Headmistress' Favorite Sport

Chapter 10

When Denise came to she was lying in bed. She had been washed and she could no longer feel the annoying diaper rash. In fact she felt fine, clean and well rested. On her feet were what turned out to be black Oxfords with seven-inch heels. Her ankles were in steel cuffs and connected by a eight-inch chain as were her wrists and her waist was encircled by a corset, compressing it down to fifteen inches with a four-inch pipe stem and her neck was encircled by a steel collar, which was chained to the headboard of the bed she lay in. Had it not been for the comfortable bed Denise might as well have been at home with the twins. But she clearly wasn't. The room she lay in was tiny and had no windows and was illuminated by a naked light-bulb hanging down from the ceiling. The room had a heavy door, which Denise probably would have found to be locked, had she been able to get out of bed. The room was covered by no less than four video cameras. Since she couldn't get up she just lay back and waited to see what would happen. In any case she was too well conditioned to go exploring. Denise knew that she would have to wait for her new owners to take control.

She didn't have to wait for very long before they turned up. The door opened and in came an absolutely beautiful platinum-blonde girl, who Denise recognized as Yvonne, her fellow slave from the academy. Yvonne was obviously happy to see her and ran over to sit on her bed. Yvonne definitely didn't look like a slave anymore. Her hair was long, flowing down over her shoulders, but had the look of having been cut at an expensive hairdresser. She wore a very sexy dress made from green silk, with a plunging neckline accentuating her perfect breasts. The dress was clearly a designer piece as were the matching green shoes with six-inch heels. Yvonne wore expensive jewelry: diamond earrings, a pearl necklace, a fine designer gold watch and on her fingers were several gold and diamond rings. It looked like Yvonne was no longer a slave. Following Yvonne into the cell came Master Richard. He looked just like Denise remembered him: A huge and desperately handsome man with curly brown hair, blue eyes and a moustache. He too was dressed in expensive designer clothes, a dark blue suit, white shirt and a discrete tie. Everything about the couple spelled wealth.

Yvonne stroked Denise's hair as she excitedly said to Denise: "Oh, I'm so glad to see you Denise. You look wonderful. How are you?" Denise was unsure of how to address Yvonne, since she didn't know if Yvonne was a slave or not, but she decided that she had better play it safe. "Mistress, please, Mistress. Mistress, I'm fine, thank you very much, Mistress," she answered. Yvonne looked very pleased at being called Mistress and turned smiling to Master Richard and said: "See Richard? She is so well trained. Denise will be the perfect maid." Master Richard smiled down at Yvonne and patted her head as he said: "Of course she will, dear. Of course she will." Yvonne turned to Denise again and explained: "I'm Richard's lover now. He treats me ever so nice; just like a real lady. He never ties me up or beats me and he always gives me the nicest things. Like you! Richard has promised that you'll be my slave maid now. It'll be ever so nice, don't you think?" Denise did think that it sounded nice: "Mistress, yes, Mistress. Mistress, that sounds wonderful, Mistress. Master, thank you so much, Master," she said, directing her thanks at Master Richard. Master Richard acknowledged her thanks with a slight nod before speaking: "You will go through some changes as you assume your new role, but they will be relatively minor." Denise thanked them both again and her life with her new owners began.

Several things turned out to be somewhat different than Denise had been told in the basement. First of all Yvonne's position was not quite the one she had told Denise. It was true that Master Richard treated her as a girlfriend or wife in most respects. He made sure she was always dressed in the finest and most feminine designer clothes and wore matching jewelry, that her hair was always perfectly coiffed. He took her out shopping at least once a week and Yvonne spent a great deal of time reading fashion and lifestyle magazines. Master Richard took her out dinner at expensive restaurants, took her to concerts, museums and even out dancing at the hottest nightspots. She was never tied up and never punished and he had straight sex with her at least once a day. But there was a catch. Yvonne was never-ever allowed to cum. Her member stayed inside its chastity tube and no matter how much she begged and pleaded, he wouldn't allow her to cum. Once a day he removed the tube so that her member could be cleaned. On these occasions Yvonne stood with her hands behind her head as he first cleaned her cock and then began to play with it. He could keep her on the edge for hours without letting her cum, reducing her to tears before putting her back in the tube. During the almost two years Yvonne had been with Master Richard she had not cum once. Furthermore Yvonne never had any cash on her and never had a credit card or keys to unlock any door in the house. When Denise assumed the role of Yvonne's slave, Yvonne didn't even have the keys to Denise's chains. Although she might fool herself and the casual observer, there was no getting around the fact that she was still just a slave.

