Headmistress' Favorite Sport

Chapter 11

Denise lay in the trunk of the car, her legs tied together with rubber straps waiting patiently to see what would become of her. She had long since relinquished all control over her own life and knowing that she was just useless sissy-slut made it easy to accept that whatever was done to her was probably just what she had deserved. She idly wondered when Regina von Kaltenbrunner would find and buy her.

The drive took quite a while, Denise sleeping most of the way inside her rubber prison. Finally she was lifted out of the trunk by strong arms and carried some distance before being thrown rather unceremoniously on the floor. Her hood was removed and after adjusting to the light she could see her new owners. Her new owners were two women. The one closest to her, who turned out to be called Roxy, was an extremely muscular woman with dark, curly hair and a slightly dark complexion. She wore a tight, black top and a black leather mini skirt and on her feet were military style black boots. Her whole body bulged with muscles and she looked very menacing. Behind her stood her other mistress, Roxy's lover Vivian. She was tall, regal and somewhat severe looking woman with dark brown hair. She had a knockout figure; slender with perfect breasts and to Denise she looked oddly familiar. She wore a green skirt with a matching jacket and a white shirt underneath. On her feet were black shoes with five-inch heels. She looked like she belonged in boardroom; not a dungeon.

Mistress Roxy started by slapping Denise around while she informed her of what a useless piece of shit like Denise would do for her new owners. Again Denise was thrust into the role of maid for the two lovers.

Mistress Roxy and Mistress Vivian had only just moved in together, but as they both were dominant they quickly agreed on getting a slave. Denise wondered how two so dominant people, who had no slaves before moving together, got along.

Denise's role as maid was the same as it had been for the last few years. She took care of everything around the house, while mincing around in a sexy outfit, ready to be used by anyone around. Her new outfit still had the same brutally constrictive corset. Not only did her new mistresses like it; it would also have been almost impossible to take it off or make it less constrictive as the muscles in Denise's back were now dependent on the support of the corset and her digestive system had adjusted to the constriction as well. Her boots were now a pair of ballet-toed boots with heels more than nine-inches high and the chain between her ankles was reduced to six inches in length, as was the one between her wrists. Her new steel collar was much broader than the one she had previously worn. Her new owners saw no real need for a costume so Denise only wore panties to insure that her crotch was smooth and that there was something to hold her sanitary napkin in place. Denise didn't wear the bra-like shelf she had worn at Master Richard's anymore. Instead her tits now swung freely and as a consequence Denise had learn how to walk with the large weight swinging from her chest. Like before she was kept constantly gagged, this time with a large ring gag with a removable penis insert to shut her up.

Neither Mistress Roxy nor Mistress Vivian had any interest in allowing Denise to cum and soon Denise began to realize just how fortunate she had been at Master Richard's…and just how unfortunate Yvonne had been. Denise had to work hard to control herself now. She felt a constant need to rub against something or someone, trying to get off.

The two mistresses turned out to be very different types, with only one thing in common: they both loved to fill Denise's ass to the breaking point. Mistress Roxy often had most of her lower arm inside Denise, while Mistress Vivian packed Denise's ass with enormous object or filled her with enemas containing fluids, which made her insides burn.

