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Headmistress' Favorite Sport

Chapter 4

Chapter 4

Over the next weeks Denise and the others settled into the routine, accepting their new life. Cindy did, as Mistress Hoffmeyer had predicted, break very easily and now she had been remolded as the slave-sissy her master wanted her to be, docile and obedient. Others needed more effort and others less. Most were like Denise already comfortable with their roles as slaves.

The routine was usually the same every day: After being released from their leather sleeping bags by more experienced students, the sissies, still dazed from the nightly brainwashing, stumbled to a row of dildos sticking out of the wall. Each sissy had a dildo with her name on it, providing her with the special chemical cocktail she needed. First came what Denise thought of as the "food" it was a thick semen-like substance and it tasted that way too. After that came the "drink". This was a thin liquid with the same temperature and taste as strong morning urine. After breakfast they helped each other get dressed. Three items were worn constantly: collar, corset and high heels. There was a set for daytime activities and a set for nighttime activities, and apart from the color they were the same. In the morning they helped each other change from one set to the other. The nighttime set was black: broad black leather collar, black corset extending from just above the hips to just below the tits and finally a pair of Oxfords with seven-inch heels. The daytime pair was the same, only white. But before they could put on their "clothes" they had to clean up. First they brushed their teeth and then they gave each other a set of three enemas before showering. A mistress was always present to insure that the enemas were severe enough.

Then classes started. The first few weeks it had been only sex training, but since their voices had returned lessons in speaking and behaving in a properly feminine manner had been added, as had the all-important lessons in proper slave behavior. Headmistress von Kaltenbrunner was the teacher in these classes and Denise thought that she must be the most naturally dominant person she had ever seen. Denise felt an instant desire to submit whenever Headmistress von Kaltenbrunner was present. She had the ability to humiliate people by raising an eyebrow and she had them all groveling at her feet, crying at her smallest rebuke. She really was in control. Denise hoped that one day Headmistress take her to her private quarters and dominate her. She desperately wanted to submit to that cruel woman.

Apart from Mistress Hoffmeyer, who handled most of the raw sex training, they had a number of other teachers. There was Mistress Gibbons, a stunning black woman, her voice betraying her Jamaican roots, who handled feminine behavior and speech. Although the subject might have inspired some to have a feminine giggle and a little gossip, there was none of that in Mistress' Gibbons classes. They were all hard work and the sissies were, as always, punished for the tiniest of infractions. Although Denise and the others didn't know it, Mistress Gibbons' knick-name among the other teachers was "Voodoo". It was of course inspired by her ancestry, but did not come from a predilection for sticking needles into voodoo-dolls, rather from a love of sticking needles into slaves.

Finally, teaching make-up and dressing was Mistress Erica. Erica was originally French and was a shemale like Mistress Hoffmeyer. She had been some kind of tranny model on the Internet before her fashion sense caught the eye of Headmistress von Kaltenbrunner. Whereas the others mistresses and masters in the academy, even the ones who didn't teach them, all exuded that special confidence that came with being a natural dominant, Mistress Erica had the air of a submissive forced to behave dominantly. She treated the students milder than all the others did, and she simply didn't have that air of natural dominance, which the others had. The way in which she had been recruited didn't take a lot of thinking to figure out. Headmistress von Kaltenbrunner had probably visited her and told her that her services were required. When she had questioned or refused Headmistress, she had been beaten into submission and turned into a slave.

