6 comments/ 33132 views/ 21 favorites Jennifer in Chastity By: Wifetheif Some of Jennifer's friends had told their secret to affording college. They had found sugar daddies, older men who paid for their college tuition and expenses in exchange for sex. Amy, Jennifer's best friend was bedding a local banker and was doing very well indeed. Freed from the financial burden of massive debt from college loans, and with her sugar daddy's many gifts, she expected to leave college with money in the bank and no regrets. Amy claimed that older men were better lovers; they were not all hands like college boys and really seemed to understand how to turn a woman on. Jennifer was leery, but after taking out another loan, and losing her part time job, Jenny realized that her future would be debt filled and financially difficult if she did not act fast. Her parents were in no position to cover any of her tuition. Jennifer was not excited about exchanging sex for security but she saw no alternative. She asked Amy if her sugar daddy knew another man who might be interested in a young and nubile college girl. Jennifer knew that she was at least as pretty as Amy. Jennifer had long black hair and porcelain skin, her bowed lips and pert nose made her face rather photogenic. Her legs were long and she was in excellent shape. She felt her bust was a bit small but Amy told her that sugar daddy's sometimes sprung for botox or breast augmentation. It seemed too good to be true. Jennifer did not feel a connection to the first man Amy had set her up with. He was a banker friend of Amy's paramour. He was nice enough but he was fat and had really let himself go. Jennifer had met Amy's sugar daddy; HE was handsome and looked younger than his years. Jennifer thought that there was no reason that she should have to settle for less than her friend did. After all it was a seller's market and she was the seller. Jennifer placed some personal ads and soon went on a series of dates with older men. On her fourth date she met Dennis. He was handsome and young looking and utterly charming. He was a hedge fund investor for one of the largest local corporations. Best of all, although clearly interested in her, he made no overt sexual moves on Jennifer. She thought that, perhaps Dennis was shooting blanks or didn't believe in Viagra. If so, Jenny had thought that she had hit the jackpot. She could have all of the benefits without having to put out! She would be the envy of her friends. She had two more very wonderful dates with Dennis. Jenny did notice that Dennis had a hard on at the end of their subsequent dates. She concluded however that Dennis was a gentleman. On their fourth date Dennis took Jennifer home and gave her a tour of his handsome house. It was not an especially large house but it was in the town's most exclusive neighborhood. The furniture was wonderful and expensive. The shag of the carpet felt divine under her feet. A high end Beemer was parked out front. It had a hot tub out back and a small pool. Dennis explained that he had downsized since his wife had passed away. At last they were in his lavish bedroom. Jenny noticed the huge bed with the satin sheets. At her host's urging Jenny checked out the bed. It was wonderfully comfortable. The two made out on the bed for a while and then Dennis cooked a spectacular meal for the two of them. As they ate they talked. "Jennifer, do you think you could find room in your heart for me?" "Oh yes Dennis I am sure I can." "Well Jennifer we need to discuss business. You would like me to pay for your college tuition. How would you like me to cover tuition and give you an extra three hundred a week as spending money?" Jennifer was stunned. It was far more generous than she had even hoped. Why she could get a new part time job at the mall and really rake in the cash. And all she had to do was spread her legs. Jennifer was so happy that she was a woman. Abstractly she wondered how her male peers paid for college. "That would be more than acceptable Dennis. In fact why don't we..." "Don't you want to hear the fine print Ms. Sampson? In exchange for those things I get sole access to you while you are in college. You will be required to study hard and get good grades and that means that you will not be permitted to fraternize with college boys. I will take care of you Jennifer but your body will belong to me." He took a long look at Jennifer and asked her. "Are you familiar with chastity?" "Chastity?" replied Jennifer. "Chastity: a device that you will wear about your loins. It will have but a single key and I alone will possess that key. Your sex will be mine and mine alone to control. That is nonnegotiable. If you agree to be my property, I will lavish you with gifts. How about a hot little convertible? I'll pay for the insurance and the gas. I will give you a spending allowance for clothing and shoes. You will lack for nothing and you will learn self-control and self-discipline. The sex, when we have it, will be phenomenal. I also will have control over your mouth. I expect a great deal of fellatio as that is my very favorite thing sexually. I WILL see to your needs but for the next three years you will belong to me and MUST apply yourself to seeing that I am