Ultimately the fixation on Denise's ass resulted in the ruining of her sphincter. After being owned by the two mistresses a few weeks Denise was strapped to a table, her legs doubled up and tied so that her ass cheeks were spread to the maximum. Mistress Roxy, who was dressed in her usual tight, black leather top and mini skirt and military boots, had been fisting Denise for hours and Denise was nearing hysteria from the pain. Ever since her waist had been so brutally constricted fisting had become an even more painful ordeal since whatever was being shoved up her ass now forced her already compressed insides up under the corset, where there was absolutely no room to spare, resulting in more excruciating pain. It wasn't the only thing that was painful that day. Mistress Vivian, who was dressed in a crotchless, full-body, black rubber suit and who had black, leather boots with seven-inch stilettos on her feet, had used thin rubber straps to constrict Denise's enormous tits, so that there was a strap for every inch of tit. After constricting Denise's tits in this manner, Mistress Vivian had whipped them soundly and they were now covered in red welts. As a little extra touch to make the fisting even more painful Mistress Vivian had also tied a strap around Denise's throat insuring that she had to fight for every breath. When Mistress Roxy finally withdrew her arm Denise issued a rattling sigh of relief. It turned out that this was too soon as Mistress Vivian came into her field of vision. Mistress Vivian looked down at Denise, who had a puffy, bluish look on her face as she gasped for breath, and said with a broad smile: "There, there, you worthless piece of sissy-trash. The warm-up is over and the real torture can begin." Denise didn't have enough air for a real scream, but rather issued a strangled gurgling scream of fear as Mistress Vivian started on her ass. The first thing she did to Denise was to give her an enema with chili oil. The oil made Denise's inside burn with a pain so bad she passed out twice before Mistress Vivian allowed her to expel it. The she shoved a champagne bottle up Denise's ass…bottom end first. Getting it in was an ordeal, which made Denise almost sick with pain and it only got worse as it was forced further in. Mistress Vivian left the bottle in as she climbed on to Denise's face and ordered her to eat pussy. While Denise ate her she used her nails to scratch Denise's sensitive tits, further increasing the already considerable pain she was in. Having Mistress Vivian sitting on her face did nothing to improve Denise's already troubled breathing. Mistress Roxy, who had been standing idly by for the last hour, now used the opportunity to grab Denise's balls and squeeze them viciously. Denise screamed and passed out as she ran out of air. She continued licking after coming to, but passed out as Mistress Roxy squeezed her balls again. This happened several times before Mistress Vivian climbed down and continued the torture. Denise's sighs of relief as Mistress Vivian pulled the bottle out of her ass were replaced by breathless screaming as she was given another chili oil enema. After the enema came another bottle, only bigger than the last one and so the cycle repeated itself until Denise lay limply, unable to even cry out. She had been strapped to the table for the better part of a day now and her resources had been exhausted. She didn't think she had a single scream left in her. Mistress Vivian proved her wrong on that count as she performed the final bit of torture on Denise. The final item Mistress Vivian produced was a metal dildo with a diameter larger than that of the biggest bottle, which had been up Denise's ass. Not only that, it was also covered in sharp ridges and knobs and as a final touch Mistress Vivian had covered it with chili oil. Denise cried when she was shown the dildo and she screamed until she passed out when it was shoved up her ass. When that happened Mistress Vivian stopped pushing and woke Denise up with smelling salt before continuing. When it was all the way in, Denise thought that she would split in half. She could hardly breathe as it was, but now her breaths were so short that she was almost hyperventilating. Mistress Vivian smiled wickedly down at the panicky slave as she attached some wires to the dildo and sent a sharp current running through it. The pain was unbelievable and Denise thrashed soundlessly before passing out. Mistress Vivian patiently woke her up before continuing the torture. After an hour Denise was spent and had entered an almost comatose state from which it took her two days to recover from.

When she had recovered a bit she crawled before Mistress Vivian to declare her complete submission to her. The brutality of the torture had made Denise fall hopelessly in love with Mistress Vivian. Her ass was still too tender for a butt plug and as she crawled across the dungeon floor her shit began to fall out onto the floor, Denise powerless to stop it. Denise was mortified and began to apologize: "Mistress, please, Mistress. Mistress, I'm sorry, Mistress. Mistress, I can't control.." Mistress Vivian cut her off with a sharp hand movement as she said: "Of course you can't you useless piece of slave shit. Your already pathetic ass has been broken. Now finish taking a shit and then eat it." Humiliated in the extreme over not being able to hold her own shit anymore, Denise finished taking a dump on the floor before eating her warm and disgusting shit. The humiliation of having to do this in front of Mistress Vivian (Mistress Roxy was not present) only increased her love for the stern mistress. Having her ass broken like that meant that she now had to wear a butt plug constantly. This was not really a problem since she already wore a butt plug constantly, but it underlined what a disgusting little slave-shit she really was.

Other than their fixation with Denise's ass the two mistresses were very different. Mistress Roxy was extremely brutal, but had no finesse at all. She loved beating Denise up, pummeling her with her fists so that Denise always had black eyes and was covered in bruises. Denise feared her very much, but felt more intimidated than dominated by her.

Mistress Vivian was of a completely different type. She was a much more refined and accomplished mistress in every way. Not only would her punishments make Denise scream in pain, but also she was able to humiliate the sissy-slave with single word or a mere glance. Her mere presence made Denise giddy with submissive lust. Denise hadn't felt like that since she had left the academy.