This was confirmed one day as Headmistress entered her class one day to give her a message. Mistress Erica had fallen to her knees instantly, kissing Headmistress Kaltenbrunner's shoes. The Headmistress had delivered her message and turned to leave when she thought the better of it and returned. She had then ordered Erica to drop her skirt and it was here that the class found out that she was shemale and why she had never asked any of them to perform any sexual favors for them. Underneath her dark blue leather skirt Erica's member was imprisoned in a chastity tube. They saw this as Headmistress released the strap that held her genitals up between her legs after removing her panties and the sopping wet sanitary napkin they held. First Headmistress whipped Erica's ass, demanding that she count out the blows and thanking her after each blow for: "Teaching such a useless sissy-shit proper posture and discipline." She finished the session by rolling up her sleeve, putting on a rubber glove, lubing up her hand and ramming as far up Mistress Erica's ass as it would go. And that was quite far, all the way up to Headmistress' elbow. While pumping it in and out of Erica's ass to the sound of her out of breath screams, Headmistress amused herself by squeezing Erica's balls viciously. After half an hour of this treatment Headmistress removed her arm and Erica collapsed on the floor, thanking Headmistress for the lesson. As Headmistress finished by letting Erica licking her arm clean from shit neither Denise and Yvonne could control themselves any longer and came both massaging their now quite respectable tits as they emitted little orgasmic screams. Their behavior eluded the spent Erica, but it did certainly not elude Headmistress von Kaltenbrunner. She looked sharply at the two oversexed sissies and said: "Send these two to my quarters after class Erica." Erica croaked: "Headmistress, yes, Headmistress." Headmistress von Kaltenbrunner looked at the sissy licking shit off her arm and spat: "Get cracking you useless turd! These slaves are in need of training and what do you do? You lie around loafing. Get your sorry ass in gear, or I'll have to administer some real punishment, not just gentle caresses." Erica replied with some panic in her voice: "Headmistress, yes, Headmistress. Headmistress, immediately, Headmistress." She finished licking her own shit off Headmistress von Kaltenbrunner's arm and got up quickly reattaching the wire holding her chastised member and thus insuring that her crotch was once again smooth. She threw out the old sanitary napkin, got a new one and pulled up her panties first and then her skirt. With trembling voice and hands she had to clasp in front of her to keep them from shaking, she resumed her lesson, trying to pretend nothing had happened. Of course it didn't work and she spent the rest of the lesson punishing the distracted sissies.

After class she stopped Denise and Yvonne and called for a guard to take them to the Headmistress' quarters. A large burly guard came carrying two leashes, which he used to drag the two very nervous girls along with. After a long walk through parts of the school were Denise had never been before, they arrived at a huge door made of some sort of dark hardwood. A plague beside the door read: "Regina von Kaltenbrunner, Headmistress". The guard rang a bell and after a minute or so Headmistress von Kaltenbrunner opened the door. The guard pushed the sissies through the door and closed it behind them. They instantly fell to their knees before Headmistress von Kaltenbrunner as they had been taught. She had changed her clothes and had now assumed a more sexually charged dominatrix role. Her hair was still pulled back in that tight bun and she still wore those menacing fifties style glasses, somehow reminding Denise of the classic movie stereotype of the strict schoolteacher. Denise had never really imagined how strict. Headmistress von Kaltenbrunner now wore thigh-high black boots laced up the front. The boots had seven-inch stiletto heels made of shiny metal and thinner than any Denise had seen before. She wore black rubber opera gloves and nothing else. Her body was perfect and looked a lot more like the body of a woman of twenty than that of a woman in her forties. Her right hand held her trademark riding crop. "Well, well," she purred, "so you two are regular little sexpots, aren't you just?" Her voice, now much softer than the one she used in class, had a natural menacing quality that made Denise break out in goosebumps. Denise had no doubt that Headmistress von Kaltenbrunner was the most complete mistress she was ever going meet, so in control, so menacing and domineering, without even trying hard. She continued before Denise's train of thought could go any further: "So you two thought it was exciting seeing me dominate that useless shemale slave, did you?" Neither Denise nor Yvonne thought it was a question to be answered, but their misconception was immediately corrected: "Answer me, you worthless wannabe cunts!" she shouted and kicked Denise on the side of the head with her pointy boot so hard that Denise's vision blackened for minute and she fell over on her side. Yvonne was the first to answer in a tiny timid voice: "Headmistress, yes, Headmistress. Headmistress, this useless slave thought it was terribly sexy, Headmistress." Headmistress was just about to beat an answer out of Denise when she managed to say something along the same lines. Incredibly Headmistress laughed at this. She threw back her head and laughed heartily as the two stunned sissies cowered before her, more confused than ever. Headmistress' laugh died and she spoke, the laughter barely hidden in her voice: "Yes, you are right. It was sexy...FOR ME!" She shouted the last part out, making the sissies jump with surprise. "You two shits, you two little oversexed little sluts need to learn some discipline and respect. I will decide when it is okay for you two whores to have fun – if ever. So let's work on that, shall we?" Denise and Yvonne agreed with trembling voices that they needed to learn discipline.

