Looking into the bathroom mirror, Sarah applied the finishing touches to her makeup. She stood back and took in the final result, liking what she saw. Her butterfly necklace sat perched over the deep v-cut black dress. The perfect little black dress that she had looked for all morning through numerous stores. The small spaghetti straps and loose fit at the top showed plenty of free flowing breast and the slit up the side ending thigh-high made it simultaneously elegant and sassy. The diamond earrings he had given her adorned her ears, flashing brilliantly as they caught the light. The reflection showed a woman with a perfect white smile, a tone feminine body, and a glowing tan with just the right amount of color to look healthy but not overworked. She looked fucking hot and she knew it. Not bad for a mother of two. And she deserved it having worked so hard to keep her body in tip top shape.
Still, the nervous flitter in her stomach made her take a moment. He would be waiting for her downstairs. A dinner at a fancy restaurant to mark the ten years since she had submitted to him with their first sexual encounter. At twenty-eight, she had been his ever willing sexual slave for that entire time. She remembered walking in to be forced to watch the videos of her stealing. That panic of being caught. And she thought back over his painstaking training with all of the punishments and pleasures during those early months.
Wanting to look her best to make him drool was not the only issue at hand though. It would be an important night for other reasons. She had her plan of attack. Having run through all of her arguments in her head a hundred times. A thousand times. She wanted tonight to go well. Needed it to go well. And she felt confident she could make it go well.
Memories of end of that first summer came flooding back. The trip to Michigan with the initial four girls. He had taken her on countless trips since then, but that first remained her favorite. They were all so young and it had been such a fun trip. And her special night with him that last night, with just the two of them, still filled her fantasies. She thought of it often. Not knowing it at the time, she later found out he had recorded the whole thing. With cameras set up all over the room to capture every angle. He had cut it together into three different final videos. Out of all of the videos they watched together, she still requested that night the most. But truth be told, she liked going back and watching all of the early ones. It had been such a formative time for her.
Jenny, Ali and Natalie were still some of her closest friends. Texting constantly, they shared every detail of their lives with one another. She didn’t see Jenny as much anymore. The couple of times a year when he called Jenny to serve, in which Sarah almost always participated. Along with maybe one or two other trips to visit each other during the year. But Jenny lived in California with her husband and their three boys. She still looked terrific of course. And nobody ate Sarah’s pussy as well as Jenny. Her tongue did things to Sarah that always sent her into orbit quickly.
Jenny had devotedly filled out her two-year contract, being a true slut for Mr. Michaels whenever he required it. Making herself available whenever she had come home from school or any time he had visited her in Arizona. And she went on quite a number of the weekend sex trips. Sarah knew to this day that he would check up on her through the cameras she still kept in her house and would watch her and her husband have sex. Especially when Jenny would set up a threesome for the two of them or swap with another couple. She always forewarned Mr. Michaels ahead of time so he could see for himself.
But at the end of the original two years, she had decided not to continue as an on-call slave. Some of her day-to-day perks had ended, but whenever she truly needed something, Mr. Michaels always aided her without a thought. It had never come in more handy then when she had gotten her DUI a few years before. First calling the lawyers who got her into a diversionary program, he then paid the fine without her husband or family ever finding out.
Ali still lived in town and worked as a resident nurse at a surgical center. Mr. Michaels had helped her get several different jobs, with promotions at each jump and she loved her work. She still regularly submitted to Mr. Michaels whenever he called. But that only ended up being once a month or so. Sometimes more while he trained a new girl.
Sarah and Ali had been roommates during their junior and senior year. Mr. Michaels had helped Sarah transfer to Ali’s school from the community college and they moved in together right away. Into a beautiful two bedroom apartment in the best apartment building near the school that he helped arrange. They got quite a reputation for being very wanton sluts on campus. When they weren’t fucking boys either singly or together, they fucked each other fairly often.
Natalie had continued as an on-call submissive as well for a couple of years after her contract ended. Only ‘giving her notice’ when she got engaged. The first marriage lasted a year. The second didn’t make it six months. She had two children. A girl with the second husband and a boy with another man that she never married. Her relationship with that man stayed off and on for years with plenty of highs and lows.
Despite Mr. Michaels working so hard to help her make more of herself, Natalie always seemed happy to bounce from guy to guy and job to job. When she had a job, it usually ended up being some simple secretarial or admin work or some type of salesclerk. Sarah marveled that Mr. Michaels never chastised her when she pissed the jobs away. Natalie also ran to him whenever the money ran short. He would cover her bills after taking her to the playroom and putting her through grueling punishment in return.
Sarah suspected that Natalie intentionally screwed up because she craved being his submissive and wanted to get his firm hand. Nevertheless, the girl still looked great even if her pregnancies had caused her giant tits to sag some over the years. Mr. Michaels loved to flog her tits before hanging heavy weights from nipple clamps to stretch her nipples painfully while making her cum with the hitachi or the Sybian.
Turning out to be the most successful out of that initial group, Sarah had continued to work parttime for the real estate development firm during college and over summers before getting a full time position after graduating, eventually getting promoted to head of acquisitions when she turned twenty-seven. Despite her youth, she proved to be excellent with numbers and evaluating projects and had a shrewd eye. She went after what she wanted relentlessly and usually won over sellers.
Never backing down when she identified a target, she also knew how to use her sexuality to help get an edge. With both men and women. She never fucked to get what she wanted, but once the deal had been completed, she sometimes sought out her opponent and pursued them just as aggressively as she pursued the transaction.
Normally taking the dominant role in those situations, she loved to make men beg to please her. It gave her a thrill to sit on a man’s face after having feverously negotiated against him in the deal. One guy she had detested for withholding information during the transaction and bragging about ‘sticking’ her with extra costs after the fact, she had later seduced with a weak, overwhelmed demeanor during drinks making sure he felt over-confident.
Leading him back up to her room, she blew his mind with kinky sex that ended with her donning a strap-on and fucking him in the ass on his hands and knees while she reached underneath him to jack off his cock. He called for weeks afterward begging for another date. When she told him he hadn’t shown her enough appreciation for all she had done for him, he proceeded to send multiple gifts and flowers promising to do better. The satisfying revenge came with a simple text response of, “Too little too late. Fuck off and never call me again,” that had a short video attached of him taking it up the ass and shooting his jizz all over the bedsheet under him. He never went up against her again, always finding a way to excuse himself out of negotiating against her.
Those first three girls had always been her favorites, but there had been so many more girls ‘recruited’ since that first summer. More than a dozen for sure. Sarah couldn’t be certain that she even knew them all. Although she had had sex with all of the girls she knew at one point or another.
Jenny had started ensnaring Amanda before they even left for the Michigan trip, asking Amanda to babysit with her on the premise that she would take over after Jenny left for school. She had shown Amanda the cash drawer and sworn her to secrecy as she took a few dollars for herself. Given that Amanda wouldn’t turn eighteen until late November, there had been no hurry to trap her too quickly.
Jenny took an extra $40 for herself and told Amanda she could do whatever she wanted once she took over the job. Sarah had watched the videos over the ensuing months and knew that Amanda started with $40, but eventually took a little more each time she babysat. By the time Mr. Michaels finally threatened to expose her, Amanda had stolen over $2,000. Since Amanda wasn’t into boys, Jenny had never suggested dressing sexy for tips to her. So when he did finally challenge Amanda, it had come as a complete surprise.