well taken care of. You will be mine completely, utterly, and without equivocation." He paused for moment and then said. "Do you think you are up to it Jennifer?" Jennifer's mind reeled. On the one hand the gifts seemed incredible on the other hand... "You want to lock me up in a chastity belt?" "Precisely! It is a guarantee for BOTH of us. For me it means that you are not engaged in dissipation or wasting your charms with boorish college boys. For you it is an act of submission that guarantees your wonderful financial gifts keep coming. It's a win-win for both of us." "But my friend Amy doesn't have to ..." "I care not what other arrangements your friends may have with their paramours. I am a man of particular and rigid tastes. You KNOW that I have the means to provide you with everything I promised. IF you are not interested in those wonderful gifts, well this town is full of college girls. I'm certain I can find one who is far less picky" "But Dennis darling, what difference does it make who I sleep with as long as I keep you happy? Why don't we retire to that huge, comfortable bed of yours and I can show you how well I can take care of you." She smiled fetchingly at the graying but ruggedly handsome fifty five year old man seated across the table from her He returned a sober expression. "Ms. Sampson, Jennifer, I do not believe in renting I OWN. Take a look at this house. I own it and all of its contents outright. I have no mortgage, I have no debt, I am beholden to know one. People trust me with their money because they understand that I know how to handle it. If I am going to invest in you then it will be like every other investment I have ever made, it will benefit me or those I work for. If I cannot own you, I have no interest in a relationship with you." "But Dennis darling you can TRUST me." "Jennifer, as a great president once said, 'Trust but verify'" "But Dennis if you lock me away, I may come to resent you and not be as pleasant as BOTH of us would like me." Dennis laughed and said "I could care less if you 'love' me or not. This is a business proposition from my end. You may think that you have final say in things but I am very well connected. There are only so many available men of my means or better in this town and I know a fair proportion of those. You may think that you are in control of what you naively believe to be a "sellers" market. But a whispering campaign started by me would mean that not one of them would look twice at you. Oh they would take you a roll in the hay and buy you a few baubles but paying for your college tuition? Not in a million years! When things are on my terms, I am quite the pleasant fellow. I shower the ones I favor with affection and spectacular gifts. But it MUST be on MY terms." Jennifer was getting quite uncomfortable. She wanted no part of a chastity belt but she had no doubt that Dennis' threats were genuine. Jennifer had done her homework; the number of men who could afford to support her was narrow. Jennifer knew she needed an unattached man of middle years who was good looking and very well off. Jennifer had ruled out married men because they had to divide their income and Jennifer was afraid encountering an irate wife. A wife could make a lot of trouble for a mistress. It could mean a sudden end to the affair with the college girl left high and dry and suddenly needing to pay bills and tuition again. That would mean starting over and Jennifer wanted something that would last her entire college career. Jennifer had noticed a Cobalt Club membership badge on Dennis' BMW. The Cobalt Club was this city's most exclusive and expensive club. Jenny knew that the men who frequented the Cobalt Club were the very same men that could provide for her financially. But IF Dennis poisoned the well... "Dennis darling, why don't we retire to your bedroom? I think that you will find me a wonderful and graceful cat like creature. One who will not do well in captivity." "Jennifer DARLING if we fuck tonight your pussy becomes my property. I will measure you for your device and it will be delivered in a few days. You will then be locked up and liberated ONLY when I decide. That is how it will be my little college freshman. Now that we are finished dining I will give you precisely one half hour to make up your mind. I am going to retire to my bedroom and read a bit of the "Financial Times" If you want to become my property you will enter my bedroom stark naked before the half hour is over. If you want to return to your life of poverty and massive student debt you are free to let yourself out, I'm sure you can find the front door. IF you decide to leave, you will be subject of conversation at my club. The words uncooperative, selfish, and passionless will be mentioned quite often. Try selling yourself after every rich man in this town decides that you are bad news." With that Dennis stood, smoothed out his tailored suit and made his way towards his lavish bedroom. Jennifer watched him go with butterflies in her stomach. She realized that the man was painfully serious. She watched the bedroom door close behind the businessman. Alone in her seat in the kitchen Jennifer's mind preformed the delicate calculus of financial opportunity versus