made me cum a few times, I can slide it right to the balls in my ass too. Maybe I’ll let you watch next time. Would Matty like that?”
“Yes, please,” Matthew moaned, ready to agree to anything Bethany suggested.
“That would be so much fun,” Bethany continued as she stroked her clit with the vibrator, “I would have you kneel beside me when I sucked his big cock and then I could give you a nice big kiss with your cute lips so close to mine. And I’d have you lay on the bed and I could put one knee on either side of your head and let you watch from below as he fucks me so deeply. His big cock leaves my pussy aching and sore, but you could kiss it better for me while he gets ready to fuck my ass. Maybe I’d let you suck my clit while he fucks my ass, that would probably really help with my orgasm and the contractions will help my ass milk the cum from his big balls. It would be like your mouth was making Rick cum for me. Would you do that for me, Matty?”
“Yes Miss Bethany,” Matthew said in a soft voice from somewhere in subspace as a tremble of sexual urgency ran through his body.
“Oh!” Bethany exclaimed as she straightened her legs to a standing position and stepped back from Matthew’s throbbing cock.
“That was close,” she giggled, “we don’t want to ruin things by making you cum off camera, do we?”
“No, ma’am,” Matthew groaned as he strained to regain control.
Flushed with the nearness of her own delayed orgasm, Bethany smiled down at Matthew. Reaching out with one hand, she scooped some of the puddle of precum from his stomach and carried the drippings to Matthew’s mouth. Matthew obediently opened his mouth to suck Bethany’s fingers clean. As frustrated as he was by the teasing, he relished the opportunity to lick and suck Bethany’s fingertips.
“Good boys always clean up their messes,” Bethany said as she drew her fingers from Matthew’s mouth.
Smiling, Bethany leaned over Matthew. Placing her hand on his chest, she bent low at the waist and brought her lips to his. With a soft sensuous kiss, Bethany ran the tip of her tongue around Matthew’s open lips before she pulled back.
“And I do love a good boy who so eagerly licks up his drippings.”
“Thank you, Miss Bethany,” Matthew murmured, still in the edges of subspace from the feel of Bethany’s teasing pussy against his cock.
“You’re welcome, Matty,” Bethany said as she swung one leg over Matthew on the bench. This time, she faced Matthew’s feet and lowered her body over his.
Matthew moaned softly as he watched Bethany’s smooth pussy open as it came down to meet his lips. He felt Bethany’s weight on his chest and the warmth of her breath on his cock drew forth a deep moan as his mouth was covered with her sweet pussy.
Without hesitation, Matthew kissed and licked Bethany’s pussy lips. His tongue slid deep inside her sweet center and he reached downwards with his tongue to lap at her clit as it rubbed his lower lip.
In a smooth motion, Bethany adjusted her position and sat up over Matthew’s face. Her hands gripped the edges of the weight bench and her legs trembled as she held herself in place and rotated her body upward.
Matthew licked again, feeling the shift of Bethany’s body change where his lapping tongue touched her. Trained by Bethany to kiss the jeweled anal plug she often wore, and to apply the same worshipful kissing and licking when the plug wasn’t in her bottom, Matthew kissed and teased with the tip of his tongue. The contact was momentary as Bethany rose to a standing position over Mathew and stepped back to stand at the end of the bench where his head rested.
“Mmmm, such an obedient boy, Matty,” Bethany said cheerily, “and now you can let your slutty mind enjoy the fact that your lips have been all the places I enjoyed Rick’s big cock last night.”
“Yes, Miss Bethany,” Matthew said softly, “thank you, Miss Bethany.”
“You’re welcome, sweetie,” Bethany said with a laugh, “enjoy your workout, and don’t wash that cock too vigorously when you hit the showers, or it might explode.”
“No ma’am,” Matthew replied as his mind was redirected to the state of his straining and unrelieved cock.
“And the coffee’s ready,” Bethany quipped the obvious as she disappeared around the corner toward her bedroom.
Matthew reached for the dumbbells to continue his workout. His mind fought to concentrate on routine and form against the memories of the feel of Bethany’s pussy against his cock and the touch of his lips on her skin. The latter brought beckoned the mental image of Rick’s thick cock in each of Bethany’s sexy orifices. Struggling to finish his workout, the result of Bethany’s teasing was a rock-hard cock that no matter how he exercised and strained would not diminish.
