Headmistress' Favorite Sport

Chapter 7

At the academy Denise and the others immediately resumed their old routines. The training for the second year slaves had started a few weeks before the new batch of sissies arrived at the academy. Not many new elements were introduced in the training as the second year was mostly about perfecting the skills they had already learned. As Headmistress pointed out when she spoke to the assembled slaves and owners before they began their second year: "In the coming months I will expect perfection in every pose, every gesture and every single movement that the useless little sissy-sluts make. Anything less than perfection will be severely punished. This is the year when we turn the horny little sluts into slaves that can be shown to your friends and associates without fear of embarrassment." Headmistress had been dressed in her usual outfit made of thick, dark blue leather and she wore her usual Oxfords with the seven-inch ultra-thin metal heels. As she slapped her riding crop against her left palm, she looked out through her severe fifties style glasses and her eyes lingered a moment at Denise as they sparkled with sadistic delight. Denise felt a chill of fear mixed with submissive lust as the eyes stripped her naked. She hadn't really known how much she feared and lusted after Regina von Kaltenbrunner until this moment, but now it became clear to her. Denise needed to be enslaved by the most uncompromising mistress or master available. It was a little surprising to herself that while she loved orgasms and would do almost anything to earn one, what she really craved, what she really longed for was domination of the harshest possible kind, to submit completely and totally to someone. As Denise heard Headmistress address the owners she was shocked to discover that while she cared deeply for Master Tony, her sister and Mistress Rachel, she actually loved Headmistress Regina von Kaltenbrunner. That she should harbor such strong feelings for a woman who would not only treat her more brutally than any other mistress or master she could find, but who had also promised to castrate her, boggled Denise's bimbo mind. She wanted to throw herself at Headmistress' feet and implore Headmistress to take her and turn her into her own personal shit-eating pain toy, but she knew that it was unacceptable behavior and hadn't Headmistress just said that she expected perfection in every aspect of their training? Denise was desperate not to disappoint Headmistress and resolved instead to wait for an appropriate moment before she revealed her feelings to Regina von Kaltenbrunner.

Instead life resumed at the academy, but now Denise was infused with a new fervor. She and Yvonne had been the most submissive sluts before the summer holidays and that was still the case but with a difference. Now Denise savored her submission as never before at a level where Yvonne could not follow.

Yvonne had of course been with Master Richard all summer. The summer had been both fulfilling and frustrating for Yvonne. Rewarding because Master Richard had treated her as the shemale had become, and done so in almost every way. As one of the few slaves Yvonne had spent most of the summer wearing ordinary, if very sexy, female clothing and she had only been tied and beaten during the nights. Master Richard had treated her as his girlfriend, taking her out to dinner at fancy restaurants, taking her to the movies and going to nightclubs with her. Of course there was always a slave twist; at the restaurant she had to blow the owner, at the movies she spent the film with her head in Master Richard's lap nursing his magnificent cock and at the nightclub she spent the evening being gang-banged in a backroom. But other than that he had treated her really nice except for one thing: he had not removed her chastity device a single time during the whole summer. She had begged and pleaded, but to no avail. Master Richard insisted that his slaves did not cum unless there was a very good reason for it. That Yvonne desperately needed to cum didn't even rank as a reason. So Yvonne was almost bursting with eagerness to please, in the hope that if she provided extra good service she would be rewarded with an orgasm.

Cindy, the lovely little black slave whom everyone wanted to screw had spent the summer with her owner, Master Rick. It had definitely not been a happy experience for Cindy as she found out Master Rick's plans for her. Master Rick was a huge black body builder and had in fact been Francine's owner. He specialized in catching other body builders and turning them into muscle-bulging, super feminine and super submissive little sluts. The process involved a lot of brutal torture to turn the once proud body builders into submissive sluts and that was the way Master Rick liked it. Cindy had practically no muscle tone, she had been cross-dressing before she met him and she had submitted completely voluntarily too him. It had turned out that Master Rick had little or no interest in her sexually. Instead he had caught as part of a business plan. He had found out that there was a market found muscular, feminized sluts and had decided to fill that niche. Why not turn your private sport into business? He had caught Cindy only so that she could help train the new slaves in proper slave and feminine behavior. This was the reason she had been sent to the academy, so that she would become so well trained that she could train others.