As for Denise, the "minor changes" she had to go through made her wonder what would constitute a major change for Master Richard. Denise's teeth were all removed so that she would be able to provide perfectly smooth blowjobs, and her lips were enlarged to make up for the lack of teeth. Her waist, already a very respectable fifteen inches with a four-inch pipe stem, was further compressed. When the compression was over, her waist was a mere twelve inches with seven-inch pipe stem. Finally her tits were enlarged. When the hormonal breast enlargement was over, Denise's had a pair 70EE tits with nipples almost an inch long. Her new tits and the fact that Master Richard insisted she walk in eight-inch heels meant that Denise almost had to learn how to walk anew.

She was also dressed differently than before. On her feet were black plastic boots, ankle high with ultra-thin eight-inch heels. The boots were completely stiff and at least one size smaller than anything Denise had previously worn. Even for Denise, who was used to very restrictive footwear, the boots were pure murder on her feet and it took months before she got used to them. Her ankles were cuffed with shiny steel shackles and connected by a seven-inch steel chain, forcing her to take tiny little mincing steps. As always her ass was packed with a huge butt plug and her chastised member was pulled between her legs, covered with a sanitary napkin before being tucked away behind a pair of black, rubber panties. She had no real uniform, only a micro skirt made from black rubber, clinging tightly to her full ass and hips. It started just above her panty line and ended at her waist from where her corset stuck out of the micro skirt, ending just below her now enormous tits. To support the massive tits she wore a bra-like arrangement. Except it would have been more appropriate to call it a shelf. It was a ring made of black plastic encircling her body just below her breasts and on this ring were two plastic shelves, molded to support each of her massive udders. The shelves were connected between her tits and on the sides were rubber straps going over her shoulders to the back of the plastic ring, thus acting as a kind of bra. Denise's wrists were fitted with similar shackles to the ones on her feet and, like her feet, connected by a seven-inch chain. Encircling her neck was broad collar made of steel and in her mouth was a pump gag, its inflation ball always swinging from the eight-inch rubber tube connecting it to the gag itself. The inflation ball was special in that it had a small lock over the deflation valve, preventing anyone who didn't have the key from freeing Denise's mouth.

Denise wore her outfit all day and all night. Only parts of it came off for a very short period each morning as the old outfit was removed and she was fitted with a new one just like it.

As it had been when the twins had owned her and as it had been when Mistress Rachel had owned her, Denise's took care of almost everything in the house: cooking, cleaning, laundry and so forth. Denise slept in a small cupboard-like hole in the wall of the house's master bedroom. It was so small that she could only fit in there if she crawled in and curled into a ball and it took some time before even she, who was used to very cramped spaces, got used to sleeping in it. Not that she got much sleep. Her tiny cell opened both into the bedroom and into the hallway on the other side of the wall. If her services were required in the bedroom it was opened to that side, and in all other cases it opened to the hallway.

Every morning Denise rose more than two hours before Master Richard and Yvonne. She went down into the basement, where her special bath- and dressing room was. It was only the size of a small closet, but it was just big enough to accommodate what went on inside it. Before entering Denise removed her micro skirt and her panties as well as the sanitary napkin and the butt plug. She then threw them in a hamper for her dirty clothes and entered the closet. Once inside Denise sat down and removed her boots. She had to sit down since her bare feet were no good for standing. By now they had assumed the shape of the boots she wore and her toes were no longer able to even wriggle properly. When she tried they only twitched a little. Standing on her knees with her ass over a depression in the floor she would give herself five enemas, each one big enough to make her gasp for breath. After the enemas she turned on the water and took a shower using only cold water; a useless slave like herself had no right to warm water. After toweling herself dry, she would crawl out of the closet and put on fresh clothes; clean boots, clean micro skirt, clean panties and a new sanitary napkin. Her outfit was now complete, except for her gag, which wasn't fitted until after breakfast. Denise now set about preparing this for her Master and Mistress.