total submission. Jennifer was still young enough and pretty enough, and naive enough to believe that her charms could bend any man to her will. Jennifer concluded that the chastity belt was just a temporary kink on Dennis' part and that once he tasted her succulent charms, he would instantly see things HER way. Jennifer took a long look around the kitchen and then rose to her feet and explored the house. Where a wiser, more mature person would have seen determination and iron will in amassing so many fine things without the burden of debt, Jennifer saw only dollar signs and imagined her partaking in this luxury. Jennifer had definitely read too many romance novels and seen too many Disney movies with princesses. Convinced that she could change Dennis, Jennifer approached the bedroom and began removing her clothes. Dennis allowed himself only the briefest of smiles as he espied the slim, dark figure enter his bedroom. Naked, Jennifer was just as fantastic as Dennis had imagined. She approached the bed smiling sweetly and trying to amplify her every charm. Dennis decided that Jennifer's only flaw was that she was a bit undersized in the breast department. Her tits were very nice, just a bit small for her frame. "No matter," thought Dennis. "I'll buy her new ones." Jennifer's legs were long and fine and she had wonderful hips. To Dennis' delight she had clearly recently had a total body wax. Her bald pussy looked like it would taste better than ambrosia. He would take supreme delight in controlling this girl. Dennis knew that he could train her and have a wonderful time with her. "Dennis darling, what can I do for you?" she asked coyly. "You can enter this bed and start sucking on my manhood. If your skills at fellatio are lacking I will have no other need of you tonight. Impress me with your lips tongue and mouth and I will show you how a gentleman makes love to a beautiful woman. Once I have taken you you're mine until graduation day." Jennifer realized that Dennis must have been sure of her submission as he was naked under the sheets. Jennifer had deduced that Dennis was well endowed but she was unprepared for the sheer length and girth of the uncut penis before her eyes. Jennifer kissed the length of the shaft, liked the phallus a few times and then began to preform and amazing session of fellatio. Dennis was delighted. Although Jennifer was young she knew her way around a cock. He made encouraging comments and stroked Jennifer gently and lovingly as she worked. Gently he clasped Jennifer's face as he came. He issued one command, "Swallow." Dennis could tell that Jennifer would have preferred to spit out the viscous liquid but she gamely choked it down, opening her mouth to demonstrate that she had obeyed the command of the man whose bed she was now sharing. "Good girl Jennifer! Now I am going to massage and pamper you until I am ready to preform once more. I think that you will find me far more considerate and gentle then the shallow college and high school boys you have been with previously." Jennifer was amazed by the older man's touch. Never before had she enjoyed a more pleasurable massage. Like a skilled therapist Dennis stroked and rubbed her body. Once she was on her back Dennis' gently nibbled her breasts and soon demonstrated to the college freshman that he was the most skilled man at cunnilingus she had ever encountered. Her friend Amy was so correct, older men were the best lovers. Under Dennis' skilled tongue Jennifer experienced one of her finest orgasms ever. Then, at once, his recharged member was plunging deep into her sex. His was the largest organ to have ever entered her. The sensation was amazing as Dennis gradually increased his tempo and then came as Jennifer climaxed. Jennifer found herself relaxing more under Dennis than she had under all previous men for Dennis had informed her of his vasectomy during their first date. It was extremely comforting to know that Dennis could not make her pregnant. A spent Dennis collapsed into Jennifer's arms and she held him close. She enjoyed the feel of his body. Dennis was physically fit for his age. He looked like an older movie star in his birthday suit. As Jennifer held him close her mind unspooled images of her living in this house and sharing her life with Dennis. Of course there would be a scandal, Dennis was older than Jennifer's own father, but people would get over it. The reverie existed for many minutes until Dennis rose from the bed and returned with a tape measure. "Measurement time Jennifer. If I expedite the order, your chastity belt will arrive in three days." "But Dennis ..." "Ms. Sampson, I explained to you what would happen. Your fellatio skills are more than adequate and your pussy is quite succulent. I shall be delighted to take possession of it and of you." Jennifer made a move to protest anew but Dennis silenced her. "Jennifer, if the next words out of your mouth are anything aside from "Yes sir" followed by your standing and allowing me to measure you, our relationship is over. I will give you a nice reward for your time and send you on your way. Of course I will then have you blackballed amongst my fellows." Glumly, Jennifer exited the bed and stood as Dennis instructed her as he