Mr. Michaels had confided to Sarah that Amanda had been the most difficult girl to recruit and train out of all of his sluts. She had pleaded to him to let her pay him back and forget what she had done. Unlike all of the other girls in her situation, Amanda had been the only one that didn’t offer her body as a solution. When the cops picked her up for questioning, she had been badly shaken and terrified she had ruined her life. Later begging Mr. Michaels to drop the prosecution, she vowed to do anything he wanted. But when he pressed her for what, she offered nothing of consequence. Amanda had called Jenny later frantic.
Jenny promised to call Mr. Michaels and do what she could for her, but told her that it was probably too late. When she called back later to say that Mr. Michaels had no solution, she floated the idea of making a sexual offer to him. Even going so far as to suggest she might have to submit to him as a sexual slave. Amanda had been aghast and told Sarah she wouldn’t be a whore. And the thought of having sex with a man, let alone being submissive to one, repulsive. Jenny consoled her and said she understood, but that she felt confident that it might be the only solution to her problem.
Amanda had stewed on it for several days before showing up at Mr. Michaels house and offering herself. Her resolution continued to be tested while he extracted her prostitution offer. He had almost truly called it off several times.
And the indoctrination proved to be difficult for months. She fought him at every turn. When she tried to turn the tables on him and blackmail him, he mercilessly broke her. Sarah didn’t know everything going on during that time, but didn’t have much sympathy for Amanda. Nevertheless, she eventually got in line. Her symbol had ended up being a wasp, which he laughed had been his acknowledgement of her having a dangerous sting. Mr. Michaels always told Sarah it would all be a story for a different time.
Luckily, the other girls that followed all proved much more manipulatable. One of Sarah’s favorites had been Kelly. Ali found Kelly at school. At twenty years old, she looked like a model without the usual stuck-up attitude that usually went with knockout looks. Long curly dirty blonde hair, green eyes, curvy body, perfectly shaped c-cup breasts, and long legs. Like Sarah, she came from fairly humble beginnings from the state of Alabama. She had gotten a good scholarship and had family in town who she lived with while commuting to school. Ali didn’t find Kelly until the end of her freshman year. When Ali started her summer job, she asked Kelly to cover her babysitting job at times. About a month in, Ali told Kelly about her secret funding source and before the end of the summer, Kelly had pledged to be a willing submissive sex toy and her training began.
Sarah thought about girl after girl that fell into the same hard decision she had made. Maybe it was universal. Maybe his approach to make them each come up with the solution on their own led them to the same place. And yet, he always insisted that they make the offer willingly. Yes, it had been a trap, but each girl made the decision to steal and each girl offered their bodies and submission as an easy way out.
Of course, the trap didn’t always work. Sarah reminded herself about Mary. Mary had been a girl that she had met at her school her freshman year. It had been just after Christmas that Sarah had Mary join her for babysitting. After getting a little drunk together, Sarah had shown Mary the cash draw and asked her if she wanted to take any money. Mary had refused. She indignantly insisted that she had been brought up believing stealing to be a sin that she wanted no part of it. Sarah had taken some money anyway hoping that Mary might change her mind.
Mary never judged Sarah for stealing, but even after a second try to tempt her, Mary declined with a smile and a shrug. Feeling guilty for failing to deliver, Sarah tried to promise Mr. Michaels that she would find some way to convince her, but Mr. Michaels had surprised her by insisting that she drop it and not pursue Mary anymore. He reminded her that the point was to find girls that willingly offered themselves to correct their misdeeds. But they had to commit the misdeeds by themselves as much as they had to offer themselves as penance.
New girls continued to come into the fold at the rate of one or two a year. Mr. Michaels became more ***********ive with each passing year and unknowing candidates were screened by him before the opportunity to steal would be revealed. But he never lacked for female companionship or visual stimulation. Sarah often wondered how he kept track of all of the recording devices he had deployed. And also wondered how many hours of video he would go through to edit the parts he kept. It seemed to be his constant hobby.
Anytime Sarah popped over to swim in the pool or soak in the hot tub there would invariably be naked girls sunbathing, walking around or having sex. He ministered over his harem like a king ruling over his subjects. With a simple command, one or more girls would jump to do anything he demanded. Any girl failing to do so got taken to the playroom and severely punished.
+++++++++
Just thinking about all the girls got Sarah hot and bothered. Looking at the clock, she decided she had a few minutes and hiked up her skirt, spreading her legs. The dress didn’t call for underwear so her bald pussy glistened in the bright lighting of the bathroom. She still preferred it fully bald, but grew it out to different shapes whenever ordered to do so by her Master. Standing in front of the mirror, she watched the slutty woman on the other side of the glass as she slowly ran her finger up and down her juicy slit. Avoiding her clit, she rubbed the viscous fluid flowing from her all over the puffy red lips. Even after two children and the nearly constant intense sex she had had during the previous ten years, her pussy still leaked like a broken hose most of the time. Mr. Michaels had conditioned her to want sex like a starved nymphomaniac.
Circling her clit, she moaned while thinking about him edging her toward a growing orgasm. She knew she shouldn’t be doing this right before heading downstairs, but she couldn’t help herself. As she usually did when masturbating, she pictured his fat cock in her mouth, pumping in and out while her tongue swirled around the giant mushroom head. Picking up the lush vibrator, she turned it on manually and held in against her clit until her hips started grinding automatically. The pre-climax tension started to grow, but she denied herself a quick release and rolled the head of the mouse-like vibrator around in the slick lubricant soaking her enflamed pussy lips.
Pressing it against her vaginal opening, she waited for her flower to slowly bloom. Her pussy lips extended practically sucking the small vibrator into her waiting canal. The pink head slowly penetrated her, holding her pussy open as the widest part past through the relaxing muscles. She worked very hard to keep her pussy tight with kegel exercises and yoga, but it soon popped all the way into her until only the little tail stuck out.
She rode the vibrations for another couple of minutes and rubbed her clit harder and faster, taking herself right to the edge before stopping. Leaning forward, she put both hands on the counter with her legs spread wide apart, afraid to let anything else touch her. The vibrator kept her on the edge for another long minute before the climax finally retreated. She reluctantly turned it off by squeezing the tail, knowing she could still make herself cum with just five seconds of gentle rubbing, but refusing to give in to her wanton appetite. There would be time later, with him being the one to make her cum and she wanted that more than she wanted release at that moment.
Reluctantly, she pulled her dress back into place. Her nipples were so erect they hurt pressing against the thin fabric of her dress, practically in clear view. She had big nipples as a teenager, but breast feeding made her nipples and areolas even bigger. Her breasts still felt firm to the touch and hadn’t sagged too badly luckily, so without a bra, her nipples normally poked through and showed just how excited she was at any one time. Reaching into her dress, she gave each nipple an extra pinch before checking her lipstick one last time and heading downstairs.
+++++++++
That first year at college had been a whirlwind. Carefully arranging her classes so that she could work two days a week parttime and go to class the rest of the week. Between work, classes, homework, and making time for Mr. Michaels, it didn’t leave a lot of time for a social life. She made a few new friends, but would rather spend the weekends in the playroom or sunbathing at his pool, over meeting up with the new acquaintances, keeping them all fairly distant. The less he demanded of her, the more she found herself trying to get his attention and showing up at his house unannounced.
At the end of the second month, Mr. Michaels sent her a demand via text. “Your instructions are as follows: You are to fuck three boys. They have to be from your school and they should not know one another. They have to be studying three different topics. One in the arts, one in science, and one in business or administration. You will follow all normal condom rules. They are to cum at least twice before you are allowed to have an orgasm. You are to fuck each one on at least three separate occasions but always in your apartment in plain view of one of the cameras. Failure to fuck while on camera means that the occasion will not count. The order is unimportant and they do not have to be sequential. Notify me after each occurrence. You are not to come to my house and you and I will not fuck again until this is done.”