Her steel collar and shackles and her corset only came off once a week and for this she needed Master Richard's help.

As she minced between the kitchen and the dining room she could usually hear Master Richard fucking Yvonne furiously right before breakfast time. Yvonne loved the ass-fuckings, but they frustrated her terribly as well. Yvonne loved every little touch by her Master and being fucked was not only a pleasure; it was an honor. But being fucked up the ass was also the closest she ever came to sexual release. Master Richard's magnificent cock would pound her in just the right way to make her shoot her load no matter if she wore her chastity device or not, but he always sensed when she was about to cum and pulled away, letting her suck his dick until he came.

When Master Richard had gotten his morning fuck, they would both put on bathrobes and have breakfast in the dining room. Here Denise would wait obediently for them by the table, which was always set precisely according to Master Richard's instructions. Denise was never punished for performing her duties poorly. Performing her duties to the letter, no matter the cost or effort was a lesson she had learned long ago. Yvonne always ate her breakfast as quickly as she could, just as Master Richard had ordered her too. In any case she was always on a diet to keep her figure, so there was never much to eat. When she had finished she stood up right next to Master Richard's chair. Yvonne would then put her hands behind her head and keep them there until breakfast was over. She would be dressed in her sleeping boots only; a pair of white, leather ankle boots with six-inch heels. Like Denise, Yvonne was unable to stand or walk without high-heels. Master Richard would then release her member from the chastity tube and this always caused Yvonne to moan with desire as it instantly sprang to life, becoming rock-hard in a second.

While Yvonne ate her breakfast, Denise performed another function for Master Richard. She leaned in over the table as far she could without falling over and he would fit suction cups to her massive tits. The suction cups covered most of her tits and were able to massage them. They were connected to a milking machine, which would start up and a combination of milking and massage would produce all the milk needed for Master Richard's breakfast and enough for a glass of milk he insisted Yvonne drink before taking up position. The milking was intensely pleasurable for Denise and it made her moan with pleasure as she stood swaying gently with closed eyes.

When Yvonne assumed her position next to Master Richard's chair, the milking was over and Denise would take her place in the morning ritual. She would kneel down in front of Yvonne and after cleaning Yvonne's cock, she would use her fingers and her talented mouth she to keep Yvonne at the very edge of cuming for the next hour or so as Master Richard read his newspaper. In a matter of minutes Yvonne would begin begging and soon she would be crying and pleading, tears of frustration rolling down her cheeks. But there would be no release. Master Richard's orders to Denise were quite clear on this point: Yvonne was never-ever to cum. If Yvonne ever came at the hands of Denise, Denise should count herself lucky if she was only punished for a month without pause. Denise had believed him and was terrified of making Yvonne cum, but on the other hand he had been just as clear when he ordered that Yvonne be kept on the very edge.

Master Richard seemed to regard the crying and pleading as sweet music and continued reading his paper. When he had finished his reading he would hand Denise and icepack and she would use it to shrink Yvonne's cock before fitting her with her chastity device. Then Yvonne was required to pay attention as Denise crawled between Master Richard's legs and gave him a blowjob. For Yvonne it was intensely humiliating to see another sissy have sex with her lover and master. Master Richard loved humiliating Yvonne. He had turned Yvonne into an elegant sissy, a very sexy and perfectly dressed, perfectly proportioned and perfectly well behaved lady. For the same reason he had turned Denise into what was in many ways the exact opposite of Yvonne. Her dress was slutty at best; her bodily proportions were grotesque, if very sexy, and her behavior was that of the lowest, if most obedient, sex slave. This made it all the more humiliating for Yvonne to watch when he had sex with Denise.

Breakfast over Denise would be fitted with her gag, which would always be pumped up until she thought that her head would explode, before clearing the table and doing the dishes. Meanwhile Yvonne would help Master Richard with his morning toilette. Yvonne would assist him in every aspect of his morning toilette, even wiping his ass after he had used the toilet.