measured much of Jennifer's waist and pelvis. His touch was gentle but firm, like a tailor or a seamstress. After entering a lot of numbers in his i-phone Dennis announced that he was finished. "Now Jennifer, you are free to spend the night. Tomorrow I will take you a wonderful breakfast. We will buy you some nice outfits and stop by the car dealership so you can pick out your convertible. HOWEVER, aside from the breakfast and probably lunch, you can take nothing home with you until AFTER you are safely secured in your chastity belt. Tomorrow you will see how well I can improve your life, IF you obey me." Jennifer was a bit disappointed that after she had prepared to bed down for the evening that Dennis snored. Still she had a wonderful night's sleep and woke to Dennis gently kissing and shaking her. The first thing her older lover did next was to place the order for Jennifer's chastity belt. He helped her dress and they went to town in Dennis' fabulous car. Breakfast was at the Cobalt Club. Jennifer had never seen the inside of the legendary club before. It was everything she had imagined; fine furniture, and wonderful art on the walls. The men wore suits and ties. It reminded Jennifer of an exclusive college like Eton or Cambridge. Even though she wore the same attractive black dress she had worn the night before to Dennis' house, she felt woefully underdressed in such a classy establishment. After breakfast Dennis escorted Jennifer to the finest boutiques in town. Jennifer was familiar with these places but had never imagined that she would ever do more than window shop at these stores. She was treated like a queen. A fashion consultant and a dress designer took Jennifer's measurements and showed her the loveliest fabrics. An entire new wardrobe and new adorable look was prepared for Jennifer. It would take several days for her new wardrobe to be ready She felt just like a fairy princess in one of her favorite stories. Lunch was equally wondrous. They dined at the town's most exclusive restaurant. Dennis ordered for her, reminding Jennifer that her weight was now HIS concern. Jennifer would have liked to have eaten more but she knew better than to object. The car dealership was fantastic. Jennifer picked out a salsa red BMW convertible, the most expensive one manufactured. Denis did not make a single objection as Jennifer ordered option after option. She never felt so much power as she took the dealer's car for an extensive test drive. Jennifer gave Dennis a lot of attention when the two returned to his house. She eagerly sucked him off and later let Dennis lead her to bed. "I take it Pet that you enjoyed the day and liked all of your presents." "Yes sir!" "I like when you call me 'sir' henceforth I will be Sir and you will be Pet." Dennis then led Jennifer to a small, but attractive bedroom. "Now Pet this room will be yours when I either am not making use of you or for various circumstances must host guests without you being present. I will send for some of your things from your apartment. You are not leaving this house again until you are safely clad in your chastity belt. For the mean time I will pay your share of the rent at your apartment. Until I know that you are trainable I will not have you permanently under my roof." Jennifer was a bit angry. She would have to miss school on Monday and Tuesday. Dennis assured her that he would send a convincing excuse for her. "Two days do not college careers make. I will have your textbooks sent over. I understand you are taking some basic economics courses. I will be happy to tutor you in that area." Jennifer did not mind being called Pet but she felt funny calling Dennis Sir. It accentuated the age gap between them. She soon deduced however, that Dennis' term of endearment for her was how he actually felt. "He sees me as his pet, not his equal." Jennifer thought to herself. It was the first of many revelations to come. Aside from a brief walk around the block Dennis and Jennifer never left the house either Sunday or Monday. Dennis kept Jennifer occupied. After cooking both of them a marvelous breakfast, they worked out together in his well-appointed gym. Jennifer was flabbergasted to discover that fifty five year old Dennis could swamp her nineteen year old self at the stair master and other fitness equipment. Dennis just laughed at her predicament and said,. Jennifer in Chastity "Have no fear Pet. When I am finished with you, you will be in the finest shape of your life. Now let's hit the shower." The shower was unlike any Jennifer had ever seen before. It had dual heads and dual controls. Two or more people could stand easily in the stall. Denis insisted upon washing Jennifer, not letting her do anything for herself. His touch was divine but Jennifer could not shake the nagging feeling that Dennis was trying to subtly control her. She tried to push those thoughts away as they made love. Dennis was by far the most romantic, tender, and skilled lover Jennifer had ever encountered; a fact reinforced further by every moment they spent together. The chastity belt arrived midday Tuesday. Despite Dennis telling her what to expect, the revealed attire was a shock. It was made out of some tough fiber Jennifer could not initially