Sarah had read the text twice before breaking out in tears, not understanding why he would be punishing her or what she had done to deserve these new instructions. She responded asking to see him. When he didn’t reply after twenty minutes, she got in her car and drove to his house with tears continuing to stream down her face. Finding him in his office working at his computer, she broke out into full sobs while he only looked at her with a deep frown. She saw him stand and walk over to her slowly with his arms behind him.
“Stop the crying,” he said harshly.
The command made her jump and she stifled her sobs, although her breathing hitched despite her best efforts. She couldn’t stop the tears but made no effort to wipe them.
“Are you a slave or a baby? What the fuck is this posture?!”
Sarah jumped again and stood as she had been taught. Arms clasped behind her. Feet spread shoulder wide. Chest out.
He leaned in and said very directly into her ear, “On your fucking knees now slut!”
Sarah dropped to her knees so fast they hurt when they hit the ground. Lowering her eyes, she stuck her chest out even more. If she wasn’t in trouble before, she knew she would be now. He slowly walked around her. Pacing like a panther. She kept herself dead still and tried to breath regularly, but still involuntarily hitched.
“Was there confusion about my instructions? Was I unclear about the ‘Not coming to my house part until it was done?’” His voice rose to a thunderous roar by the end.
“Nnnnoo. Nnooo sir. I’m sorry sir. I just….I just needed….needed to know why sir? What did I do wrong?”
He continued to pace. After a minute he tsked and shook his head before letting out a big sigh. “Since when does something have to be wrong for me to give you instructions? You know better than this!”
“But, but you said we wouldn’t fuck again until it was done. Are you angry with me? There must be something I did wrong?” She snuck a look at him and then felt guilty and returned her eyes to the floor.
“Sarah, we have been over this before. You are too dependent on me right now. I am not your boyfriend. You are my plaything. My fucktoy. ONE of my fucktoys. A pet to enjoy when the mood strikes.”
He continued to circle her before stating, “You are in college now. You need to explore that. Enjoy it. When you show me that you are doing that, then, and only then, will we resume.” He stopped in front of her as she stared at his feet feeling lost. “I am not nearly done fucking you. You are one of my favorite pain sluts. And you always will be. As long as you understand your position.” He paused and let his words sink in. “Do you understand?”
Sarah head spun. This had not been the first time she had made this mistake. She had fucked up again. And she knew he was right. She had been dependent on him since getting to school. Running to his house instead of meeting new people. Feeling more stupid as the seconds passed, she answered, “Yessir. Sorry Master.”
He sighed again heavily, but Sarah could feel the tension in the room break. “You don’t get off that lightly.” He started to leave the room. “Let’s go slut. I’m gonna light that ass up with a paddle and them cum down your throat. This fucking disobedience has given me a hardon and I need to nut.”
Sarah jumped to her feet and ran to follow him. Shaking in fear, but exhilarated that he still wanted to punish and use her. Knowing in the pit of her stomach that her real reason she had come running to the house had been fear that he might be cutting her loose. But he confirmed that wasn’t the case to her great relief.
And light up her ass he did. He had never spanked her harder. He didn’t say, but she knew he had taken it to level 10. After almost ripping her shorts to her knees, he spanked her ass so intensely, she felt sure it would break. After twenty, he stopped long enough to pull the rest her clothes off and then forced her to her knees to suck his cock. Roughly fucking her throat, he made her gag repeatedly. Bending her back over the table, he gave her another twenty equally hard spanks to her muted screams. Not giving her a second to recover, he grabbed her by the hair and forced her back down to her knees so that he could thrust his cock to the back of her throat again.
“Get to it. You’re nothing but a worthless cumdump to me like this. You better get me off right the fuck now! And if even one fucking drop hits the ground, so help me…” He didn’t need to finish the threat. She deep throated his cock with her saliva building until it coated his cock and balls. Fondling his testicles despite her eyes streamed fresh tears, from exertion over sorrow, while she resisted every urge to gag. Working his cock like her life depended on it. Relief welled hearing his roar of a groan and feeling the spray of hot cum fill her mouth. She gulped and massaged his shaft making sure she milked every drop out of him. Then she slurped and licked up ever drop of saliva from his balls and off her hands, not stopping until he grabbed her arm and stood her up.
Without a word, he sat on the table and threw her over his lap. Another twenty strong swats of the paddle with her thanking him each time between grunts. She could feel the deep bruises across both ass cheeks and knew sitting would hurt for days. He had never spanked her so much or so hard. To her surprise, when he finally put down the paddle, he reached around her ass and rubbed her clit. He stuck a finger into her dripping pussy for lubrication and continued to rub her enflamed nub. “Do we understand each other, Sarah? You need to stop questioning me. If I give an instruction, you don’t need to know why. Your job is to do what I tell you to do. Without question. You’re my charge. My responsibility. I own you. Because you trust me without question. Right?!”
Sarah heard the words but had to focus. His fingers were magic. He knew just the right touch. Just the right speed and pressure. She could feel her ass throb with her heartbeat and the skin felt tight and hot. But his fingers on her clit made her forget all of that. Pleasure coursed through her in waves. She tried to keep quiet but small moans escaped her. The swell of an orgasm built, but she clamped it down knowing to even ask to cum at this point would only get her into more trouble.
As expected, he pulled his fingers away and stood her up. He kissed her and then put his arms on her shoulders and looked her in the face while still sitting on the table. “You’re a good girl Sarah. A good pet. Probably the best I will ever have. But you have to learn your place. Now go home. Follow my instructions. When you have completed them, I’m going to fuck your brains out. And we will continue to pleasure each other for as long as you stay good. But stop fucking testing me! Do you understand?”
“Yes Master. I do. I will.” She kissed him again and turned to get her clothes. She dressed quickly. “I’ll make you proud. I promise.” She gave a weak smile and turned to run out of the room for fear of doing anything else to get in further trouble.
Sitting in her car hurt horribly. She hadn’t dared take time to look to see how her ass looked, but she could tell it would be deep shades of blue and purple by morning. Letting the pain radiate for a minute, she told herself she deserved it. An impudent, naughty sub that deserved to be punished. But she would complete his instructions to the letter and prove herself to him again.
+++++++++
Jumping in right away, she started introducing herself to boys in class the next day. She identified the first boy by the second day. Robert. Studying business and finance. They had a lot in common. Flirting heavily after class, she suggested getting coffee. The tight shirt that showed off her tits ensured his ready acceptance, leading to an invitation for a dinner date while they laughed over coffee. By the second date, they fucked like rabbits. Sarah practically attacked his dick and got him off within minutes. Fighting him wanting to go down on her in return, she pleaded that she just couldn’t wait to feel him inside her and came harder from fucking anyway. Almost losing it while bouncing on him on top when he grabbed her hips and started thrusting up into her, she struggled to keep control of her climax. Thankfully he blew and apologized repeatedly for failing to get her off too. But she just smiled and ordered him to eat her out, coming all over his face. He fucked her again before she sent him home for the night with the promise of a repeat soon.
She met Alberto at a bar that same weekend. He had a double major in art history and music. He played piano with a real passion for composing music. Wanting to get a job in the movie industry scoring music for movies, Sarah showed sincere interest in hearing about how he planned to achieve his goals. With a quick wit, but a very laid back attitude overall, Sarah found him extremely attractive and loved his passion for everything about music. She learned a lot about jazz when he took her to a jazz bar and told her all about the different pieces that were playing.
To her great joy, Alberto had an absolutely gigantic penis. At least 9” in length and girthy as hell. She blew him on the first night, but declined to go farther until they went on a proper date. He took her to a play the next week. After she blew him again, they fucked for the first time with his fat cock hurting her in all the right places. Having to use extra lube, she had him fuck her doggie style to a huge orgasm.