It was the same thing when it came to the "straight" sex. Mistress Roxy would force Denise to just lick for hours on end, never varying the theme. Mistress Vivian used Denise in a number of different ways for sex: licking, with dildos attached all manner of places both on herself and on Denise, feet and so forth. Mistress Vivian's imagination was a great as her cruelty. Denise fell in love with her, while secretly beginning to despise Mistress Roxy. She hadn't been very long with the two mistresses before she began to suspect than Mistress Vivian was also beginning to despise Mistress Roxy. When Mistress Roxy beat up Denise, Mistress Vivian would look on with an expression of disgust on her face.

One day after having been with Mistress Vivian and Mistress Roxy for three months, Mistress Vivian called Denise in to the living room. To Denise's great surprise Mistress Roxy lay prone on the floor, the remains of a spilled drink on the table in front of her. Mistress Vivian called to Denise: "Get your butt over here slave and help me get this useless piece of crap down to the dungeon." Denise was very surprised at this, but of course she instantly complied and with great difficulty helped Mistress Vivian drag the unconscious, but very heavy, Mistress Roxy into the dungeon. Here she helped Mistress Vivian place her in a chair in front of a heavy table. "Stand in the corner and watch, useless sissy-cow," Mistress Vivian spat at Denise as she started to tie Roxy up. Denise stood back and watched. First Mistress Vivian secured Roxy to the chair after removing her clothes. She strapped her legs to the chair's legs with plastic straps and removed Roxy's boots. Her arms and hands were secured to the armrests in the same way and finally a large number of leather straps insured that Roxy would hardly be able to budge when she woke up. Mistress Vivian then produced two large vices, which she placed on the floor at Roxy's feet. Then she placed Roxy's feet in the vices. Having finished at Roxy's feet, she then pushed the table up to the chair so that the tabletop was almost an extension of the armrests. Mistress Vivian then secured two more vices to the table in front of Roxy before putting Roxy's hands into them. Finally she gagged Roxy and sat down on the table to wait for her to wake up.

It was less than half an hour later when Roxy shrugged the last of the tranquilizer she had received off. When she realized her situation she tried to shout at Mistress Vivian through the gag, while staring angrily at her. Mistress Vivian just smiled and let Roxy glower for a little while before she spoke: "Roxy, you stupid piece of slave flesh, I have something to tell you." Roxy stopped trying to yell the second Mistress Vivian had addressed her as "slave". Mistress Vivian laughed a little at this before continuing: "The minute I met you, I knew that this moment would come. Sure, you can be fun in bed, but in the long run you are just a boring piece of shit, a useless slave-cow. As a mistress you have no talent, no finesse. Just look at Denise over there." Mistress Vivian pointed at Denise. "A slave like that requires real domination, not just unbridled brutality. She should be marked by whips, needles, burns or the like, not by black eyes and simple bruises. Pain slaves should used the right way, not carelessly like you do." Mistress Vivian paused a little before continuing: "I have therefore decided to turn you into my slave, a conclusion I suspected I would arrive at after the first time we tortured a slave together. You may scream if you like. Begging is fun too." With that Mistress Vivian removed Roxy's gag. Roxy immediately started to shout: "Set me free you bitch! This is not funny! I'll break you in two, you little shit, if you don't set me free this instant!" Mistress Vivian paid no attention as she approached with the first thing with which to torture Roxy, a collection of thin, leather strings, which had been soaked in water. Roxy continued to demand release as Vivian started tying up her breasts with the leather strings, but her tone got a pained quality as her tits were constricted every inch or so and when Mistress Vivian had finished Roxy was begging instead of demanding: "Please Vivian, you can't do this. Please, I promise to be a better mistress, please Vivian. Please let me loose." Mistress Vivian stroked Roxy's hair as she said: "There will be no release for you Roxy. You are a filthy, little slave-slut now." Roxy tried to move the chair by rocking it, but it was bolted to the floor. While she rocked Mistress Vivian informed her of what would happened next: "Slave, I want you to see the vices I have placed your hands and feet in." Roxy suddenly became absolutely still as she realized what was about to happen and Mistress Vivian continued: "I have decided that I don't need a shit like you to have functioning hands and feet, so they'll be crushed now." Roxy's now tearful pleading reached new heights as she tried to removed her hands and feet from the vices. However, they had too high sides for her to be able to remove them and instead Mistress Vivian could start without disturbance. She started with Roxy's right foot. Closing the vice ever so slowly she crushed Roxy's right foot. Roxy screamed and eventually vomited and passed out from the pain. When this happened Mistress Vivian stopped and woke Roxy up using smelling salt before continuing. When Roxy's right foot had been reduced to a bloody pulp, she was completely hysterical, crying as she pleaded and begged. Mistress Vivian just patted her on the cheek and said: "There, there. Now there is only three to go." Before moving on to Roxy's right hand, Mistress Vivian took a clear plastic bag and pulled it over Roxy's head for a bit of breath play. This did not calm Roxy down, but rather increased her hysteria. Mistress Vivian methodically crushed Roxy's hands and feet, stopping to play a little asphyxiation game with Roxy once in a while. When she was done Roxy had been completely broken, her cries had turned into hopeless little gasps and her eyes staring wildly, always searching for her mistress. The process had taken quite a while and in the meantime the leather strips around Roxy's tits had dried out somewhat, so that her tits were now grotesquely misshapen adding to her pain. Before ending the session Roxy had sworn that she would do anything for Mistress Vivian, absolutely anything. "Good, Roxy, good," Mistress Vivian said: "Its good that you know your place now. Then you will of course gladly beg me to remove all your teeth, won't you?" Roxy began to cry hopelessly as she realized that she had no choice and after some time she managed to beg Mistress Vivian to remove her teeth. Mistress Vivian wasted no time and took a pair of pliers and pulled all of Roxy's teeth out. As Roxy sat crying hysterically, her gums bleeding, Mistress Vivian produced two long, black, plastic tubes ending in rounded off cones. These she pushed onto Roxy's mangled hands, a process causing Roxy even more pain as her crushed hands were squeezed into the tips of the cones. When Roxy's hands were all the way in, Mistress Vivian secured the cones in place with sturdy straps. On Roxy's feet she put ballet-toed boots, like the ones Denise wore, requiring a lot of pushing and causing Roxy even more pain. In the end she slumped lifelessly in her bindings and Mistress Vivian had Denise help her lay Roxy down in a corner of the dungeon, where she was chained to the wall and left to recover. The torture session had triggered Mistress Vivian's libido in a big way and Denise spent a considerable amount of time in her bed, satisfying her need.