Headmistress moved quickly to cuff their hands behind their backs. Then she ordered them to lie down on their backs, legs spread wide. To raise their asses up as ordered, they placed their feet at their buttocks, folding their legs, and used them to stem their asses up. Headmistress dealt with Denise first. She knelt between Denise's legs with two short needles, both with wires at one end. She looked Denise in the eye and said: "You had better not move an inch, bitch." Denise swallowed in fear as Headmistress turned her attention to Denise's crotch again. Lifting up Denise's embarrassingly erect member and her balls, she inserted one of the needles right behind Denise's scrotum. The pain was unbearable and Denise and instinctively tried to jerk away. Headmistress von Kaltenbrunner had anticipated this and had a firm grip around Denise's genitals so that she was unable to get very far as the needle was pushed all the way in. "You will be punished for that, you stupid cow." Headmistress remarked coldly as she picked up the second needle. "Headmistress, yes, Headmistress. Headmistress, I am sorry, Headmistress." Denise cried. It was the same story with the second needle as it entered Denise right next to her asshole. Headmistress finished by connecting the wires to a small control box, before moving on to Yvonne, where the same thing repeated itself. Yvonne wasn't able to hold still as the needles entered her either, and now they could both look forward to further punishment.

Headmistress ordered Denise to stand with her back to Yvonne, who was ordered to kneel, so that Denise now squatting over her head. "Now slave," Headmistress addressed Yvonne, "Open your mouth and hold it open. Don't you dare spill anything or puke." Yvonne now looked at Denise's ass only inches away, her mouth poised to take Denise's shit. Headmistress now pushed a button on the control connected to the needles in Denise. An electric shock, not big enough to cause real pain, surged through the needle near Denise's ass causing her to expel her stomach contents involuntarily, her insides convulsing with the shock. Yvonne was forced to eat it all and she managed to keep it down while Headmistress watched her. Tears of humiliation ran down her cheeks as Denise was ordered to turn around. Now it was time for Yvonne to swallow Denise's urine as Headmistress pushed the other button causing Denise to loose all bladder control, letting forth a stream of hot piss. When it was over Yvonne was crying quietly as she fought to keep the things she had swallowed down. To make sure that she did Headmistress gagged her using a big penis gag. This only made Yvonne cry harder. But now the roles were reversed and Denise had to kneel, as she was now the one to swallow shit and piss. When it was over she too was gagged and crying.