When Cindy had come home to Master Rick's apartment there had been a slave in the early stages of being broken and Cindy had been appointed trainer for the new sissy when Master Rick was not present. He had allowed her to blow him only once and hadn't even gone near her gorgeous little ass. When she wasn't training the new sissy, she was put into a straightjacket, gagged and hooded before being thrown into a closet. The only times she had received any sexual attention had been when Master Rick had thrown a party and the sexual attention had not come from Master Rick but from his guests. Cindy was miserable and now hoped only that someone would buy her from Master Rick, so that she would receive some attention, any kind of attention.

When the new sissies arrived it was Denise and her group of sissies who received them. Denise now performed the function that Suzy had performed for her, for another "fortunate" sissy. It made Denise idly wonder what had become of that perfect Asian looking slave, but she never did find out. Probably it would not have pleased her to know that Suzy, after a couple of years with the couple who had initially enslaved her, was sold to a whorehouse in Columbia. Here she died when a customer she was deep throating, held her head so that she couldn't pull back and choked to death on his cock.

Denise and Cindy were still the favorites. Denise was Headmistress' favorite and Cindy everyone else's, something she thoroughly enjoyed. As for Denise the moment when she was alone with Headmistress came one night when she was sent to Headmistress' quarter instead of the whorehouse as the others. The moment the door closed behind her Denise threw herself at Headmistress' feet and said: "Headmistress, please, Headmistress. Headmistress, may this useless sissy speak, Headmistress?" Headmistress cold voice came from somewhere above her head: "You will be punished for this transgression, you useless piece of slave meat, but now that you have done it, let's hear what you have to say." Denise's voice quavered as she spoke: "Headmistress, please, Headmistress. Headmistress, this useless slave wishes to give herself up to you Headmistress. Headmistress, could you please turn this worthless slut into your shit-eating pain toy, Headmistress?" Regina von Kaltenbrunner had been expecting something like this since she first laid eyes Denise after the summer holidays. The realization and the subsequent admission to herself that it was the harsh punishments from Headmistress she craved had been written all over her face, although Headmistress doubted anyone else had seen it. As it was, it was of course impossible. Much as she would love to, buying Denise right away was out of the question. Buying the students from their owners was not the right way to run her business. No, she would have to wait and hope that she could buy Denise in a couple of years. She still would love to castrate the little bitch and she had many other lovely ideas she would like to try out on her. But for now she would have to make do with the punishment Denise had coming for her unforgivable behavior. "How dare you? You worthless piece of shit! You can't give anything away, least of all yourself! You're already property! This one is going to hurt..." Denise whimpered in defeat and with frustration. She had thought that it would be like this, but she had hoped against hope that Headmistress could work something out. Instead she was going to get punished for her transgression. While not what she had hoped for it was at least something.

It was indeed something. After whipping her body full of red welts and ramming a dildo, so large that Denise thought she was going to split in two, up her ass, she had subjected Denise to a lengthy session of asphyxiation torture. Denise's hands were tied behind her back and her legs were tied together as Headmistress sat on her chest. She then pulled a clear plastic bag down over Denise's head and used a piece of string to close it around Denise's throat. As Denise became increasingly panicky, thrashing beneath her Headmistress held the bag closed while she smiled down at Denise. Just before Denise lost consciousness Headmistress opened the bag just enough to allow Denise to breathe again. When Denise had caught her breath the process repeated itself. After more than an hour of this Denise was completely hysterical. She even thanked Headmistress profusely as she was allowed to eat her shit and wash it down with a stream of hot piss. She spent the night in the most painful hogtie she had ever experienced. Her hands were placed in a back prayer between her shoulderblades before her tied feet pulled were as far towards her neck as they could come. The effect was to turn her almost into an O-shape. She Headmistress placed Denise so that she rested on her knees and shoulders, her head held at a very strained angle to the body. Headmistress then freed Denise's cock and balls. She tied one end of a steel wire around Denise's cock and the other end around Denise's tongue, making sure there was no slack at all. The position of Denise's head insured that she could do nothing to relieve the stress on her tongue or her cock. Denise began whimpering and uttering little, wet, gurgling noises with pain. These reached almost at scream level as Headmistress added the final piece of punishment before leaving Denise for the night. She took another piece of steel wire, this one hanging from the ceiling, and tied it around Denise's scrotum. Then she removed all slack from this one as well, forcing Denise to strain her body upwards. When Denise's body was in a completely impossible arch and the strain on her balls was unbearable, Headmistress said good night, stepped on the wire connecting Denise's tongue and cock for good measure and left Denise in the darkness.