Replacing the weights and bench at the end of his workout, Matthew went down the row of exercise equipment from the weight machine to Bethany’s stationary bicycle wiping everything down and tidying up. As he wiped down the bike his mind recalled the time Bethany accused him of kinky intentions when she walked in on him wiping the seat. Knowing the intimate feel of Bethany’s pussy, Matthew couldn’t help but notice his erection as he felt the leather cover and imagined the way Bethany’s Lycra-clad pussy rode it when she cycled.
Horny and frustrated to distraction, Matthew finished his morning routine with a quick cool shower and returned to the kitchen to grab a coffee. Still nude except for the narrow leather collar that signified his submission to Bethany, he headed for his bedroom to check emails and to try and distract his mind with the ongoing job search and another resume review.
Matthew was focused on his screen an hour later when Bethany slipped into his bedroom. He didn’t even realize she was there until she was standing behind him and her hands gently gripped his shoulders. Massaging gently, she spoke in her clear soft voice.
“You’re so tense Matty, you must be working on something important.”
“Editing my resume again, Miss Bethany,” Matthew explained as he tried to ignore the ways his body was already reacting to her presence and touch, “I need to find something soon or I won’t be able to pay you my share of the rent.”
“Well,” Bethany laughed, “I know it won’t slow down your search for a job, but I do have good news. I was just looking at the response to our first videos and it’s very good. Let’s just say that your rent is covered for the next few months and I transferred your share of the profits into your bank account.”
“That’s great,” Matthew replied with relief in his voice, “thank you so much, Miss Bethany.”
Bethany’s hands slid down Matthew’s chest until her fingertips were teasing his already hard nipples. Placing her mouth beside his right ear, Bethany ran the tip of her tongue around the edge of Matthew’s ear lobe before whispering.
“No need to thank me, slut boy, I will make you work for every dollar, and I think we’ll both enjoy it.”
“Yes, ma’am,” Matthew gasped as he squirmed under Bethany’s practiced teasing of his nipples.
“Speaking of which, we do have some unfinished business to continue this afternoon. I’ve penciled you in for 2 p.m., if you’re free, that is?”
Knowing the entirely rhetorical nature of Bethany’s question about his availability, Matthew replied softly.
“I am available for you, Mistress.”
“Good boy,” Bethany said as she stepped back and moved toward the door.
Turning to watch as Bethany left the room, Matthew was finally able to see her. Bethany was dressed in loose white silk basketball shorts and a matching tank top that enticed as it tried and failed to cover her rounded breasts. Below the shorts, she wore a pair of white sport socks that reached a point just over each knee. She stopped at the bedroom door to look back and did a quick twirl on one tiptoe when she saw Matthew watching.
“Do you like?” she asked, “my last client is a bit of a basketball fan and likes me to wear this while I straddle a vibrator he controls. He tips depending on how far I get reading a sports column he sends me while he sees if he can make me cum. I didn’t get very far today because it reminded me of sliding on your cock this morning.”
“It looks very sexy, Miss Bethany,” Matthew said, “I am sorry I caused you to get a lower tip than you might have.”
“Oh no worries Matty, the faster I cum for him the bigger the tip. You see, he thinks it’s all him. So, he gets a little extra ego boost and I get a little extra bonus. I guess I should be thanking you.”
“You’re welcome, Mistress,” Matthew blurted as Bethany disappeared into the hall with a laugh.
Alone again, Matthew checked the time and noted that he had time for a light lunch and another hour to work before it would be time to get ready for Bethany.
Entering the bathroom to freshen up before joining Bethany, Matthew found the heavy black anal plug sitting on the vanity waiting for him. Following his routine to cleanse himself inside and out, he picked up the plug and felt its thickness and weight. Taking the lube from its usual place in a drawer beside the sink, Matthew placed the plug on the edge of the tub, lubricated the plug and his asshole, and then straddled the tub wall.
Matthew moaned softly as the tip of the plug met his anus. Biting his bottom lip gently he continued to lower his body over the plug, feeling its demanding presence slowly start to force its way into his body as he let gravity do the work. As the thickest part of the plug stretched his hole open, Matthew’s mouth opened wide in a quiet gasp. His knees trembled as his cheeks contacted the cool surface of the tub wall and his asshole closed to grip the slightly narrower bottom of the plug’s shaft before the flanged base.