The last guy was Davey. Studying engineering. Computer science engineering and in his third year. He planned to work in the defense industry and had interned with a defense contractor the previous summer with hopes to work on jets and missiles. Being so much more serious than Sarah had become accustomed to, she nonetheless felt a deep connection to him. On an intellectual level that she didn’t normally get to explore. He looked at her with adoring eyes. That first time he took her shirt off and grabbed her tits, he looked like a five-year old opening his Christmas gift.
She discovered he had only been with one other girl in high school and had very little experience. Getting him to cum twice before they had sex had been extremely easy. But she liked feeling like she would be the one to open his world for a change. By their third sexual encounter, his kinky side started to come out. With Sarah’s encouragement, he spanked her ass while fucking her. And ate out her ass. She even stuck a finger in his ass while blowing him making him spurt like a fountain in her mouth.
It took six weeks for Sarah to complete her assignment. By the time she finished, she knew that Mr. Michaels had been right again. Dating and having sex with such different people opened her up to all kinds of new interests. After informing Mr. Michaels of her completed task, he scheduled a night of playtime on Friday night. To her delight, she found out she had him all to herself and that he expected her to spend the night. He took her to the playroom and forced multiple orgasms out of her before taking her upstairs and fucking her half the night. She lost count at a dozen orgasms and loved every one. He used all of her holes repeatedly and fucked her in every position. It had been one of their longest times apart since her original submission to him and they definitely made up for lost time.
Ali came over in the morning and the two girls ate each other out while he watched. He fucked Ali in missionary while Sarah caressed his balls. She loved watching him fuck other girls. Being part of it made her horny and comforted seeing him feel pleasure. When Sarah could tell Ali would climax soon, she let go of him and latched onto Ali’s breast, sucking her nipple forcefully while her hand rubbed Ali’s clit in light wide circles. After Ali came with a scream, she started rubbing more firmly in smaller circles until Ali came a second time. When Mr. Michaels announced his impending climax, he pulled out of Ali and Sarah jacked his cock while ropes of gunk coated Ali’s tits and stomach. Without a second hesitation, Sarah dropped to start licking up the still warm jism off her friend.
Mr. Michaels collapsed onto the bed and lay on his back while the two girls covered his chest and stomach with kisses. They eventually snuggled into his arms on either side of him and held hands over his chest. Sarah couldn’t remember feeling more fulfilled or happy.
+++++++++
Sarah started to date more and opened herself up to making more new friends. Nevertheless, she still found time for the girls and for Mr. Michaels whenever he called and obediently submitted to him as a loyal slave. But she stopped feeling dependent on him for all of her sexual direction.
Mr. Michaels continued to take them on weekend trips. As the group continued to grow, he’d pick different combinations of two or three girls to go with him. Sarah got to go to the Bahamas, the Virgin Islands, skiing in Utah, a cruise through Canada, Mexico and the Dominican Republic all before her two-year contract ended. She never even gave the idea of ending her service to Mr. Michaels a consideration and continued to be on call at any time. And for that continued to reap the rewards. She couldn’t count all the ways he had made her life better since becoming his owned pet.
Moving in with Ali and going to her school brought new challenges and new boys to fuck and play with. She and Ali loved to double team a boy they had picked out together, always taking charge of the action. They’d sit him down on the bed between them and work their hands together jerking him off while taking turns bobbing their mouths up and down on his dick for two or three strokes in a game they liked to call ‘blowjob roulette’. They would go faster and faster until the boy would finally blow in one of their mouths. Sarah never knew if getting a mouthful made her the winner or loser.
She also liked sitting on a boy’s face and grinding on his nose and mouth while facing Ali as she fucked him. Leaning forward, she would press down on Ali’s hips forcing her down on his cock or slap her ass while she bounced up and down. Ali liked having Sarah over her in a 69 with Sarah eating her out while the boy fucked Sarah from behind over her face. She would lick Sarah’s clit or the boy’s balls while they fucked. Getting off on watching his penis slam into Sarah’s pussy up close. Word spread of their slutty escapades, but neither cared. Sarah figured that was what college was for.
There were flings with a couple of girls outside of their inner circle during those college years as well. Even though she enjoyed the sex, she couldn’t see it for a longer term relationship. Or see herself loving another woman other than in friendship. Maybe a more intimate friendship than most girls, but still not the same kind of love she could feel for a man. That could have been Mr. Michaels’ influence. His dominant personality still drew her and defined her ideal mate.
She didn’t make another mistake with Mr. Michaels until her senior year. Managing to keep her longing for a deeper relationship with him to herself through the remainder of college, but as time passed her desire to be with him more directly continued to grow. Silently pining for him whenever she wasn’t with him, she felt her heart flutter when they were together. But she knew better than to show it. He hadn’t spanked her as hard again since he had that night that she had shown up at his house her freshman year, and she didn’t want a repeat.
Biding her time and waiting for the right opportunity, it came in late April. He had asked her to come over on a Saturday night to play with one of the newer girls, Madison. Still a senior in high school, her petite 5’1” body and blue eyes framed by dark brown hair made for a hot little package. Sarah doubted she weighed much more than 100 lbs, but the girl liked to fuck. Having been with her a couple of times during her training, she always thought of her as the Energizer bunny. Looking forward to the evening, only to find out upon arriving, that Madison had caught a cold and wouldn’t be showing up. Sarah had Mr. Michaels all to herself.
Not having been to the playroom for a couple of months, Mr. Michaels led her there and spent almost two hours torturing her with the fucking machine, several hard constrictive ties, the Sybian and the x-cross. He used crops, whips and canes all over her body. Butt plugs in her ass and dildos in her pussy. She lost count of the orgasms, and long since stopped worrying about keeping track. But having him fuck her in the sex swing had been her best orgasm. Bouncing her back and forth, he slammed deep into her rapidly until she came loudly.
When they finished, they went upstairs and he poured them wine. He suggested they sit in the hot tub. As he turned to head outside, Sarah decided she wouldn’t get a better chance. She took a deep breath and steeled herself. “Before we go outside, could we sit and talk for a minute.” Turning, he looked at her puzzled. “Please. And not as Master and slave. But as Sarah and...Tony?” She hated herself for the pause, but she still had trouble using his first name. Sir, Master and Mr. Michaels had become so ingrained. But she felt determined to approach this on a different level.
“Of course,” he responded. She led him to the table and sat down. He joined her and sat down across the corner of the table so they could face each other. “What’s on your mind?”
“Tony,” she started with an awkward smile and felt embarrassed as she blushed. But she plunged forward. “Tony, you know how much I have loved our arrangement. And how much you mean to me. You’ve done so much for me.”
“I see,” he said, nodding knowingly. “You want to end things, don’t you Sarah?” He reached out and squeezed her hand, comforting her. “That’s okay. I knew this day would come.”
It took a second to realize that she had started wrong. “No! No. No. No that’s not it. Let me start over.” She sighed and took a breath and closed her eyes to compose herself. When she opened her eyes, she smiled. “I love you, Tony. I’ve loved you for a long time. I want…to be with you. I’d like for you and I to have a real relationship.” She waited for his reaction, still worried he might get angry again like last time.
But he smiled and looked at her like a patient father. “Sarah, we’ve talked about this before several times. You know my feelings on this. It can’t be more than it is. The age difference. You are too young.”
“I was too young. But I’m not now. I’m 21. About to graduate. We could have a real relationship now.”