When Headmistress returned in the morning Denise was completely hysterical with pain and exhaustion. As Headmistress released her from her bindings she collapsed in a heap, lying completely still. This was, however, not good enough for Headmistress. "Get up, you lazy shit!" she shouted at Denise, "Its time learn, so get cracking!" Denise had to be whipped to her feet and as she finally stood, she swayed uncertainly. Her whole body was covered in red welts and the dildo in her ass was so large that it forced her to stand with her legs apart. Her genitals were swelling to a painful size and there wasn't a single spot on her body that didn't hurt. "Before you go off for your nice relaxing classes, I think that it is only appropriate that everyone can see what a disobedient little sissy-shit you are." Headmistress then tied a short steel wire around Denise's scrotum, causing Denise to start sobbing. At the other end of the steel wire she secured a four-pound lead weight. Then she sent Denise off to class with strict instructions not to touch the wire or the weight. The weight swung back and forth like a pendulum as Denise walked awkwardly down the corridors. Not only was walking awkward and difficult, it was also very painful. She spent the rest of the day in daze of fatigue and pain as she got punished even more for failing to keep up with the rest. When she was sealed inside her rubber prison, her cock and balls sealed inside a little bag filled with soothing ointment, she almost instantly fell into a deep sleep. But not before thinking about how much she loved Headmistress and how much she loved the completely uncompromising domination and punishment she administered.

The rest of their time at the academy was spent perfecting their skills and before long their time at the academy was over. Denise was amazed at how quickly time had gone by. The prospect at leaving the school filled her with very mixed emotions. On one hand she looked forward to sucking Master Tony's wonderful cock and the thought of being dominated by her sisters made her shiver with anticipation. The possibility of serving together with her mother and maybe even getting the opportunity to fuck her father, Tammy, filled her with joyful anticipation. But at the same time the thought of leaving Headmistress Regina von Kaltenbrunner filled her with great sadness. She was sure that she would never find a dominant so perfect again, and that her thirst for harsh punishment and intense humiliation could never be fully quelled by anyone else. The mere thought of not seeing Headmistress again made her cry.

Their leaving the academy was, true to form, celebrated with a grand orgy. This one lasted a full day and night and afterwards everyone stayed one final night, resting for the final ceremony. Denise had been thoroughly fucked and beaten at the orgy, as had the others, but she still felt wide-awake as all the sissies lined up along one wall for the final ceremony. Headmistress walked on to the podium, her usual magnificent, dominant self and Denise almost cried seeing her. "Before we let the useless little sissy slaves return to your capable hands," she said to the assembled mistresses and masters, "we would like to leave our mark on the sluts. If any of you should have any objection to having your sissy branded, please speak up now." The sissies were too well trained by now to even move, but Denise heard a few suppressed gasps among her fellow sissies. She herself felt strangely calm. The mistresses and masters had of course been asked a long time ago and none objected. The speech was merely meant to rattle the slaves, which it succeeded admirably in doing.

In corner once again stood the gynecologist's chair with Mistress Hoffmeyer beside it. There was also a large steel bucket filled with burning coals, from which extended the handles of the branding irons. Erica was standing there too, again as a reminder of their status. She looked worn out from long days of torture and desperation and Mistress Rachel thought that it wouldn't surprise her one bit if Erica disappeared after this ceremony. She looked ready to be discarded.

One by one they were strapped into the chair, their legs spread wide. Then Headmistress took a branding iron and burned the school crest into the skin on the inside of their thighs. The branding iron was about two inches in diameter and it made the ungagged sissies emit high-pitched screams as Headmistress held it to their skin. The smell of burning skin soon filled the room. Denise stood in line just before the last one, which was Cindy. As Denise sat strapped in unable to move anything but her head, Headmistress approached with the red-hot branding iron. Just before she pressed it against Denise's skin, she looked Denise in the eyes and whispered: "I will find you and buy you. Then I'll castrate you and I'll torture you worse than any of the others before disposing of you. I promise that I'll be your last owner." Then she pressed the branding iron against the inside of Denise's thigh and Denise screamed as her world exploded with pain.