Holding himself still, eyes closed, Matthew adjusted to the feel of the plug. It was an exercise in steadying himself and accepting the plug’s thickness and bulk that he went through each time it was chosen by Bethany.
Matthew opened his eyes and looked down to see his throbbing cock at full erection. The mixed messaging in his brain interpreted the invasion of his ass by the heavy plug as one act of submission to Bethany. She desired it, so he did as she desired to please her. And more and more he had to admit that he loved the feeling of being filled that way. He also knew that his cock was responding to the awareness that he was about to submit to her again, to continue a teasing session that had begun the previous day and was not yet concluded. The anticipation of Bethany’s hands stroking his cock again, and the possibility of an orgasm induced by those hands, ensured that the head of his cock was already soaked with dripping precum. Instinctively, Matthew wiped the precum from the head of his cock and sucked his fingertips.
Exactly at 2 p.m., Matthew knocked softly on Bethany’s bedroom door and entered at her invitation. The room was brightly illuminated by the panels of LEDs Bethany used for video sessions. Set near the ceiling along the walls, she could adjust which panels were on and their brightness to achieve the lighting she desired. Naked, collared and plugged, and firmly erect, Matthew closed the door behind himself and moved toward the bed where Bethany waited.
A stickler for continuity when the videos were split over two or more sessions, Bethany was dressed identically to the previous day’s session. She wore a strapless black leather minidress. The cups of the bodice, just high enough to hide her nipples from view, hugged her breasts tightly enough that they heaved slightly when she breathed deeply. The dress was tight from bodice to hips, held firmly but comfortably by the elastic lace panels that made up the back, and the skirt of the dress flared widely at her hips ensuring her legs were not constrained as she moved.
Bethany’s makeup was perfect for a night out at the clubs. Bright red lips, beautifully defined cheekbones and eyebrows, deep smoky eye shadow with a hint of dark blue color, all to give her viewers a focal point for when she was speaking to them through the camera lens. Sitting cross-legged near the far side of the mattress, halfway between head and foot, Bethany patted the mattress in front of her, indicating that Matthew should assume the same position he was in when they last paused.
Matthew crawled on top of the king-size mattress and lay on his back in front of Bethany, arms out to his sides and legs spread. Bethany placed one hand on Matthew’s stomach as he settled into place. With a mischievous smile, her other hand slid up his thigh until her fingertips found and pressed on the base of the plug. She giggled when Matthew gasped at the shifting plug in his ass. Pulling her hand back, she poked at his throbbing cock.
“Is that all for me,” she asked playfully.
“If Miss Bethany would like it,” Matthew replied softly, his mind already sliding into the warm first layers of subspace as he surrendered to her presence.
“I just might,” Bethany said as she gently squeezed Matthew’s cock, “but first, we have work to do.”
Switching gears, Bethany was all business as she remotely adjusted camera angles and lighting, checking the views on the screens over her desk. Satisfied, she put down the control tablet and returned her attention to Matthew.
“Now, where were we …” she mused.
Smiling, Bethany picked up a pair of tweezer-style nipple clamps. Reaching for Matthew’s nipples, one at a time she tweaked them to hardness then applied the clamps at their base leaving the tips of each nipple exposed for an occasional teasing fingertip to stroke.
Next, Bethany took up a length of thick emerald-blue para-cord. Working with practiced hands, she bound Matthew’s cock with a series of wraps around the base of his cock and balls and finished with a few wrappings of his scrotum to squeeze his balls into a snug and clearly separated package. With a quick check of her tablet to see how the rope-work had looked before, she was satisfied and then lightly scratched Matthew’s smooth balls as she turned back to look down at her willing sub.
“Ready Matty?”
“Yes, ma’am,” Matthew moaned softly.
“Good boy,” Bethany said as she touched a finger to Matthew’s lips, “quiet now, except for those sounds you just can’t help.”
Bethany picked up a small squeeze bottle and dribbled clear slippery lube onto the head of Matthew’s cock. Wrapping one hand around the shaft, with her other hand she placed each fingertip around the edge of the head and gently teased with a screwing motion until she felt a shiver run through Matthew’s body. Looking up to the camera she smiled and began speaking.