Headmistress, however, wasn't finished with them. She removed the needles and led them to a spot where two large metal dildos stood straight out of the floor. Both had trained their agility, but sliding down on the dildos with their legs sticking straight out to either side until their crotches touched the ground, still put an awful strain on the crying little sissies. Once they were all the way down Headmistress von Kaltenbrunner secured them in that position by strapping their legs to the floor using eyebolts already there. She secured their cuffed hands the same way to an eyebolt behind them, forcing them to stick their chests out to keep their balance and not fall back on their hands. She left them sitting there straining and for while did nothing. Then there was a knock and Headmistress von Kaltenbrunner opened the door. Mistress Erica stood outside, nervously clasping her hands in front of her. She fell to her knees as Headmistress opened the door, kissing her boots. Headmistress' voice was all sweetness and kindness as she spoke to Erica: "Come in my dear. I have those two nasty little sluts in here and I am sure that you are just dying to punish them, aren't you?" Erica didn't look like she was dying to do anything but avoid further punishment from the hands of Headmistress so she replied in an unsteady voice: "Headmistress, yes I would love to, Headmistress. Headmistress, thank you, Headmistress." Letting Erica in Headmistress was still all sweetness: "Not all dear. The useless little shits certainly deserve it, don't they?" Erica's voice was still unsteady as she replied: "Headmistress, yes, they certainly do, Headmistress." Closing the door behind Erica Headmistress von Kaltenbrunner laid her arm around Erica's shoulders leading her towards the bound sissies. The touch made Erica jump, emitting a frightened little squeal. Headmistress pretended not to notice although her eyes sparkled with sadistic delight. She looked every bit the predator toying with her terrified prey. Erica certainly fit the part of prey as she trembled in Headmistress' embrace. Handing Erica her riding crop she instructed her: "Here you are. Now whip their tits hard. Let them know that they can't get away with that kind of behavior." Denise and Yvonne thought that Headmistress had already taught them that lesson and they squirmed and cried in fearful anticipation of the pain to come. But the whipping turned out to be light at worst. Erica looked terrified of hitting another person and her blows were woefully inadequate. She held the riding crop like a nun holds a sailor's dick; betraying that this was not within her. Every time the crop struck one of the bound sissies, she closed her eyes and emitted a small squeal. Denise and Yvonne looked at her in wonder as the crop failed to cause them any harm. Headmistress had of course set Erica up for the fall and now she pounced: "You useless cow!" she screamed into Erica's face. Erica dropped the crop and cowered before Headmistress as she hurled abuse at her: "You are not fit to be called mistress of anything. You can't even control your body, you useless, worthless slut. What are you doing to my floor?" Denise saw that Erica, who apparently was wearing neither panties nor sanitary napkin, had shit herself. A small brown turd was making its way down the inside of her leg together with a stream of yellow piss landing in a growing puddle at her feet. Erica cried hopelessly as Headmistress continued to abuse her: "I had hoped that I could teach you some proper behavior as mistress, you utterly worthless whore. But apparently I was wrong. I am beginning to feel more than a little disappointed." When Headmistress said this Erica began to cry hysterically, falling to her knees in her own shit, pleading and begging Headmistress to have mercy. Not only were her words tearful and garbled, hardly understandable, but they also fell on completely deaf ears. Headmistress would have none of it: "Get undressed, slut, and lick up your mess," she ordered in the coldest of voices. Still sobbing hysterically Erica removed all her clothes, leaving her shoes and the corset she been wearing underneath. Then she began eating her own shit and licking up her own piss. When the floor was completely spotless save for Erica's saliva, Headmistress was waiting for her. She put Erica's hands in mittens and folded up her arms so that upper and lower arms lay against each other and then she strapped them together. She did a similar thing with Erica's feet and soon Erica was standing on all fours, on her knees and elbows. Headmistress then put a collar and leash on her and led her over to Denise and Yvonne. Erica was still sobbing almost hysterically like she expected something terrible to happen to her. With Erica standing about five feet from the two sissies bound and straining, their muscles getting very tired, Headmistress addressed Erica: "Now, you hopeless little whore, I'm going to show you how a proper punishment is performed." Turning to Denise and Yvonne she said: "As for you two little cows, I'm going to teach you a little respect and discipline." She picked up the crop, which Erica had dropped and began whipping Denise and Yvonne mercilessly, the crop striking them on their tits and on the inside of their thighs. They screamed and thrashed, but there was no escape and no reprieve. Denise lost track of time as her front was gradually covered completely in thick, red welts. Her tits, which had grown to a respectable 32D, one of her most sensitive spots, were swelling under the intensity of the beating and causing her extreme pain. Just when she felt like she could take no more, the whipping stopped. Both she and Yvonne were sobbing hysterically, tears streaming down their faces. Headmistress bent down and brought her face close to Denise's, holding her chin in a vice grip and looking her straight into her eyes as she asked Denise: "I trust that you have learned your lesson? I trust that you will now treat teachers with the proper respect?" Denise tried to nod vigorously as she made sound of confirmation behind her gag. Headmistress looked at her again and said with an exaggerated sad look on her face: "I think not. I know sluts like you. You are always insincere and the lesson needs to be hammered home." Denise tried to shake her head, to plead for Headmistress please not to hurt her anymore, but that was of course out of the question. Headmistress stood up and with the toe of her right boot stepped down on Denise's left testicle, gradually increasing the pressure. Denise's world exploded in pain and she screamed; the tendons in her neck standing out as her head grew red and she ran out of air and her scream became silent. Then Headmistress took her foot away and after a little while Denise had caught her breath again as she sobbed in pain. As soon as Denise had gotten tiny measure of control over herself, Headmistress did the same thing to her right testicle. When Headmistress took her foot away Denise was just about to loose consciousness from the pain. Before leaving Denise to subject the absolutely terrified Yvonne to the same treatment, Headmistress had a parting shot. She stepped back and delivered a brutal kick with her pointy boot to Denise's crotch. Denise had no air to scream but she tried anyway before she tried to lean back on her hands and get a measure of rest while she cried. It turned out that Headmistress had made their bindings so that it wasn't possible. Leaning back to touch the ground put so great a strain on her hips by twisting them, that she had to try and maintain her "normal" strained position.