identify. There was a semi rigid half panty with an opening that would allow urine out but nothing larger than a tampon in. It was held in place by metal straps that circled Jennifer's hips and waist. It locked in front with an oddly shaped key. "Now Pet, here comes your moment of truth." Dennis wore his most serious expression as he said, "You will permit me to lock you away or everything ends. I cancel the dresses and the car. I badmouth you from one end of this town to the other. Not even the college boys will be interested in dating you were I to engage in a slander campaign against you. But I have a feeling it will not come to that. Now; into your birthday suit Pet." Out of fear and for other reasons that Jennifer could not identify, all of her clothing was soon piled at her feet. Dennis stepped towards her with the chastity belt and before Jennifer could change her mind she was locked away in the device. It was cool against her skin but not uncomfortable. "Excellent Pet. We will have so much fun together over the next three and a half years" Dennis wore a blissful smile as he eyed the slim and beautiful coed in chastity. So many of his fantasies were about to be fulfilled. Abstractly, Dennis realized that Jennifer was not an enthusiastic participant but he did not care. She was his now and Jennifer would have to submit fully to his will whether she wanted to or not. Dennis took the key and placed it on the ring of other keys that he carried around in his pocket, as though it were the key to a garden shed or a lawn tractor. Dennis spent the rest of Tuesday afternoon teaching Jennifer the ins and outs of life in chastity. He gave lessons on how to urinate and keep herself clean. His description of how she was to handle her monthly was very graphic. Dennis then dressed Jennifer in some of the clothes he had had delivered from her apartment. "Let's go pick up your car. I arraigned to have it delivered today I just KNEW that you would let me take possession of you." Dennis words took on a darker tone in Jennifer's mind, still, she naively though her incarceration a passing phase. Jennifer realized that except under the tightest of clothing her belt would never be visible. She was grateful for that small favor. She tried to tell herself that it was only temporary as they drove to the BMW dealership. Jennifer tried to focus on her new car and the looks her friends would wear when they saw her behind the wheel. Jennifer loved the new car smell. She was stunned as she saw Dennis write a check for the entire rest of the balance on the car. After following Dennis home in her new car. Dennis climbed in the passenger seat and Jennifer drove the car out into the country to open up the motor. Amazingly they did not encounter any speed traps or hidden police cars. "I am paying collision on this, but please try to not so much as dent it." said Dennis, as they returned to his driveway. "Oh Dennis ... I mean Sir, Let's go inside and we can take this thing off and I can show you how grateful I am for the car." said Jennifer. "Pet, you may certainly show me your gratitude with your mouth and hands but your pussy stays locked away for the next month." "What?" replied Jennifer. "Pet you need to adjust to your new status as property. I must reinforce to you that I own you. For that reason you will spend the next month learning your place. Oh we will have fabulous dates, the gifts I shower you with will make you the envy of your friends but your pussy is MINE. I alone decide to who and when it will be accessible. You will return to that apartment you live in and attend class. I want you to diligently apply yourself to your studies. Now there is no reason for you to get sidetracked by boys or self-abuse. I will pamper you and treat you like a queen and you will see to my needs for the next month. You will be amazed at how horny you will be after a month of chastity. You may think that you will not be able to stand it but you will. At the end of the month I will liberate you and you will find that the sex will be the most incredible of your existence to this point on the planet. Orgasms are treats that you will receive as I see fit. Now don't fret Pet, I'm sure in a few months' time you will have earned yourself regular and amazing orgasms, but you MUST get good grades and be exceptionally obedient to reach that happy station in life." "But ..but ..." Jennifer began to cry. Dennis held his pet close and smoothed her hair as she cried piteous tears into his broad strong shoulder. When she had cried herself out Dennis looked at her with kindness in his eyes and said, "You cannot see the wisdom of my actions as yet but before you know it you will be more satisfied and happy than you have ever been. Now I am going to give you one of my fine massages and later you will give me a blow job." He kissed Jennifer and the college girl felt sincerity in his lips and in the way he held her. At first she did not want Dennis' attentions but before she could work up the steam to protest his strong and talented hands were working their magic on her confused mind and body. Why she later dutifully sucked Dennis off and did not try to emasculate him by biting off his penis was another mystery Jennifer