“This is now our second day and poor Matty hasn’t been allowed to cum yet. He even got to listen to me get fucked very satisfyingly last night, which I deserved after getting so horny from teasing my boy here. But Matty has had to wait. Maybe today he will get to cum, if he’s a good boy.”
Bethany slowly stroked Matthew’s shaft then held it still again. With one manicured fingernail she tickled his urethral opening and spread the leaking precum over the tip of his cock with her fingertip.
“I want to thank every who joined the new subscription list and watched our first few videos. Your response was encouraging and that’s why we’ve prepared this free session for everyone to enjoy. As always, your suggestions for new material have been welcome and I read every one of them. Also, let us know if you’d like us to play with the idea of extending your favorite video into a series, or if you want to arrange a private recording. Almost everything is possible for our generous clients.”
Bethany held Matthew’s cock with her right hand and softly rubbed that spot just below the head with the tip of her thumb. As Matthew’s body shook from that single intimate contact, she reached up with her left hand and drew a fingertip across each of his clamped and tender nipples.
“We found the most popular video so far was the one where Grad Student Matthew had to report to TA Bethany and explain his absence from an in-class test. Having to take the test orally while his cock was being teased certainly challenged poor Matty to earn having the test set aside in his averages. It’s a good thing he actually took that course a few years ago and knew the answers. Maybe the next test will be harder and my paddle will have to be used in response to wrong answers.”
Matthew moaned softly at the suggestion that the student and TA scene might be replicated, with tougher quizzes and higher stakes. Bethany smiled at her audience through the camera and continued.
“As expected, the suggestions from those we can call the usual suspects included requests for scenes playing brother and sister, or step-siblings, or mother/son, aunt/nephew … you get the drill, any relation will do to satisfy some fantasies. We might consider those, perhaps I can borrow a sweater from Matty’s sister to wear, though it would be so tight on my breasts. I hope no one would mind that.”
Bethany returned to slowly stroking Matthew’s cock as she teased his balls with the nails of her other hand.
“There were so many other suggestions too. Lots of the titillating scenarios … secretary and boss, boss lady and office boy … Karen and the young man at customer service might be fun to play. Someone suggested an outdoor scene between jogger and sunbather but left the choice of roles to us, and I think we might even have to explore the suggestion to role-play as many different combinations at a wedding we can imagine. And I can imagine a lot of possibilities.”
Bethany’s stroking hand paused as a shiver ran through Matthew’s body.
“So close, Matty,” she said as she released the throbbing shaft, “but not yet.”
“I know we’ve all been waiting to see if Matty gets to cum today. The daily poll on the website has been collecting your votes, just in case I can’t decide and want to use that as the determining factor.”
Bethany picked up her control tablet and quickly refreshed a browser window for her website.
“Oh, Matty, it doesn’t look like today is your lucky day. The fans say no cumming today.”
A deep, low groan slipped from Matthew’s lips as Bethany squeezed his cock. Picking up one last prop she looked up at the camera with her signature bright smile. The chastity cage dangled from her finger as she gave her closing.
“Thanks to everyone watching and I hope to see you log in to watch our other videos. The majority of you voted for denial for Matty, so he’s going into the cage as soon as we get him cleaned up. Kinky thoughts and dreams everyone.”
Pausing for a moment for the final shot, Bethany exhaled and lowered the cage to the mattress. Taking up the tablet once more she turned off the cameras, dimmed the lights that were spotlighting the bed, and stretched in place to loosen up.
“There,” Bethany said, still in business mode, “I’ll fade that last shot to black for an ending. After I add today’s clips to yesterday’s, it will be a free video on the site for all members. Hopefully, it will attract a few more subscribers to the series.”
Starting to stroke Matthew’s cock again, Bethany smiled down at her submissive boy.
“Too bad the fans voted for no cumming. Maybe next time they make the decision you’ll get to cum in my hands.”
“Yes ma’am,” Matthew whispered, his mind still processing the thought of another day of denial.
Bethany released the clamps from Matthew’s nipples and gently massaged each nipple as the blood returned to the fleshy points. She then reached down and deftly unbound Matthew’s cock, the wrapping tight enough for show but not enough to restrict blood flow.
“Go have a shower Matty, and come back to see me. Keep the plug in for now.”