“I’m not ready to change my lifestyle Sarah. I like how I have things set up. I like having different girls without being tied down. Young girls.” He sighed and sat back some in his chair. “I did the marriage thing and it just about killed me. I’m not going to go back to the restriction of a relationship.”
“But I’m not asking you to change who you are. I don’t care if you have sex with other girls. I like it too. None of that would have to change. And I’ll still by your willing submissive. I’ll do anything you tell me to do. I’m okay with that.”
He shook his head. “You say that now. But if we started dating for real, your attitude would change. You would want more than I can give. And you would get jealous and demanding. Right now the roles are clear. But a relationship is different.”
Sarah felt the argument slipping away. But she calmed herself before going on. “It’s not fair to say that you won’t consider it because you don’t think I can handle it. I’ve proven to you that I can handle a lot. My love doesn’t change when I see you fuck one of the other girls. I don’t get jealous. I get horny. Why couldn’t we try it? See if it works before you rule it out without even giving us a chance?” She tried to look strong and unemotional, but she felt the tinge of panic in her voice and tingle of tears starting to well up in her eyes.
Mr. Michaels stared at her for the longest minute of her life. Sarah didn’t move or look away. She determined to stay strong. He broke first and took her hand and indicated for her stand and come to him. Pulling her into his lap, letting her put her arms around his neck while she sat on his knee before continuing with their faces inches apart. “Sarah, I’ll tell you a secret. I love you too. I’ve loved you almost since that first night. I love all of my girls in different ways, but you are special. And you will always be special to me. I wouldn’t want you to tell the other girls. I try very hard not to play favorites. But if I am honest, you have always been my favorite. Maybe that’s why I can be so hard on you at times.”
He leaned in and gave her a quick kiss before continuing. “But it is also because I love you like I do that I can’t agree to enter a relationship with you. At least not the kind of relationship you are looking for. It’s not just that you are young. I don’t give a fuck what other people think. I could care less if they look at me and think I’m your father. But you still have so much in front of you. You need to graduate and start your career. A career that I have no doubt that you will succeed in. I shouldn’t tell you this, but Andrews is completely enamored of you. He will make you an offer any day now to work at the development company as a full associate once you graduate. He has big plans for you and I am sure he will move you up quickly.”
The news both surprised and excited Sarah. But it also seemed unimportant at the moment. She could feel the ‘but’ coming and dreaded what it might be. She took another deep breath to calm herself. “But that’s not the main issue. You need to have the opportunity to find someone your own age and to have a family. I know you want children Sarah. I would never rob you of that joy and I, well, I can’t have any more children. I made sure of it. You know that. I refuse to be that selfish with you. If you spend your time with me, you will miss out on finding the right man to give you love AND a family. You have too big a heart to not raise children and to experience being a mother. I’d be an asshole. I couldn’t live with myself ten years from now. Twenty years from now. Knowing that I robbed you of that.”
The silent tears had started while he talked. He brushed the hair out of her face and wiped the tears away with the back of his hand. “We will always be a big part of each other’s lives. Whether you want to continue as my submissive or not. I will always be there for you and help you. I will be your constant backstop. I may own you, but only because you give yourself to me.” He chuckled softly and smiled to try to break the tension. “And don’t get me wrong. I will continue to use that terrific body as long as you want. But here’s the other secret about our arrangement. I would never really hurt you and if you end things…when you end things….they will end. You have given me more than I could ever hope for. Even in my most devious mind.”
His arms held her while she shook with quiet sobs as she leaned her head against his shoulder. She knew she had lost. There would be no convincing him. They stayed like that for quite a while.
He broke the dark mood by saying softly, “So here is what we will do. For the rest of the night, we will be Sarah and Tony. You and I will go soak in the hot tub and drink a little wine. We will talk and laugh and listen to some music. Then I will take you upstairs to bed. You will stay the night and we will make love and hold each other. We will enjoy each other until morning, and I will make you a big breakfast. But after you leave, the next time you come here, …if you come here, ….we will be Master and slave again. You will follow every instruction. And you will do so without complaint. If that never happens, that is fine. We will be friends and colleagues and I will continue to support you. As always, it will be your decision. Does that sound fair?” he asked.
She wasn’t used to him asking about being fair and had to stifle an internal chuckle. But she nodded. “That’s fair…..Tony.” She had almost said sir out of habit but managed to stop herself.
The night proceeded exactly as he had described. Sarah’s sorrow turned to laughs that turned to passion. They got into bed and kissed deeply and enthusiastically. Making love all night, slowly taking turns being on top but always holding hands. When they took breaks, they spooned one another and held each other. Tony massaged her shoulders as much as he ate her pussy, taking his time to tease her to several delicious orgasms. He came deep in her while in missionary position with her scratching her fingernails across his back. Eventually falling asleep in his arms, she woke to him fondling her breast tenderly. Opening her legs, he fucked her from the side while rubbing her clit and the two came within seconds of each other.
Sarah loved every second of their time together. He made a grand breakfast, and she ate until she thought she would burst. The mimosas were made with a fantastic champaign that tickled her nose. She left in good cheer thanking Tony for one of the best dates of her life. Driving home, she felt sad about not getting what she came for, but also promised herself that she would find a way to win him over some day.
+++++++++
Sarah didn’t return to Mr. Michaels house for a couple of months. He never left her mind, but she knew where she stood and needed time to let the emotions go. But to his credit, he never questioned her or demanded anything from her. She felt confident that he would never demand another thing from her. Nevertheless, they communicated frequently. Calling him after she got the offer from Andrews, she gushed at the salary he had offered. Mr. Michaels just told her she deserved it and it only proved that Andrews valued her and feared she might go to a competitor.
When the two months ended, she felt ready to continue. She sent him a text saying, “Master, I am available at your desire to serve at your feet. Please let me know when you would like to avail yourself of your submissive slut.”
She didn’t have to wait long. Instructions came within hours for her to be at his playroom at 6:00pm on the next Thursday to help instruct Madison. It would be Madison’s first experience with the playroom and she still didn’t understand proper slave protocol.
Sarah showed up five minutes early and waited for Madison to get there. The young girl looked uneasy. They only had a couple of minutes to catch up. Having suffered orgasm denial all week, Madison confessed to being horny and looked tired and frazzled. Sarah noticed she had a bra on and told her to get it off as quickly as possible, reminding her that their Master did not like for his girls to wear bras when in his service. Once removed, Sarah leaned in to kiss a very shocked Madison while she fondled her unbound breast. Madison resisted at first but warmed to Sarah’s tongue in her mouth. Breaking the kiss, Sarah told her to follow her lead and do exactly what he demanded and promised that everything would be fine.
Going inside, they found him in the den. Mr. Michaels started off furious that his insolent slaves were late. Sarah dropped to her knees and clutched her arms behind her and stuck out her chest. “It’s my fault Master. I kept Madison outside. Please punish me for making us late. I am a worthless slut that needs to be disciplined.” Madison had dropped into the same slave position shortly after Sarah trying to match her exact pose. Sarah could feel the fear coming off of her.
Standing the girls up, Mr. Michaels stripped each one in turn before making her get back into position. He stood between them and reached down to grab a nipple on each girl and pinch and twist it roughly. Sarah managed to not react, but Madison slouched forward and whimpered. “Back on your knees and learn to take the pain,” he ordered gruffly. Madison managed to pull herself back up and the whimpers became stifled grunts.
Leaving them for a minute, he came back with collars for each of them and led the humiliated duo on their hands and knees to the playroom. Madison looked terrified as she looked around the room. Mr. Michaels started by tying Sarah over the pommel horse and caning her ass ten times for making the girls late. Sarah counted each hard stroke between screams of pain and thanked her Master for correcting his misbehaving bitch.