could not answer. Jennifer returned home on Tuesday night. Her new car looked so fine outside her apartment. She went in to talk to Amy about Dennis. Jennifer was very forthcoming about all the luxuries that Dennis had promised her and his skills as a masseuse and lover but she somehow managed to avoid mentioning that he had also locked her away in a chastity belt. As Jennifer snuggled under the sheets she was amazed at how quickly she had become accustomed to her belt. It did not take long for her to find a comfortable position and slip off to dreamland. School on Wednesday was like all of the other days except that Jennifer found herself more attentive to her lectures. She did not want to focus on her despised chastity belt so her mind applied itself to listening and paying attention to her professors. At the end of the day she felt that she had learned a tremendous amount. She took Amy out that evening for a ride in her new car. Amy gushed over it as did the many handsome boys they drove past. As Amy eyed the drooling boys she said to Jennifer, "Now I know what guys mean when they say that their car is a chick magnet. You can SO get laid anytime you want with this thing Jennifer." Jennifer nearly cried when Amy mentioned getting laid but held herself together. Amy did not happen to notice her roommate's distress and the two subsequently flirted with a couple of cute college boys in the parking lot. When the one that had been chatting up Jennifer left without her number, Amy realized that something was wrong. "What's up Jennifer? That guy was HOT!" Unable to completely level with her best friend Jennifer replied, "Dennis wants me to remain faithful to him and to study hard. I don't need distractions like that boy no matter how hot he is." "Are you going to let a man control you Jennifer?" asked Amy. Jennifer's subsequent silence spoke volumes. "Jennifer, I won't tell you how to live your life but I know you were raised to be independent. You haven't known Dennis very long ..." "I don't care to discuss it Amy!" Jennifer angrily replied. In silence the two drove home. Amy decided that when Jennifer was ready, she would confide in her and it was not worth pushing her to talk. Jennifer's mood seemed better on Thursday and Amy concluded that her friend was simply overwhelmed with Dennis' generosity. Perhaps he was within his rights to expect a period of fidelity on Jennifer's part Amy considered that her OWN sugar daddy didn't want her to be sleeping with more than one other college boy while she was in a relationship with him. In that light Dennis just might be a bit more conservative and careful and not a control freak. Amy decided to let the matter drop. Thursday and Friday were much better for Jennifer. The chastity belt ceased to be constantly on her mind and she found herself loosening up and enjoying the school day better. It was a bit frustrating to her that she couldn't masturbate but Jennifer unsuccessfully tried to convince herself that she spent too much time playing with herself. She went on drives and worked out to try and sublimate her desire for pleasure. Friday night arrived and Dennis picked her up for the weekend. They ate at the Cobalt Club and spoke to each other honestly and sincerely. "Sir, I do NOT want to remain in this contraption. I should have the right to at least play with myself." "You WOULD have that right Pet if I did not happen to own you. Your luscious quim is mine. The sooner you learn that the better. Celibacy never killed anyone. Just because you are not permitted to screw like a wild rabbit does NOT mean that your life has any less value. I think very highly of you for example." The two ate. Despite her anger, Jennifer felt herself softening up. Dennis was a marvelous raconteur, full of many funny and amazing stories. After Dinner at the Cobalt Club, Dennis took Jennifer to a ball room where he impressed her with his skill at dancing. Jennifer had taken dancing lessons and thought that she was a good dancer but she had trouble keeping up with Dennis on the dance floor. Jennifer was the best kind of tired when she and Dennis returned to his house. Deftly he stripped the slim girl and carried her to the bedroom. Massaging her in a way he had not previously he amazed Jennifer. Dennis brought her to the edge of orgasm with just his hands alone. Jennifer begged for more but Dennis told her she had to earn release and presented his erect member. A wonderful fellatio session concluded, Dennis repeated what he had done earlier. This time Dennis took his pet past the cusp of orgasm. He watched delighted as Jennifer writhed with pleasure. "You see Pet. You do not have to be fucked to come. I told you that I would see to your needs and I am doing that. Now imagine the pleasure after you have been locked away for a month. Your orgasm then will make the one I gave you tonight seem like a hiccup." For the first time Jennifer seemed to understand. "Is that really true Sir?" "Honest to God." "Wow!" was the college girl's only response. Saturday afternoon was spent at most of the boutiques they had visited the week before. Jennifer's new wardrobe was ready and she put on a fashion show for Dennis. The store clerks were far too sophisticated to make