“Yes, Miss Bethany,” Matthew replied as he slipped off the bed to obey.
Matthew returned to knock on Bethany’s bedroom door after cleaning up. Not knowing what she wanted him for during this second visit had his cock throbbing and his ass clenching on the plug in anticipation. He hoped that it wasn’t simply to have his erection reduced with a cold cloth to be fitted with the chastity cage.
“Come in, Matty,” Bethany’s voice came through the door.
Slipping into the room, Matthew found a very changed scene. The video lighting was all turned off, as were the monitors over Bethany’s desk. As Matthew’s eyes adjusted to the lower light level, he saw Bethany sitting in the same position on the bed.
Having also taken the opportunity to change, Bethany had removed her make-up and her mini-dress. She wore a white lace bodysuit that covered her from neck to crotch, The three-quarter sleeves ended partway between elbow and wrist, and her hair was gathered in a loose ponytail.
“On the bed, Matty,” Bethany said as she patted the mattress.
Matthew crawled onto the bed and rolled over to assume the same position he had been in during the video session.
“Good boy,” Bethany said as her hands slid over his body, one teasing his nipples and the other holding and squeezing his hard cock.
“You were so hard for me today,” Bethany murmured, “it’s too bad the fans didn’t vote to let you cum. But that’s not really a surprise, their daily tally hasn’t been in your favor for weeks.”
Matthew moaned softly at the teasing of Bethany’s hands and the thought that if she had followed the fan’s responses, he would have been continuously denied.
“All those years you ignored me because I was just your little sister’s friend,” Bethany spoke quietly as she gently stroked Matthew’s cock, “and I wanted you to be my boyfriend so badly. Since I turned 18 a few months before, I used to dream of you taking me to prom and fucking me for the first time in my prom dress. Instead, I went with Billy Hudson, and Janie and I ditched the prom and went to an after-party he didn’t even know about. He was leaving town a few days later to join the army, so it wasn’t like I was breaking off anything that was going to last.”
Bethany stopped stroking Matthew’s cock and held the head between the tips of her fingernails. Pressing inwards just hard enough to draw a soft gasp from Matthew’s lips, she continued.
“After graduation, I thought maybe you’d been waiting for me to turn 18 and leave high school, and you’d make your play that summer. But no, you were just another oblivious boy. If you’d asked me to be your girlfriend, I would have sucked this pretty cock every day out of happiness. But you missed that opportunity.”
Bethany smiled at her subject as she returned to gentle stroking.
“Perhaps we’re both lucky in the way things turned out. Janie and I learned so much about ourselves that summer and all through college. We played with men, and women, and each other. We called our freshman year our slut year. Every time I swallowed a big load of cum from a college boy’s cock I wanted it to be yours. Every time I let a boy cum on my face or my tits I wanted it to be your cum. And the first time Janie licked a fresh load of cum from my pussy when we had a threesome, I so wanted it to be your cum, and your tongue.”
Matthew gasped again at the latter admission, causing a laugh from Bethany.
“You never knew, did you? Janie and I were such sluts licking each others’ pussies when we didn’t have dates, and sometimes licking each other after our dates when we weren’t completely satisfied. And when we discovered the way kinky things excited us, we explored so many things together. Domination and submission, bondage and spanking, there were so many things we learned by doing them with each other and with others in an expanding circle of kinky friends. And we learned along the way that while Janie is a switch, and a brat to boot, my preferences are definitely for the dominant side, which is why we drifted into playing with others more to our individual tastes.”
Bethany wrapped her hand around Matthew’s balls, closing two fingers in a tight circle to capture the skin of his scrotum and push his testicles into a tight package away from his body. Her other hand wrapped around the shaft of his cock in a firm grip.
“Once we started exploring kinky things, the ways I imagined having you changed too. The first time I spanked a boy, I so wanted it to be you over my lap. And every time I teased a hard cock to the edge of orgasm and then ruined it, I imagined those little moans of anguish coming from your lips. The more I took the dominant role in my adventures, the more I wanted you to be my submissive. I even had Janie wear some of your old running gear, shorts and singlets, while she knelt between my thighs and licked me long and slow while I imagined it was you.”
Holding Matthew’s cock still with one hand, Bethany released Matthew’s balls and began teasing the head of his cock with a single fingertip.