They sucked his cock together with Madison swallowing a huge load. He made Sarah lick up the drops that had escaped Madison’s mouth and made Madison apologize to Sarah for her sloppy work. Madison got cuffed to the massage table and ate Sarah’s pussy and ass while getting edged multiple times with the hitachi. Begging and pleaded for relief, Mr. Michaels responded telling her that she couldn’t have an orgasm until she got Sarah off.
Sarah smiled at Mr. Michaels and ramped up to an orgasm repeatedly without ever getting off, increasing the torture of their trapped victim. Madison’s tongue worked her clit tirelessly. Finally, the two took pity on the newbie and Sarah ground her pussy into Madison’s face with a loud climax. She let the poor girl breath before sucking and playing with her nipples while the girl screamed and shook though her numerous orgasms. Mr. Michaels would barely let her recover before starting again. After the third, he ordered Sarah to eat out the trapped girl until she got off a fourth time.
Madison got the Sybian next to two more violent orgasms forced out of her before having to fuck Mr. Michaels in cowgirl while Sarah fucked her ass with a strap-on. Being the first double penetration for Madison, and only the second time she had been fucked in the ass, she had trouble with the coordination, but still had a final body quaking orgasm.
The girls ended the night bowing to Mr. Michaels and kissing his feet. On their way out to their cars, Madison asked Sarah if they could talk for a few minutes. Madison looked worried and depressed while they sat in Sarah’s car. “How long have you been doing this with him?” she asked.
“It’s been a while.” Sarah didn’t want to be specific.
“Will there ever be an end to it?” The look of desperation on her face made Sarah think of how many times she had been asked the same question by a lot of the girls in his control.
“I can promise that there will be an end. And it won’t be all bad. I know it is hard right now, but once he knows you have really truly submitted to him, it will go much easier.” Madison looked a little relieved to hear it. “And you might even find that you like some of it. I didn’t at the start, but only because I resisted letting myself enjoy it. Believing that to enjoy it meant I was a bad person. Being submissive is not bad. It can be freeing.” Sarah knew she felt it in her heart. She meant ever word of it.
After a minute, she continued, “You just have to resign yourself to doing exactly what he tells you. To the letter. And when you do, you will also get rewarded for good behavior. You have to trust me.” Madison still seemed unsure, but somewhat reassured. She thanked Sarah for her help and comfort. Telling her to call any time she needed someone to talk to, she started the car and also suggested that Madison could come over to her apartment to hang out with her and Ali whenever she wanted. And they could show her a little about college life.
She didn’t say it, but she knew that she and Ali would spit roast this girl at some point with their strap-ons for Mr. Michaels viewing pleasure. The thought gave her a naughty thrill. She really was a wanton slut.
+++++++++
She married Chris just a year after graduating. Meeting for the first time at a party, they hit it off immediately. Within a week they were nearly inseparable. They fell heavily for each other with their courtship only lasted about six months. Despite her initial impression of him being a stuffy accountant, once he opened up, Sarah found him funny and charismatic. He made friends easily and knew everyone when they would go out.
Their sex life, while a little vanilla compared to what Sarah had become accustomed to, had been vibrant and frenzied from the start. The first time she blew him, he came within a minute. He told her he had never been with a girl with such talent for sucking cock. And her swallowing his cum with delight amazed him. Every other girl he had been with either spit or just let it fly with disdain to even touch it.
When Sarah suggested a threesome, Chris thought he had hit the motherlode of girlfriends. Even more so when Ali joined them and the girls attacked him and each other with equal enthusiasm. Then later when Natalie joined them in bed and Sarah actively encouraged him to fuck her friend harder and make her orgasm while Natalie ate her pussy, he had become convinced he had found a true diamond in the rough.
Sarah had never been happier and when he proposed one pretty night at the park, she exploded with joy. The first couple of years were total bliss. She got pregnant with their daughter, Chloe, shortly after their first anniversary. They enjoyed every minute of planning for the baby and preparing the nursery in their first house. It had been a modest home in a good neighborhood with good schools. But still not too far from Mr. Michaels.
Being exceedingly happy in marriage didn’t stop Sarah from meeting with Mr. Michaels at least once or twice a month. She craved the bondage and harder sexual play she lacked with Chris. Mr. Michaels constant experimentation and creative punishments kept her titillated and satisfied. She loved Chris, but Mr. Michaels gave her orgasms that rocked her body.
She even submitted to his ministrations while pregnant. After Sarah’s milk came in, one of his favorite challenges for new girls involved making them nurse from Sarah. She found it oddly erotic feeling a full grown woman, and him for that matter, suckle from her. He surprised her during one encounter not long after giving birth by tying her to a massage table with breast holes and then hooking a milking machine to her breasts and milking her dry while making her cum repeatedly with a vibrator and a huge dildo. The horniness brought on by her elevated hormones made the orgasm stronger than normal. Sarah felt so cum drunk by the end, Mr. Michaels let her lay on the table for ten minutes to recover before grabbing her head and face fucking her.
The problems really started during Sarah’s second pregnancy a couple of years later. Chris’s firm got investigated for illegal practices. Two of the head accountants and the CFO were convicted on criminal charges and sent to white collar prison. Chris and several of the other mid-level accountants got suspended licenses for their participation and signing off on fraudulent financial reports. Chris fought the suspension arguing that he had only followed corporate guidelines and had even registered complaints with the CFO over what he suspected were irregular practices. The board denied his appeal and upheld the suspension. The company filed bankruptcy and Chris had to hunt for another job.
The severe blemish made it impossible for him to get a meaningful job anywhere. He eventually had to settle for a data entry job that paid horribly and hated it. Sarah did her best to support him through the tough adjustment. Given that her career continued to flourish, while the money had gotten tighter, she still made enough to support the family. That just made things worse between them as he became resentful. She had hoped that having their boy Sawyer would bolster his spirits. But he continued to spiral and started drinking more.
Sarah’s sex life progressively dropped off. Her efforts to spice things up by suggesting he tie her up and use more exotic toys made him accuse her of being some sort of deviant. Bringing Ali home one night for one of their long-forgotten threesomes only brought accusations that Sarah might be a lesbian and he proclaimed, “A real wife wouldn’t let her husband fuck another woman.” Sarah turned to Mr. Michaels with greater regularity for a sexual outlet.
But the straw that broke the camel’s back happened one drunken night when Chris got angry and hit her. He blackened her eye and cut her lip and then passed out. When the morning proved him to be unrepentant with him yelling at her for making his momentary outburst out to be a lot worse than it really had been and that she should “Just shut the fuck up and get over it,” Sarah knew the end had come.
She waited for him to get drunk and pass out again, packed up the kids, and moved out. Running to Mr. Michaels, she told him she needed his help. He went into immediate action. First taking her to a medical center to get the bruise and cut looked at by a doctor. X-rays showed a small orbital fracture near her eye. The lip took a couple of stitches from a plastic surgeon.
Sarah and the kids moved in with him for a couple of days while she recovered and then he moved her into a temporary apartment. The police were called and an assault charge filed. Lawyers prepared divorce papers that included full custody for Sarah along with a restraining order. He handled everything and she never felt more grateful.
Chris got a suspended sentence for the assault with a three-year probation and mandatory alcohol abuse treatment. He didn’t contest the divorce, agreed to the supervised visits and gave Sarah the house. Eventually he cleaned himself up and got some counseling. Apologizing profusely to Sarah, he begged her to take him back. She told him the die had been cast and she could never look at him the same way again, refusing to spend her life with someone that she didn’t respect. With his continued good behavior, she eventually forgave him and agreed to some shared custody with a provision that if she ever caught him drinking around the kids, she would rescind the shared custody immediately.