any comment on Jennifer's chastity belt. They behaved as though she was clad is ordinary underwear. She loaded armfuls of clothing and scores of boxes into Dennis' car. Jennifer felt like an heiress. Clad in the finest dress Jennifer had ever owned, Dennis took her to opening night of a new play. After the play, a fine restaurant and a return to Dennis' house very late. Jennifer had no qualms about preforming fellatio upon her "owner" and swallowing his seed. She asked for one of Dennis' magical massages when she was finished but Dennis informed her, "That was just a taste Pet. You must learn to pace yourself and enjoy regular pleasures as they are provided. If you are a very good little girl, I will give you another one of my special massages next week." Jennifer was disappointed that Dennis would not work his magic on her. However she found herself less upset than she would have been with him just a day before. "Perhaps there is wisdom in Dennis' methods." She thought to herself as she drifted off to sleep. Dennis' arm felt very good indeed wrapped around her. Sunday was quiet. After a delicious breakfast cooked by Dennis, the older man went over Jennifer's lessons with her. "It is VERY important to me that you get excellent grades Jennifer. For the next three and a half years you have two principle objectives. One is to see to my needs the other is to get the best grades you can. I have an incentive plan for you. For every A that you get I will buy you a diamond encrusted doodad of your choice. I want only A's and B's. C's earn you prolonged chastity and grades lower than that ... well let's just say that you DO NOT want to bring home anything less than a C. If you make the dean's list I give you 10,000 dollars EACH time! This means that when you are not with me most of your free time will be dedicated to studying, studying, and more studying. I will see to it that you do not become too stressed out. I will see to your release and pleasure. It is not enough that I have a beautiful pet. I need to have one that is very intelligent as well. I have NEVER cared for airheads, such a turnoff." "But Sir, I want to have the fun college experience as well the parties, the pep rallies, all those things." "Provided you get good grades I will allow you SOME of those things. I own you. I have little desire in sharing you. A good education is priceless, YOURS will cost ME a pretty penny and I SHOULD have a say in how that money is spent. I want to know that I am getting the most bang for my buck. That means you HAVE to do well. While you may miss out on SOME aspects of college life you will graduate at twenty two debt free and with perhaps tens of thousands or more in the bank. That is certainly worth missing a few fraternity keggers isn't it?" Jennifer could not argue with that logic. She settled next to Dennis and focused on studying. Dennis was a very astute man, he taught Jennifer subtleties in the texts she had missed. Instinctively, Jennifer knew that this was just the sort of information that would be on a test or surprise quiz. After many hours of hitting the books, something that the presence of Dennis turned into something resembling fun the two settled in for a delivered Chinese dinner. As they ate, the feminist side of Jennifer's psyche decided to try an assert itself. "When you say you 'own' me Sir, how do you mean that?" "I've already explained that to your Pet until you receive your diploma I own you from the top of your pretty head to the soles of your lovely feet. When you graduate you earn your freedom. As your owner I have total authority over your sexuality. What's not to understand?" "But isn't slavery illegal?" "So is prostitution. The financial benefits you have obtained through me are technically illegal." Dennis wore a smirk and then said. "You see it would be VERY difficult for you to convince any court that I coerced you into our arrangement. All the judge or my lawyer would have to ask you on the witness stand is what EXACTLY did you do for me that made me decide to give you that car and all those dresses. NO ONE is going to believe that I am just a generous guy." Jennifer suddenly felt very guilty and uncomfortable. She flushed with embarrassment. "There is no shame in what you are Pet. EVERYONE is a whore to some extent. It IS however silly for you to get all high and mighty with me or try to shame me out of enslaving you. Yes I am a man of considerable means, a one percenter. I make no apologies for being who I am or using my money in ways that bring me pleasure. You may not like the terms of your service to me but I am the buyer and I have the RIGHT to have things the way I want them. Now you can spout all the feminist theory at me you want. It will make no difference. My ownership of you is a temporary thing and we will both benefit from it. So you can't party with your girlfriends and pick up young men in bars when they go out to get laid. Is that really a great hardship? I'm offering you a financial boon. Ask your friends, right now I am making fewer sexual demands on you than their boyfriends are! You have a VERY sweet deal Pet and you should embrace it." Dennis' words seared themselves into Jennifer's consciousness. She really was a glorified