“You know I can feel your cock throb every time I mention Janie, right? Perhaps we will have to explore that brother-sister role-play idea sooner rather than later. I’m sure Janie could help me prepare for it, she’s no stranger to teasing a cock to the edge over and over again. You know, we got invited to local munches while we were still in college. The first few were nice little gatherings with people we already knew. And then we were invited to a bigger group. Imagine our surprise when we found your mother holding court at the head of the table. We almost ducked out of there but she had someone bring us back in. I think that was not long after Janie found out her secrets at home. You might say those years were my formative stage, playing with Janie and learning from your mother, all to be ready to take you under my control. So, here I am teasing Matty’s cock that I wanted so long. But now I own this cock, don’t I Matty?”
As she paused for a reply, Bethany began long, slow, strokes of Matthew’s cock.
“Yes, Miss Bethany,” Matthew moaned as he fought to keep his hips from bucking in response to his urge to fuck Bethany’s stroking hand.
“Good boy, Matty.”
Bethany’s hand slid down from Matthew’s cock. Exploring between his legs she pressed on the base of the plug, establishing a rhythm which she matched with the stroking of Matthew’s nipple with her other hand.
“By the way, Mrs Rockdale sent me a message. She asked me to say hello to you from her.”
“Who? Rockdale? …,” Matthew sputtered, trying to place the name.
“She loved our TA and student video. I thought she might. After all, she did help me with the quiz.”
Bethany smiled as she watched the slow progress of realization build in Matthew’s mind and the way his expressions changed as he put pieces in order and formed questions he wasn’t sure he wanted to ask. Mrs. Rockdale had taught an elective inorganic chemistry course he had taken in his sophomore year, about six years previously. He remembered her as a well-built older woman, with greying hair, and almost always dressed in tweed jackets over slacks. The girls in the class had dubbed her wardrobe “shabby professor chic.” Mrs. Rockdale was a capable and patient instructor who taught her subject as an elective to students who needed a science credit. But Matthew couldn’t recall anything that might link her to Bethany.
“How?” Matthew asked, still not quite certain.
Bethany continued to gently fuck Matthew with the plug as she explained.
“I took her class a couple of years after you did and got to know Mrs. Rockdale after I talked to her about her shoes one day when she was in heels.”
Another flash of memory washed through Matthew’s mind. Occasionally, Mrs. Rockdale wore a skirt. Knee-length and dark gray, it was invariably matched with a white, high-collared, and long-sleeved blouse, light grey hose, and shiny black stilettos. Her blouses had french cuffs, held closed by ornate cuff links. On each cuff-link set against black onyx was a gold chess symbol, the Queen.
“Red soles,” Matthew whispered.
“You remember,” Bethany exclaimed, “she wore those gorgeous Laboutins maybe once a month and she was so confident moving in them. So we chatted and I learned that she knew your mother when I mentioned that she was the only other woman I knew with a collection of similar shoes at that time. Mrs. Rockdale remembered you too. ‘Matty the Good,’ she laughed when I told her that nickname. She recalled you were always in slacks and a collared shirt, sitting up front, taking notes, and asking questions. Except for the days she wore those shoes. She remembered you were a little distracted those days.”
Bethany’s hand switched from pressing on the base of the plug to return to stroking Matthew’s hard cock.
“As it happens Mrs. Rockdale is a subscriber to our videos. She helped me prepare for the TA scene, and told me if that she had known how well you could be motivated, she might have taken you in hand directly. Of course, that would have broken her no-students rule which she strictly observes, until they graduate. I know a couple of people who have been trained by her after graduation and she does love having a sweet submissive boy or girl under her queening chair licking gently as she grades papers.”
A shiver ran through Matthew’s body as he imagined Mrs. Rockdale being serviced by a willing slut, male or female.
“What’s the matter, Matty?” Bethany said as she squeezed Matthew’s cock, “Are you imagining kneeling in front of Mrs. Rockdale’s sexy shoes? Perhaps I’ll have to wear my own Louboutins when we revisit that storyline.”
Matthew moaned softly, reacting to Bethany’s stroking hand and the images her words evoked.
Without letting go of Matthew’s cock, Bethany shifted to rise up on her knees.