After that there was only the sound of crying sissies as the owners said goodbye to the staff and prepared their property for the trip home. As usual Denise was gagged, hooded and bound before being thrown into the trunk. Denise cried most of the way home, partly from the pain and partly from being separated from Headmistress. She hoped very much that she would one day be bought by that cruel woman.

Now slave life began in earnest for the sissies. Some were lucky enough to have owners who held on to them for a long time and who treated them well, but most were immediately forced into brutal slave duties wearing them down quickly. None of the owners had paid a lot of money for their training only to allow the little sluts to run around free, and sooner or later all were sold to others or simply died from the harsh life.

For Cindy life as a trainer of Master Rick's muscular sissies began. It was a frustrating life without the promise of reward or even attention, no matter how cruel that attention might be. The only attention she got was when she misbehaved and she only misbehaved once. She had been craving attention since Master Rick hardly looked in her direction. She only performed her duties when he was not around, so she didn't even see him very much. The infraction had been minor but Master Rick had recognized it for the rebellion it had been. Someone who had been through training as rigorous as the one Cindy had been through, did not do such things. So Master Rick decided on showing the useless slut who was in charge once and for all, and he did so with one of his standard methods. He strapped Cindy to a dentist's chair and pulled out all her teeth with a pair of pliers. Cindy tried apologizing, begging and pleading but nothing helped. Soon she was toothless and her craving for attention from Master Rick had been cured.

For a few years she worked hard as trainer of the sissies Master Rick brought home, her life lacking not only sexual release, but also basic human contact. Telling a severely bound and terrified new sissy how to walk and talk did constitute this.

Then one day at a party hosted by Master Rick all that changed. Master Rick had a couple of guests from out of town, Mistress Shawna and her partner/husband Bryce. Mistress Shawna was an absolutely beautiful, black shemale mistress and Bryce was a hunk of a master. Cindy had almost given up hope of ever being sold when Shawna caught her eye. She became aware that both Shawna and Bryce were scrutinizing her. As the evening progress Master Bryce asked Master Rick if he could "try out the little bitch" as he called it. Master Rick agreed and to Cindy's absolute delight Bryce first used her mouth before turning her around and pounding his huge cock up her ass. Cindy loved it and used all she had learned to increase Master Bryce's pleasure. After he had shot his load up her ass, she licked his cock clean with affection as she thanked him. Acting as a footrest for Master Rick for the rest of the evening she overheard the others discussing her future. Mistress Shawna and Master Bryce had exchanged looks and nodded to each other before Mistress Shawna began: "Say Rick, how would you like to sell the little bitch to us?" Master Rick was not at all adverse to the idea, but he would like to know why they were interested? Master Bryce explained: "As you know we deal in slaves just as yourself, and like you we have access to all the slave meat we could want. However, just like you have your favorites, we have our personal slaves, ones we don't sell as soon as they finish training. Or rather Shawna has such a slave." Shawna took over: "For a couple of years I've had a personal slave, Debbie, who was actually an old friend before she became my property. Now we've been thinking that we should have one each. As you can see I'm black and Bryce is white. Debbie is white too, so we thought it would make for a nice piece of symmetry if Bryce's slave was black. And your bitch is approximately the same size and build as Debbie and she seems to have much the same skills. What do you say?" Master Rick looked down at Cindy and said: "You know I don't go for skinny sluts with no muscles tone. The only reason I bought this sissy slave was that she was so obvious feminine. That combined with the training at The Kaltenbrunner Academy made her ideal for training my new slaves. But I find her boring and now I have enough bitches that turn me on and who can actually train the others just as well. So yes. If we can agree on a price, you can have her." Cindy's heart pounded with excitement and hope. Finally a chance for a life as a real sex slave, not just an asexual existence! Shawna asked Rick: "The Kaltenbrunner Academy you say? I've heard good things about their training. Are the rumors true?" Rick chuckled a little as he answered: "I don't know what rumors you are referring to, but training is clearly first class. As for the place itself, I must say that their orgies were quite something. And the woman running that place is without a doubt the most cruel, evil and dominating bitch I have ever laid my eyes on. Man! She is something else." Cindy wanted to speak in agreement, but wisely kept quiet while her price was discussed. At the end of the evening she was put in a straightjacket, gagged and hooded before her legs were strapped together and slung over Bryce's shoulder and carried to their car. Master Rick didn't even offer a parting slap in the face.