The next few weeks Denise spent performing her maid duties and satisfying Mistress Vivian as she transformed Roxy into the slave she wanted. When she was finished Roxy was a lot worse off than Denise. All her hair had been removed, leaving her bald and without eyebrows and on her forehead the words "toilet slave" had been tattooed. Her mouth was now held permanently open by a steel ring inserted in her lips, anchored in her jaw so it wasn't merely a matter of getting it out of the flesh in order to remove it. She had been corseted and in time her waist shrunk down to the same size as Denise's. Her tits were now receiving the same treatment as Denise's and would in time become even bigger. Mistress Vivian made sure that they were always constricted in some way and her nipples were ringed with large, heavy steel rings. Her hands never got out of the plastic tubes, reducing her usefulness to that of a coat rack or a toilet. Her hands were also connected by a steel rod of no more than three inches and she was required to hold her arms perpendicular to her body at all times, unless instructed otherwise. On her feet were now always her ballet-toed boots holding her mangled feet. Both her hands and her feet healed so that they became completely inflexible and took on the shape of their confinement. Separating Roxy's legs was a six-inch steel rod between her ankles and an eight-inch steel rod between her knees. The purpose of this was to expose her pussy and open it so that it was always ready for punishment. The rods turned her walking into a strange and ridiculous mincing waddle, much to the amusement of Mistress Vivian, thus further humiliating the already broken slave-girl.

Roxy's labia had been pierced six times through each lip and rings had been inserted in the holes. The rings had wires in them, which pulled her lips apart, the wires being pulled around her ass and secured to the truly monstrous dildo protruding from her ass. Like Denise's, Roxy' ass was now broken, unable to hold shit without the help of a plug. Roxy's pussy was now permanently open and showed off the final bit of torture and humiliation, which Mistress Vivian had employed in Roxy's everyday outfit. Roxy clit, which had been large to begin with, had been pulled and tugged until it was now almost an inch long. Around it Mistress Vivian had secured a steel band almost as broad as the clit was long. The band constricted Roxy's clit terribly causing her constant pain, but it didn't end there. Mistress Vivian had also pierced Roxy's clit so that a steel ring now ran through both the steel band holding it and the clit itself. Whenever Roxy was led around it was not by the stiff neck corset she wore, but by the ring through her clit.