The two slaves would then stand at attention at the door, seeing their master off. When Master Richard had left it was time for Yvonne's morning toilette, where she would take her frustration out on Denise.

When Denise had originally arrived Yvonne had been thrilled. She was going to see her old friend again and not only that; she would keep her a slave. Yvonne thought that it would great fun and had envisioned something far less demanding for Denise; more like girlfriends giggling while one of them cleaned and cooked and the other occasionally punished her lightly for some imaginary infraction. Yvonne had also thought that Denise's arrival signaled that she, Yvonne, was being rewarded for being such a good girl and that she might now finally be allowed to cum once in a while.

Instead the opposite had happened. Denise had been thrown into harsh and demanding slavery and was always gagged when they were alone so there was no chatting between the friends. Denise's arrival also signaled that Master Richard's constant denial of Yvonne's orgasms was stepped up further and Yvonne now was even more sexually frustrated than before, something she had sworn was impossible. As time went on Yvonne became more and more frustrated and she had to take it out on someone and that someone could only be Denise; there was no one else around. Every morning after Master Richard had left, Denise would help Yvonne bathe, do her hair and make-up and dress, and every morning all she got for it was a constant stream of abuse usually ending with Yvonne spanking her ass with a hairbrush.

During the day Yvonne worked only to stay attractive to Master Richard. She would work out on the Stairmaster to keep her body in shape. She would sunbathe if the weather was fine, so she was nicely tanned. She would read fashion magazine and spend endless hours trying on her clothes and jewelry in new combinations, preening in front of the mirror. Yvonne's whole life consisted in looking good for Master Richard.

Denise, on the other hand, worked hard all day at keeping the house nice and clean and insuring that everything was in perfect order. She would also make preparations for dinner, the menu having been determined in advance by Master Richard. A couple of time each day she would be interrupted by Yvonne, who would either spank her ass or tits or simply hurl abuse at her.

Their relationship didn't improve as a result of the evening activities. Every evening, while Master Richard and Yvonne relaxed on the living room couch, Denise would perform a little ritual, as per Master Richard's instructions. First Master Richard would release Yvonne's cock, ordering her to keep her hands behind her head. Then Denise would kneel down between Yvonne's legs and do the same thing she did in the morning. She would keep Yvonne on the edge until Master Richard told her to stop. It was not unusual for Master Richard to watch an entire movie while Denise tortured Yvonne this way, and Yvonne would invariably be reduced to a tearful, begging wreck when Denise was finally ordered to halt and once more secure Yvonne's member inside her chastity tube.

Then Denise would spread a little piece of plastic on the carpeted floor right in front of Yvonne. She would stand before Master Richard who would then release her own imprisoned member. Denise was always horny and her member became hard and throbbing in no time at all. Having had her member released, she would then mince over the piece of plastic she had spread out on the floor and kneel down on it. Master Richard would then hand her a whiskey glass and order her to begin, while checking that Yvonne was not looking away. Master Richard insisted that Yvonne and Denise kept eye contact the whole time during the next part. Denise would begin masturbating and soon she would be moaning with pleasure behind her gag, her eyes barely able to focus she came screaming with pleasure while trying to maintain eye contact with Yvonne. Denise would be very careful that her semen ended up in the whiskey glass. After cuming she would usually need a second before being able to continue. Then she would masturbate again, again making sure that her sperm ended up in the glass. She would continue like this until the glass was full. She was helped by the fact that the hormonal treatments she had received had increased her sperm production greatly, but it still took quite a few orgasms before the glass was filled. Yvonne was forced to watch it all, her face turning sick with envy. When the glass was filled Denise would hand it to Yvonne and Master Richard would watch as she drank, making sure that she drank every last drop of semen. Then he would lock Denise's now very tender member up again. Before going to sleep Master Richard would have a fuck or two. Sometimes with Yvonne, listening to her beg for the orgasm she would never receive and sometimes with Denise, Yvonne watching jealously. Either way it was always fantastic for Master Richard.