To her credit, Sarah rebounded quickly. Within a few months, she went back to having fun with friends and started dating again. Dating with kids proved to be more difficult, but she muddled through. At twenty-six, she still had a rockin’ body and a beautiful face that turned men’s heads.
And of course, she had Mr. Michaels to live out every BDSM fantasy. He continued to challenge her all the time. She got a text from him one dreary afternoon around 3pm while at work one day a couple of months after the divorce had settled. “You have 3 hours to find a stranger, seduce him, fuck him, make him eat your ass, and leave. I expect at least 5 photos.” She smiled, collected her things, told her secretary that she had to leave for the day and to tell her manager that she would have the reports completed in the morning for his review.
She headed to the gym and put on some tight spandex workout clothes. Looking over the room while doing a few light exercises, she picked out two guys that looked to be her age or younger and attractive. After flipped a mental coin in her head, she headed for the California blonde type. Walking right up to him, she asked him to get off the treadmill for a minute. She knew her top made her tits pop and her erect nipples poked through the front. And the extra tight shorts clung to her perfect round ass. Innocently asking if he would mind helping her with one of the machines, he readily agreed and followed her as she put some extra sway in her hips.
As they got to one of the machines in the back away with some semblance of privacy, he asked how he could help. She leaned in and whispered in his ear that she didn’t really need help with the machine and that she had been watching him and he made her so wet that she feared that if he didn’t leave with her right then, she would have a wet spot on the front of her shorts. When he asked if it was some sort of joke, she moved in close to him, grabbed his hand and rubbed it in on her crotch. “If we don’t hurry, everyone will see. Can’t you please help me?”
Within minutes, she led him out of the gym carrying a small gym bag. Having stopped into the little boutique hotel down the street before arriving at the gym, she had a room rented in preparation. She led her new friend by the hand to the hotel, telling him that she had bet a girlfriend that she could find a guy and fuck him before 6:00pm. Further promising that if he would play along, she would give him the wildest afternoon of his life along with the best blow job he had ever had.
Her target’s name turned out to be Josh, a firefighter with the afternoon off. He seemed a little leery, but willing to play along. Once in the room, she sat him on the bed and did a striptease for him proving that she had been sincere in the promise of crazy sex. Leaning in, she got her first picture with him grabbing her tit and pinching her nipple, explaining that she needed proof to win the bet.
Cooing at the size of his cock when she pulled down his shorts, she swallowed it with little preamble and brought it to full size expertly. A second picture got taken with his dick laying on her face. For the next hour, they had energetic sex and went through four of the condoms she had brought. Several additional pictures got taken in different positions along with a short video of her cumming as she rode his dick in reverse cowgirl while he slapped her ass at her insistence.
He balked a little when she asked him to lick her asshole saying he had never done anything like that before and didn’t know if he could get into it. But reluctantly agreed when she offered to give him a rim job with the blowjob. A tentative initial exploration with his tongue became more aggressive at her encouragement and squeals of enjoyment as well as a picture of his face buried between her ass cheeks.
Having already had three orgasms, he told her he didn’t think he could get it up for the final blowjob. Sarah smiled and told him to let her worry about that. Having him sit at the edge of the bed with his feet on the ground, she licked and teased the flaccid penis taking the whole length into her mouth.
As he started to rouse from the treatment, she licked and sucked his balls while slowly stroking his cock. She took her time and made it clear she wouldn’t hurry through the exercise. Josh groaned and continue to engorge, but he still warned her he didn’t think he could pop again so quickly. Sarah rolled him onto his back and pushed his legs up toward his chest. Then proceeding to trail her tongue from his scrotum, down his taint to circle his anus.
Again, taking her time, she wetly licked and teased his asshole and pushed her tongue past his pucker while her hand continued to steadily stroke him. Feeling him get fully hard in her hand while he groaned, she continued to more aggressively tongue-fuck his ass for a couple of minutes before using the flat of her tongue over his balls and all the way up his shaft. Taking him into her mouth to the back of her throat, she circled his tight hole with her middle finger of her right hand and pushed it in. Her other hand and mouth stroked his shaft with her getting the head of his dick into her throat.
When one finger became two fingers fucking his ass along with her perfect rhythm on his cock, he didn’t last long and came in hot bursts into her mouth with a deep growl and his legs shaking. Sarah felt his whole body tense until she milked the last drop out of him and then he released all of the tension in his body and let his legs fall to the floor, moaning and taking deep breaths.
Sarah got on the bed next to him and took her final pic with her mouth open full of cum and pointing to her victim laying to the side of her with his eyes closed. Swallowing with a big gulp, she got a bonus picture with her empty mouth open again and him still in the background.
She sent a text with the pictures and video and a note saying ‘completed with time to spare!’. While he recovered, she lay next to him on the bed and played with her phone checking messages and emails. He eventually came around and told her she had indeed given him the best blow job of his life. The best sex of his life.
He started asking questions about her, trying to get to know her better. She answered in short sentences and never took her eyes off her phone. When he asked if they could see each other again, she put the phone down, got up on her side and leaned over to kiss him. The fact that it happened to be their first kiss and probably their last amused her. Looking him in the face and patting his chest, she replied, “Sorry baby. This is a one-time thing. Something for you to think about and brag to your friends about. They probably won’t believe you, but you’ll know the truth.”
She gave him another quick peck on the cheek and then jumped up and started getting cleaned up. As they parted in front of the hotel, he thanked her again for an amazing afternoon. With a forlorn sigh, he gave her a big hug and they went their separate ways.
+++++++++
The adventure with Josh and all of the other adventures over the previous two years swirled in her head as she walked down the stairs. Her thoughts came back to Mr. Michaels. Tony. They had agreed that tonight would be a Sarah and Tony night, given the special occasion. She couldn’t believe it had been ten years.
Methodically, she ran through all of her arguments again in her head. He had refused a relationship because he didn’t want to rob her of children. She had her children. He wanted her to be with someone her own age. She had and it ended in abuse and divorce. He didn’t want to change his lifestyle. She never questioned or complained about his lifestyle, or the other girls. In fact, she encouraged it at every opportunity. She had been the perfect slave for years. Never arguing over a punishment. Accepting pain equally with pleasure. Giving herself to him as completely as she could. They never fought more than playful banter.
And he had been coming around. The number of Sarah and Tony occurrences had become more frequent. She always dropped immediately back into Master and slave whenever he wanted, and always whenever any of the other girls were around. But she treasured hearing him announce it would be a Sarah and Tony night. And they had been spending more time together. He loved her children and they were invited over frequently. At thirteen, his son Billy had reached an age that didn’t require a babysitter most of the time. In fact, he would be at a sleepover at a friend’s and the babysitter had been called to watch her children for their date.
Mr. Michaels had arranged for Megan to watch the children. When Sarah had inquired earlier he had confirmed that she been recruited by Carolyn before she had headed off to college in Colorado Springs. Carolyn had been a feisty brunette who had eagerly signed her contract and sported a rose tattoo on her pelvis. Sarah had fucked her too many times to count, including in the ass with the strap-on. Carolyn loved anal play and rarely didn’t have a butt plug in her ass when having sex. She also liked being tied up with her arms pulled up over her head, forced to stand on her tiptoes, and made to cum with a vibrator repeatedly. Sarah enjoyed torturing her and then eating her oversensitive pussy getting it ready for Mr. Michaels to pummel with his cock.