While Denise's duties were that of a maid, Roxy's were that of a pain slave and portable toilet. She constantly followed Mistress Vivian around like a dog, always hoping that she pleased her mistress so that she wouldn't punish her, not fully understanding that the only way in which she pleased Mistress Vivian was when she was screaming in pain. Roxy even began to enjoy her position as toilet, since it was the least painful thing she did and she looked almost happy when Mistress Vivian squatted over upturned face.

A further humiliation came when she was allowed to cum for the first time. Roxy came when Mistress Vivian whipped her clit while she pulled the leash taut. The long hours spent being tortured had turned her into a real pain slut and she cried when she realized this. Mistress Vivian laughed at her slave, pushed her to her knee and took a dump in the crying slaves mouth.

After being Mistress Vivian's slave for about six months and when Roxy had fully assumed her role as pain slave, Denise was called into the living room. Roxy stood next to the couch on which Mistress Vivian sat and Roxy was emitting low, little screams, her tits being covered completely by needles. "Kneel," Mistress Vivian commanded and Denise instantly complied. "Your time with me is up Denise, you worthless sissy-shit." Denise felt great sadness as she loved the cruel mistress, but she just bowed her head in submission and sobbed a little. "However," Mistress Vivian continued, "I do think that you'll love your new mistress." Denise wondered at this. It was the first time anyone seemingly had expressed any kind of concern for how she felt. There had to be a catch. And there was a catch as Mistress Vivian finished: "I believe you met before, slave. Look up." Denise looked up and in the door stood Headmistress Regina von Kaltenbrunner. Denise's heart almost stopped from the shock as a mixture of lust and pure terror washed over her. This was it then, the end of the line. Not only had Headmistress promised that she would castrate Denise, she had also promised that she would be Denise's last owner. Denise wanted to throw herself at Headmistress' feet, but it would have been poor form and it would have disappointed her. Instead she looked at her with eyes filled with lust. Headmistress looked just as dominant as ever. She looked as severe and dominant as ever. Her hair had grayed a bit more, but her body was still hot. She wore the academy uniform: a business suit made of thick, blue leather and a pair of Oxfords with a seven-inch heel. Her hair was, as always, pulled into a tight bun and she wore her usual pointy horn-rimmed glasses. She wore leather gloves and held a riding crop in her right hand, slapping it idly against her left palm and her eyes gleamed with sadistic lust. "So Denise, you useless sissy-slave," she purred as she approached, idly whipping Roxy's clit once as she passed her, "Soon it will be time for you to lose those pathetic, little nuts of yours." Denise shivered with fear and lustful anticipation. On one hand she definitely didn't want to be castrated, but on the other hand she couldn't think of a greater turn-on than being castrated by this cruel woman whom she loved so much. In the background Roxy's screams had died out as she realized what had just been said. Roxy froze in terror as she tried to avoid attention from this the cruelest of mistresses.

As Denise was being scrutinized by Headmistress, she realized why Mistress Vivian had seemed to familiar when Denise had first become her property. There was a strong resemblance between the two women and Denise's suspicion was confirmed when Mistress Vivian asked: "So Mom, I assume you would want to castrate the useless bitch back at the school? Can I watch by the way?" Headmistress turned towards her daughter and replied: "Of course you and your sister can watch! And yes, I will take her nuts back at the school. Thank you so much Vivian. This really is a marvelous birthday present!" As mother and daughter embraced Denise was feeling honored that she, as gift, would please Headmistress so much. Her heart was racing and her mind in turmoil, unable to resolve her conflicting emotions over the prospect of being castrated by Regina von Kaltenbrunner. In the end she just had to settle for the fact that she didn't have any control over her life anyway, so she might as well give in to her terrified feelings of lust.

Denise was allowed to serve the two mistresses for two more days while Headmistress stayed with her daughter. In that time she only acted as a maid and was not tortured. It seemed that Headmistress wanted her to be fresh when she returned home. Instead the attention of the mistresses was focused on Roxy. For almost two days straight Roxy screamed as mother and daughter competed in cruelty towards slaves. The last time Denise saw Roxy, she was lying barely conscious in a pool of vomit, piss and shit. Then Denise was gagged and hooded, sealed inside a heavy, rubber bag, thrown into the trunk of Headmistress' limousine and driven of to her new and final owner.