hooker. Previously, she had convinced herself that she was not so common. Now she realized that she had sought out a fat wallet and had been willing to spread her legs for the owner of said wallet. That Dennis wanted her in chastity certainly wasn't HIS problem. Brought up short, she realized that Dennis had spoken the truth. Her options were obvious, accept servitude on Dennis' terms or find another sugar daddy. Dennis had made it clear that THAT prospect was most likely untenable. Jennifer's realization was simple; her best alternative was to go along with Dennis' plans. Suddenly her chastity device felt cold and clammy. A few hours after they finished eating and studying Dennis dropped Jennifer back at her apartment. Jennifer showed Amy the many fine new dresses and shoes she now owned. Amy was impressed. "Wow! My Phillip doesn't shower me with stuff this nice. Your Dennis must be really loaded. How's the sex, Jennifer?" Jennifer honestly answered, "When we have it its fabulous." "When you have it? You mean Dennis isn't trying to constantly play hide the salami with you! You have it made Jennifer. You have it made." It began to dawn upon Jennifer that perhaps sex was not everything. She decides to go along with Dennis' plans. At least until she could conceive of an alternative. Thus began her first full week in chastity. On Wednesday her period began. Things were messy until Jennifer got a handle on it. Menstruation and chastity belts were not the best partnership in history but Jennifer found way to make it work. There was a tiny opening to whish Jennifer could attach a small tube to let water and soap in to keep herself fresh. Jennifer successfully hid the existence of her belt from Amy. Jennifer knew that her friend would not understand Jennifer's tolerating it. Jennifer was still coming to grips with that understanding herself. Dennis called every day and they chatted about many things. Dennis was very wise. Generally he did not talk down to her but gave her good advice. For example Dennis thought it would be a good idea for Jennifer to build a stock and investment portfolio with some of the money he gave her. He volunteered to help Jennifer build one. "By the time you graduate you will have quite the nest egg. I want to see to your total well being Jennifer. When you, my little slave, are liberated you will be twice the woman you are now." "But I won't get to sleep with the quarterback or a cute fraternity guy like OTHER college girls." Whined Jennifer "No, no you will not Jennifer but if you play by my rules when you graduate you should be able to buy any college boy you want. Sublimating your desires is a very strong motivator whether those desires be financial, personal or sexual." Dennis replied When the weekend arrived, Dennis took Jennifer to a charming bed and breakfast. She had to bring her textbooks along for Sunday night studies but the rest of the time it would be romantic. Jennifer sucked off Dennis and he massaged her head to toe. His skilled hands brought her to the edge of orgasm but despite Jennifer's pleas for him to complete the task. Dennis refused. Jennifer in Chastity "You were a bit whiny this week. Be grateful that I gave you that much pleasure. I will tolerate no whining or further complaints. I expect my pet to be a good little girl." Despite not giving Jennifer full release Dennis was very attentive to her. She enjoyed his bathing her in lion footed tub in the wonderful bathroom attached to their room, The two toured museums and shopped together and Jennifer felt much closer to Dennis when the weekend concluded. Even the hours over her textbooks on Sunday night was pleasant. She found that she understood all of her classes much better. "Maybe," Jennifer thought "Dennis is completely right. I'm horny as hell but, do I REALLY need sex right now?" Later, Jennifer would see the weekend at the bed and breakfast as the turning point in her own life and in her relationship with Dennis. She buckled down and decided to banish complaints from her lips. She focused on Dennis' needs and discovered that pleasing him made her very happy. Not as happy as intercourse would have been but close enough. Once she had stopped complaining Dennis massaged and stroked her in his phenomenal way. He pushed her in the gym and Jennifer loved how much sexier her body became. Before she knew it her first month in chastity had come and gone. Jennifer discovered that everything Dennis had claimed about waiting was truer than she could have imagined. When Dennis made love to her after her month of celibacy it was as if he lit her insides on fire. Spent as she had never been before, she cuddled with Dennis and said. "Sir I will never question your judgment again. You are the wisest man I have ever met. Also the most well hung!" "I knew you would see things my way Pet. So long as you are good I will only keep you locked in chastity during the week. As unlikely as it may be I don't want you suffering a weak moment when I am not around and letting another cock enter your pussy. College boys are strictly off limits for you." Then the distinguished gentlemen brightened and said to his pet, "After you heal from your boob job, how would you like a tour of Europe this summer?"