Life went on like this in Master Richard's house for a little more than a year, with the two sissies quietly competing for their master's attention. It was hard to determine who was the more fortunate of the two, Yvonne or Denise. Yvonne had many of the privileges of a normal girl, but was constantly teased and denied even the smallest measure of sexual release, her life being spent in eternal frustration. Denise lived the harsh and demanding life of a sissy-slave with a grotesquely sexy body, but she was allowed to cum several times each day. Each wanted the other's privileges, but was unable to get them.

After a year Master Richard decided that two sissy-slaves in the household was inadequate and that capturing training a new one would be fun. One evening Yvonne was told to bring Denise down in to the basement. Yvonne attached a leash to Denise's collar and dragged her down the stairs. Denise almost fell several times as she experienced great difficulty in keeping up, her steps being as tiny as they were. They entered the small basement room where Denise had woken up after arriving at Master Richard's over a year ago. Master Richard stood inside the cell, stooping over a large leather sack, which was moving, muffled sounds coming from the inside. He looked at Yvonne and Denise and said: "Meet your new fellow sissy-slave." He reached into the sack and pulled out the person inside. "This is Consuela." The person inside was a Hispanic looking boy of about nineteen. He was not very tall, very slight of build but looked only slightly feminine. He did look very scared. His hands were tied behind his back and his legs were tied together at the knees and ankles and he was gagged with a large, red ball-gag. Also a piece of rope had been tied around his genitals and tightened, so that his cock and balls were now swollen and bluish. Master Richard continued speaking to Yvonne and Denise: "You two will assist in training the slut both before and after her visit to Dr. Jacobsen." Both Yvonne and Denise shuddered involuntarily at the mention of the evil doctor.

As the two trained sissies watched Master Richard prepared Consuela for her new life. Neither Yvonne nor Denise ever found out what her original name had been, since Consuela was kept securely gagged until her voice had been fixed and by then she was well on her way to becoming the same kind of sissy-slut as they were. Master Richard untied Consuela's hands and retied them in front of her body before securing them to a chain hanging down from the ceiling. Consuela fought against Master Richard, but his superior strength meant that her futile attempts just looked ridiculous. Soon she was hanging from the ceiling by her wrists. After freeing her legs and retying them far apart, Master Richard then rubbed her entire body and her face below the eyebrows in foul-smelling goo, which insured that she would never grow hair on those parts of her body again. He washed the goo off before administering a series of five enemas, which made the poor unwilling sissy cry with pain and humiliation and when it was over she hung limply in her bonds. Master Richard now called the two other sissies into action and instructed them to dress the bitch properly. Assisted by Denise, Yvonne dressed Consuela who was far from willing, but who stopped resisting when Master Richard threatened to give her another round of enemas if she didn't behave properly. When Yvonne had finished Consuela looked a lot more feminine. A red leather corset, extending from just above her hips to her armpits, constricted her waist. Her legs were clad in black, rubber stockings, squeezing her legs into a more feminine shape. On her feet were ankle-high, red leather boots with six-inch stilettos. A red leather collar encircled her neck. Her hair, which had been longish, was now cut in a quite feminine fashion and Yvonne had applied discrete, yet very feminine make-up to her face. All in all she looked quite sexy. Master Richard obviously thought so. He untied her arms and retied them in an armbinder made from red leather and removed her gag. Consuela started to plead in squeaky voice with a slight New York accent. The pleading stopped as Master Richard grabbed her and brought her face close to his own and kissed her deeply. The kissing went on for a long time as Master Richard's hands roamed Consuela's defenseless body. Consuela might not like being a captive, but she certainly wasn't averse to being kissed by another man. After a minute of kissing she started to kiss Master Richard back and gradually her cock became rock-hard. As they kissed Master Richard began to manipulate Consuela's member until her hips were doing thrusting movements and a needy whimpering was heard from her throat. Just as she was about to cum, he pulled his hand away and Consuela's whimpering increased in volume as her thrusting became more desperate. Consuela looked more disappointed than frightened as Master Richard pulled away from the kiss, forced a very large ring-gag into her mouth and pushed her down on her knees. Taking out his huge cock and grabbing her hair so she couldn't pull away he then forced Consuela to blow him. Yvonne and Denise watched enviously as Consuela struggled to swallow all of Master Richard's cum. She didn't quite manage and a stream of semen ran down her chin. Master Richard, however, did not pull away after cuming. Instead he made Consuela suck him gently until he was hard again. The he pulled her to her feet, took out a tube of jelly and lubed up her ass and his cock. Consuela had obviously enjoyed blowing him as her cock was still erect with a small amount of pre-cum on the tip, but the prospect of having Master Richard's huge cock rammed up her ass clearly scared her. She began to plead in a gurgling voice and as she realized that her protest wouldn't do any good, she began to cry. None of it helped as he turned her around and lifted her up and guided her down on his erect member. Her crying turned into gasping as she slid down on the cock and the gasping turned into breathless crying as she felt Master Richard's cock almost splitting her apart. When Master Richard's cock was all the way in, Consuela's high-heeled boots dangled almost a foot and a half above the floor. On her face was painted shock and pain, but her cock was still hard as he began to pump her up and down. As he fucked her, Master Richard held her with one hand around her body, while the other began stroking Consuela's member. Before long she was moaning with both pleasure and pain and after a few minutes she came with a girlish shriek, shooting her load on the floor. While still fucking Consuela, Master Richard ordered Yvonne to lick up Consuela's sperm from the floor. Yvonne was terribly envious and terribly humiliated to be treated in that way, but there was no hesitation as she obeyed his order and dropped to her knees and began licking the floor clean.