Megan had been a junior at the high school when she first started babysitting. Long blonde hair with loose curls, an athletic body at 5’6” that she maintained in terrific condition playing softball and volleyball, perky B-cup tits and a fairly plump round ass all made for a very tempting package. Sarah noted that she had worn a lightweight pink crop top that had a little frill along the bottom. Some white short shorts with a g-string that could clearly be seen through the material and some cute sandals completed the outfit.
She smiled knowing that Megan had been properly educated in how to elicit tips from the pervy old man. “Hi, you must be Megan. I’m Sarah,” she said as she entered the kitchen.
Megan looked a little surprised when she replied, “Hi.” Sarah watched as Megan instinctively covered her chest with her arms, clearly not expecting another woman to be at the house.
“It’s actually my kids that you will be babysitting tonight.” Sarah went on to give her the instructions. Finish feeding, bathing, a few games and then in bed by 8:00 for Sawyer and 8:30 for Chloe. Simple and easy.
Megan seemed to open up to Sarah while they talked. Mr. Michaels came into the kitchen and said hello and then went into the den to play with the kids. As he left the area, Sarah leaned into Megan and slipped one of the straps of her shirt off her shoulder while whispering, “If you ‘accidentally’ let your top slip and show some tit, he will be sure to give you an extra $100 tip. Trust me, I used to babysit for him. Confirmed perv, but always good for some easy cash. And don’t be in a hurry to cover yourself up.” She winked at Megan’s astonished expression. The expression slowly turned into a knowing smile and raised eyebrows.
Sarah gave Megan her cell number and left to say goodbye to her kids. She mentioned to Mr. Michaels that Megan had a question in the kitchen. A minute later she heard Megan exclaim, “Oh my goodness. I’m so embarrassed. I’m so so sorry,” and the like.
She smiled to herself and met him at the door to go to the car. “That’s gonna cost you $100 you dirty old man,” she said as they got in the car with a laugh.
As they pulled out of the driveway, Sarah hiked up her dress and showed him the telltale pink tail sticking out of her vagina. “Can I have a little for the ride?” she teased.
Laughing, he pulled his phone out and seconds later, she felt the vibrator start a slow ramp up before it dropped back down and started the cycle over. She gave an appreciative moan and leisurely fingered her clit while looking at him as he drove.
“Megan made me so horny. How did her tit look?” she inquired eliciting a chuckle from him.
“I figured that was you.” He nodded. “She is coming along. She started lifting cash over the summer with Carolyn. And she has been lifting a little more lately.”
“How long until we get her?”
He shook his head with a smile. “Such a greedy little slut, aren’t you? Her birthday isn’t for another month or two. So it shouldn’t be long now.”
“Hhmm. Darn. I can’t believe we have to wait until after the holidays. I hate to wait. Wanna bet on if the carpet matches the drapes? Or do you think she shaves?”
“I’m betting on a neat tidy blonde triangle.”
“Nuts. I bet it’s as bald as a baby’s bottom. Let’s say hair she blows you first and bald she eats me first.”
“Sounds like we have a bet.” At the light, he changed the program on her vibrator to one that cycled from medium to high every few seconds. Sarah gasped and then moaned and started grinding her hips.
“No fair. Too strong. I don’t want to cum before dinner. I’ll be sitting in puddle.”
“Then don’t cum you naughty bitch. Or do we need to go back to orgasm training?”
“Ugh. Hell no. Just promise me that when you confront Megan, that you’ll let me prep her and hold her while you fuck her. I love feeling their reaction to that gorgeous cock of yours sinking into their pussies for the first time. I hope she is a screamer.”
“Deal.” With that he pulled up to the restaurant. Sarah had straightened herself and got out of the car as the valet opened the door for her. Still, she had to put a hand on the car to steady herself for a second as she fought off another wave of pleasure that coursed through her.
Luckily, he took pity on her and turned the vibrator off as they walked up to the hostess. A pretty girl led them to a semi-private table by the window. The vibrator suddenly turned on high just as they reached the table and Sarah turned to glare at him before taking her seat. His goofy grin in reaction made him look like a horny teenager and she couldn’t help but laugh.
They talked pleasantly all through dinner. Most of it revolved around their time together. Sarah told him everything she had felt and thought that first night together. She made him promise to play the video of her inaugural submission for them while they had sex later.
During the entrée, his phone buzzed. He looked at it and did something on the screen and then told Sarah that it looked like Megan had gone for about $100 from the drawer. Sarah commented, “Naughty girl. A felon in the making. You’ll have to straighten her out.”
“We’ll have to straighten her out. Put her on the path to righteousness,” he mused.
Despite the fun banter and his constant adjustments to her vibrator, Sarah fretted. Having planned to wait until after desert and then talk to him here in the restaurant, she started second guessing herself. She knew he would never cause a scene, but if this didn’t go her way, she didn’t know if she would be able to stop from crying.
The vibrator had been a mistake because she couldn’t concentrate. He had brought her close to orgasm repeatedly with only small breaks to compose herself. Debating internally, she tried to decide on whether it would be better to wait until they got home to talk to him. She knew she could convince him. She wouldn’t stop until she convinced him. She resolved herself to getting the outcome she wanted. But the anxiety and fear kept causing self-doubt. As the moment got closer, bringing it up in public seemed like an idiotic plan. Barely tasting the dover sole she had ordered, she tried to put the whole issue out of her head.
The meal flew by. As they cleared the dinner plates, the vibrator turned on again. She recognized the pattern. Called fireworks. It went through several cycles of highs and lows and rapid fast pulses. Her eyelids got heavy and she felt the climax building past her point of control just as they set down two chocolate torts with strawberries. Sarah’s favorite. Clutching Tony’s hand, she felt her control slipping and looked at him with pleading eyes. Silently begging him to give her a break.
To her utter amazement and confusion, while still holding her hand he dropped to a knee beside the table. She could see him speaking, but the words sounded like echoes down a long tunnel. His other hand held a small open box with a diamond ring. A huge bright sparkly round cut diamond with smaller diamonds down the band. Unable to process everything going on, she felt lightheaded as a wave of heat spread through her body from her pussy. The vibrator hit a long high pulse making the first wave of orgasm spread through her.
She called out “Yes, Yes” as much to the proposal as to the orgasm that started to quake through her body. Jumping up from the table without even being aware of doing so, he held her in his arms while she buried her face into his chest covering the moan escaping her mouth. Without his support she would have fallen to the ground. Her body shook and trembled as the orgasm continued to torment her. With her eyes closed, she tried to slow the trembling and she heard her own cries of joy as she broke out in tears.
As the orgasm subsided, she continued to quiver in his arms. She slowly became aware of the other patrons in the restaurant clapping. In a brief moment of humiliating panic, she thought they were applauding her having just climaxed in public in front of a crowd. But quickly realized that they had seen the proposal and were merely cheering the newly betrothed couple. Clearly, they all thought her shaking and reaction had just been excitement over getting engaged. As he leaned down to kiss her with that shit eating grin of his, he snuck a hand into his pocket and she felt the vibrator turn off to her great relief.
As they broke the kiss, she put a hand on his face and thought to herself, “The bastard didn’t even give me a chance to make my case. He always has to control everything.” But she knew in her heart that she had made the right decision that first night.
AFTERWARD FROM AUTHOR: I know this has been a long story in the telling and I truly appreciate anyone that has stuck it out for all 28 chapters. If you did read the whole story, I’d love to hear from you. Please leave a comment or send me a private message and let me know who you are. Of course, any feedback, both positive or constructive to help me improve would be greatly appreciated. Given that this was my first writing experience, I enjoyed the process and feel like I have improved as the story unfolded. Some of that is thanks to some great comments from readers and I have learned a lot. Thanks again and I hope you enjoyed Sarah’s tale.
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