The drive to Shawna and Bryce's place was long, but Cindy lay in the trunk dreaming of being a sex object once again so time passed quickly. When her legs were untied and her hood was removed she was in a dungeon again. Over her stood Mistress Shawna and Master Bryce. They both smiled as they stood her up and led her to a figure sitting strapped to a gynecologist's chair her legs spread wide. Master Bryce whispered in her ear: "This is Debbie, your fellow slave. After surgery and training you will be just like her." Cindy screamed with terror, but could not plead as she was still gagged. The figure in the chair had no arms. Its head was completely encased in a thick, red rubber hood and the eyeholes looked like practically no light could enter. Her head was held completely rigid by a severe neck corset and her waist was constricted in a way Cindy had thought impossible. Both corsets were red. The waist was only nine inches and had a six-inch pipe stem. On top of that rested a pair truly monstrous tits, pierced through the nipples. The breasts were constricted with an intricate harness, which not only held them but tortured them in a small way as well. The nipple rings were connected to the neck corset with steel wire and together these acted as a kind of bra, holding up the monster tits. The cock was severely chastised in much the same way as Cindy's own. On Debbie's feet were red, ballet-toed boots with no heel, so small that Cindy scarcely thought it possible. Cindy wanted to run away, but was far too late now. Shawna whispered into her other ear: "Debbie here is allowed to cum, after a fashion, once in a while. We thought that you should be shown how." As Cindy watched Shawna then took a number of needles with electrical wires attached to one end. She freed Debbie cock and balls and inserted the needles into Debbie's cock, balls and behind her scrotum. Even strapped in as she was, Debbie managed to thrash a little. Oddly she emitted no sound. Bryce explained this as Shawna continued working: "Debbie can't scream since her gag goes all the way down her throat, past her vocal cords. She breathes through a tiny hole in the gag and she is fed through this as well. It only comes out when she gives head to someone. Like you she has no teeth and she has a very long tongue, as will you have. The special lenses that cover her eyes distort the view of the world so that she can't really see anything but vague shadows. The only thing she is really trained to see is Shawna. Her ears are of course plugged so she can't hear anything either. When Debbie is not sealed up in her own little cupboard, and trust me, it is tiny, she must follow Shawna around, always staying a few paces behind her. When Debbie's corset and hood is changed and she is washed, it takes places in a room full of flashing lights and loud noises so that she can never really see or hear anything." Cindy whimpered with fear, her eyes imploring Bryce no to do thins to her. Bryce saw the look and smiled even wider: "But of course I'm going to do this to you. You are just a worthless slave sissy. You should be pleased that someone takes and interest in you." Cindy began to cry. In the meantime Shawna had finished sticking needles into Debbie. She picked up the control box the wires were connected to and threw a switch. Debbie's whole body tried to shake and thrash, but the straps held her down and after a short while a quite amazing amount of semen spurted out of her cock. It did not look like it was an enjoyable experience. Cindy was absolutely paralyzed with fear. This was too harsh. It couldn't happen to her.

But it did. A few months later Cindy had assumed her position as Bryce's personal slave. In all respects she was like Debbie: no arms, practically no waist, all her senses cut off and her mind filled with only one thought: please Master Bryce. Her mind, what little there was left after the brutal training and massive surgery, was broken when she had her first "orgasm". Having the needles inserted was painful enough, but when the current came on her whole being was filled with pain as the semen pumped out of her, without providing the slightest amount of pleasure or even a proper release. Her contact with the outside was limited to having sex and even here it was just her tongue making contact with a dick or a pussy or her ass being filled by something. Sometimes she felt other bodies against her own and she loved this, since it was her only real contact with the outside world. Cindy lived the rest of her life like this, and it was a long time. Neither Shawna nor Bryce was the type to discard slaves at a whim and both liked the pair of armless slaves. For Debbie and Cindy this meant a lifetime of sensory deprivation and an existence with only one purpose please their mistress and master.