A new routine was enforced in the household for the next couple of weeks. Denise would still handle all of her old duties, but now she also had to see to Consuela as well. Master Richard took care of all her training, administering punishment when Yvonne or Denise reported poor behavior or performance. Yvonne was required to take care of her dress and make-up, teaching her how to apply it along the way. Denise took care of giving Consuela her hormone shots and making sure she became addicted to sex. Three times during the day and once just before bedtime, Denise would enter Consuela's cell. Consuela was kept tied up, her hands in mittens, which were secured to her collar and she was gagged. She now wore a corset all the time and on her feet were always black, ankle-high leather boots with six-inch heels, but her member was left free and as she began to enjoy her position more and more the periods where her member was not erect gradually disappeared. Consuela went through a rapid transformation in her feelings towards Denise. The first few times Denise came to give her the four shots, one to each tit and one in each butt-cheek, she resisted, but this stopped after she was punished by Master Richard. After that she would stand obediently still as Denise performed her duties, her eyes silently hating Denise. Finally she would stand waiting eagerly for Denise, her eyes signaling love and lust for her. The reason for the change was not the hormone shots. The reason was what happened after Denise had administered the shots. When Denise had put away the syringes, she would tale Consuela's member in her hands and give her a series of not less than four hand-jobs. Consuela became completely addicted to Denise's touch, so much so that she moaned with pleasure even when Denise touched her to giver her the shots.

Consuela soon began to grow small tits and her behavior became markedly feminine. After about five weeks Master Richard sent her off to Dr. Jacobsen's clinic to have her voice fixed, her Adam's apple removed and her hands and feet reduced in size. Two months later she returned. Her figure was now very feminine with full hips and a nice round ass. Her lips were red an inviting and her tits had grown to size 46DD. Consuela's voice had also become light and feminine. Not that it was heard very much because she was thrust into the same role as Denise as the almost permanently gagged slave-maid. Her outfit was the same as Denise's and her duties were the same and she slept in a closet-like cell right next to Denise's. In time her tits became just as enormous as Denise's. All traces of masculinity had been removed, except for her member, which was now held in a chastity tube just like Denise's.