“I’ll have to ask Mrs. Rockdale to prepare another quiz for us to use. And maybe I’ll ask about her queening chair. Perhaps we need one for the apartment. Would you like that, Matty, a chair that lets us both be comfortable for a nice long pussy licking session?”
“Yes, Miss Bethany,” Matthew moaned softly.
“Good boy, because I do want to feel your tongue in my pussy this afternoon, but first I want to feel your cock.”
Bethany unsnapped the crotch of her body suit and swung one leg over Matthew’s body. Without pause, she lined up Matthew’s cock with her pussy and lowered herself fully on the erect shaft.
“Oh Mistress,” Matthew moaned, “I am so close to cumming.”
“I know Matty,” Bethany replied as she slowly started rocking her hips, “and I know a good boy always licks up the messes he makes.”
Matthew’s body quivered with the strain of trying not to cum so quickly.
“Aww, poor Matty,” Bethany giggled, “so close to cumming after only two days of teasing. What will you do if we spend a week teasing before you might get to cum?”
Bethany’s fingers found Matthew’s nipples and started to gently squeeze and pull them in a slow rhythm that matched the rolling of her hips.
“It’s okay, Matty, I know this won’t take long. Just think of it as getting my pussy ready to be licked. I had a good hard fuck by Rick last night, and today I want a nice long slow licking. I do hope you have lots of cum stored up for me because I want you to lick every drop of it from my pussy after I take your orgasm.”
“Yes, Miss Bethany,” Matthew groaned, “Please Mistress, may I cum.”
“Of course, Matthew, cum for me, fill my pussy.”
Bethany held still as Matthew’s body shuddered in a full body orgasm. All the erotic tensions of two days of directed teasing among the continual sexual tension of their living arrangement exploded in a mental and physical release that was the complete focus of his existence for the time it lasted. With utterances that began as a deep groan and ended with a gasp for breath after the draining of his balls that Bethany’s permission to cum invited.
“Oh, Matty, that felt like you gave it everything you had,” Bethany said as she started to rock her hips again.
“Please,” Matthew gasped, the slightest movement providing intense post-orgasm sensations through his sensitive cock.
“Please what, Matty,” Bethany asked, “Please ride you to another orgasm? Please stop?”
“Please Miss Bethany, I can’t take any more.”
With a laugh, Bethany rose up off Matthew’s cock, which fell limply but not completely soft, against his stomach. Drawing her leg back to kneel beside Matthew again, Bethany leaned over and took his semi-hard cock in her hand. With her mischievous smile on her lips, she lowered her mouth to Matthew’s cock and swallowed the full length of it, tasting her own juices and the remains of Matthew’s cum. Sucking with just enough force to make Matthew’s body shake in response, Bethany drew her lips back to the rim of the cock head. She paused, her tongue lapping back and forth over the tip as she listened to Matthew groan.
Bethany listened to Matthew fight to calm his breathing again. She moved toward his head and leaned down again. Her lips met his and she delivered a deep French kiss that lasted until she had thoroughly shared the tastes of their mixed juices from her lips and tongue to Matthew’s.
“Now, Matty,” Bethany said softly, “I want you to lick me.”
“Yes ma’am,” Matthew whispered.
With one hand on her headboard to steady herself, Bethany swung her leg over Matthew’s upper body and lowered her dripping pussy to his waiting mouth.
“We’ll start like this,” she said, “and then I’m going to lay down while you continue.”
By the time Bethany finished telling Matthew her plan, his mouth was covered by her pussy and she took his open mouth and eager tongue to indicate his acceptance. Bethany’s first orgasm came as she rode Matthew’s face, the thought of his tongue deep in her pussy where his cock had just spurted all his pent-up cum was enough to ensure she had to grip the headboard to steady herself. Her second and third orgasms were at a more leisurely pace and in a more relaxing position as Matthew lay between her spread thighs. She let his diligent tongue slowly bring her back to a level where a fourth orgasm was rising before she decided that was enough and gently pushed his face away.
“Enough, please,” Bethany sighed.
“Yes, Miss Bethany,” Matthew replied softly.
“Thank you, Matty, go clean up, I’m going to nap now.”
Silently, Matthew slid off the bed and slipped from the room. As he showered, his mind replayed the events of the day, a mental exercise that resulted in his cock announcing it was not yet fully used up.