While Denise's duties became lighter now that they were two to perform the work, Yvonne's plight became harder. She now had two other sissies to compete with for Master Richard's affection and her enforced sexual abstinence, now into its fourth year without an orgasm, became harder to bear. At breakfast she now had two sissies to torment her and the evening ritual became completely unbearable. First the two others would keep her on the edge for as long as Master Richard commanded and then it was time for their orgasms. And here the ritual had changed for the worse, at least as far as Yvonne was concerned. Now Consuela and Denise would kneel side by side after having their members released, their hands clasped behind their necks, in front of Master Richard who would signal for Yvonne to start. She now two glasses to fill, first manipulating one sissy, then the other, until they came. The semen from the sissies was collected in their respective glasses, which Master Richard had made sure were now larger than before. Yvonne would still be required to keep eye contact as she jerked them off and after having filled the glasses to the rim, she would still have to drink all of the semen. It was both terribly frustrating and terribly humiliating. Yvonne hated it. Master Richard loved it. It had another, for Yvonne, unwanted side effect. The two sissies now became very affectionate towards her, always touching her gently, trying to be nice. They of course loved the orgasms and loved their mistress for them, and they tried to show it. This made it harder for Yvonne to hate them, making it harder for her to take her frustration out on them. Having no outlet for her anger and frustration anymore, she became even more frustrated and she entered a vicious circle. Some days she would now cry all day long and other days she would rub against everything as if trying to get off. Needless to say this just made Master Richard happier.

Another year went by like this, Denise mostly satisfied with her position but still having dreams, or nightmares if you will, about Regina von Kaltenbrunner. After a year Master Richard decided that he needed one more sissy-slave and what had happened to Consuela repeated itself. The victim this time was turned into yet another big-titted sissy named Mary. Mary's skin was so dark that it was almost blue. Master Richard kept her bald unlike the other sissies and it was easy to understand why. Mary was very beautiful with almost regal features and her bald skull accentuated these features. Her arrival of course only worsened Yvonne's position, giving her more sissy-cock to milk at nighttime and increasing her frustration.

For a time things settled into the usual routine, but soon Master Richard wanted yet another new sissy as he enjoyed the transformation process immensely. But having four sissy maids in his household was too much and one had to go. Since Denise had been the first maid to arrive, she was the first to go. Master Richard had a lot of connections and finding a buyer for a well trained and unspoiled sissy with a huge set of tits was no problem. Wearing only her high-heeled boots, her corset and her chastity device, Denise was gagged and hooded before being put into a straightjacket. A collar was put around her neck and a leash attached to it and without any fanfare or ceremony she was led out of the house, dumped in the trunk of a car and driven off to her new owners. Just before the hood shut off her sight, she glimpsed Yvonne looking at her, her face filled with misery both at loosing Denise and at her own predicament.

Yvonne was Master Richard's little sissy "girlfriend" for another six years before he replaced her. By that time her face had acquired a permanently pained look due to her constant frustration and gray hairs had begun to show up in her beautiful platinum hair. Since Yvonne had originally been Master Richard's nephew and she had been his first real sissy-slave, he didn't just want to sell her. Instead he kept her as matron of the house. She was moved one rung down the ladder, but was not reduced to being one of the big-titted freaks he kept as maids, although she would probably have preferred to be as would have meant that she would be allowed to cum regularly. She was just as severely corseted as the maids, her ass was packed with a large butt-plug and she was made to wear the same brutally restrictive boots as the maids, but her tits were not enlarged. Instead her hair was pulled back in a tight bun and she was fitted with a rubber uniform with a decidedly old-fashioned cut. Made entirely from black rubber with lacy, white rubber edges, it consisted of a narrow skirt going all the way down to the ground and a high-necked and long-sleeved shirt. It made her look like a fetish edition of a Victorian matron. She didn't wear any chains, but her skirt was so narrow that her steps were just as restricted as those of the maids. While another pretty little sissy was sent of to The Kaltenbrunner Academy to come back to take her place, things changed surprisingly little for Yvonne, who was now referred to as "Matron". She was still forbidden to cum – ever. And each day she went through two frustrating and humiliating rituals were she was teased and kept at the very edge of cuming by the maids. Since there were now three maids in the house, there was also cum enough for both her and her replacement, so the nightly milking ritual remained unchanged for Yvonne. She lived out her life as Master Richard's slave, not cuming even once before dying prematurely of a stroke some twenty years after being demoted to matron, worn out by the constant sexual frustration of never being allowed to cum. By then Master Richard had shortened the cycle and was on the fourth replacement for Yvonne.