Next to her Yvonne underwent the same brutal treatment: first the whipping, then Headmistress stepping on either testicle before finally finishing by kicking her in the groin. Yvonne did actually loose consciousness so that Headmistress had to grab her hair as she collapsed backwards, so as not to injure her hips. This did not improve Headmistress' mood and she had a little special punishment for Denise and Yvonne before turning her attention to Erica. Doing Denise first, she used her extremely thin and sharp heel to torture Denise's genitals. She used it to step several times on Denise's cock, causing her to thrash and scream. And then she used it on Denise's testicles, first left, then right. Denise felt the worst pain she had ever experienced as she with horror saw the heel sink in to her testicle until she was sure that her testicle would pop. Here Headmistress stopped applying more pressure, but rather held a steady pressure for what seemed like forever. When Denise felt that she had screamed herself out and she felt darkness creeping in the sides of her vision, as she was about to pass out, Headmistress slowly lifted the pressure. Denise was completely hysterical. She would do anything for Headmistress, anything at all. Headmistress waited for Denise to regain a small measure of composure before she did the same thing to her right testicle. Denise tried to plead and beg, her vision almost obscured by tears, but it did her no good. Once again she watched in horrified fascination as Headmistress heel sank deeper and deeper into her testicle and she again was convinced that it would pop. This time Headmistress held the pressure for far longer, slapping Denise's face occasionally to keep her conscious. When it was finally over Denise had been broken completely. She would do anything for Headmistress now; anything to please her and avoid punishment.

Denise was hardly aware of Yvonne's punishment, but Headmistress noticed that Yvonne broke much more easily and seemed to enjoy the punishment far less. Others might have seen the punishments and seen only pain in the slaves, but Headmistress was not the Headmistress for nothing. All the sissies who came to the academy were submissive to some extent. A few were captured and sent here against their will, but before coming all had been conditioned to be submissives. Quite a few who came had actively consented to coming, and could as such be regarded as submissives, while others who might not have consented turned out to be natural submissives. And as such they all had a certain craving for punishment and humiliation, although the degree varied a great deal, from the true submissiveness Denise had displayed from the very beginning to the camouflaged vanilla that Erica displayed.

All the other mistresses had noticed that Denise stood out with regards to submissiveness. She relished in being punished, in submitting. This was good news for her, because all the students were in for lives of brutal torture and absolute submission once they left the academy. If she could enjoy it to some extent, she was insured a happier life than most of the others.

Many of the sissies who came voluntarily did it because their Sugardaddy had asked them. They had played a few S&M games and liked to please their lovers so they said yes in the belief that once they came home they would be tied up once in a while and maybe spanked occasionally. This was of course a fatal misunderstanding. No one paid the very substantial fees that the academy took to have their slave run around in pretty underwear and say "Master" or "Mistress" once in a while. No, when you paid that kind of money you wanted an absolutely submissive fucktoy who could take any kind of torture, who would submit unconditionally. The sissies from the academy were all destined for a lifetime of harsh and demanding slavery. The mistresses and masters they were going home to after the academy would be perfectionists and as such the slaves would be expected to perform flawlessly all the time. When their mistresses and masters tired of them, they would do one of two things: Either they would kill them for the fun of it or they would sell them to others. Most would be sold and would eventually end up as whores of one kind or the others, their lives probably ending at the hands of a customer or in a snuff flick. No matter how positive you were there was no way any of the slaves graduating from the academy would make it to old age. Their lives would be too hard, too dangerous.

Thinking about Denise's submissiveness while she tortured Yvonne eventually brought Headmistress attention back to Erica. Headmistress had "recruited" Erica as an experiment. She had noticed Erica's tranny-website and thought that some of the slutty behavior and dress exhibited by the tranny might not be a bad thing for the sissies to learn. They already learned some of it in the classes on feminine behavior, but teaching them outright sluttiness might not be a bad thing. She realized that it would require her to capture the tranny and turn her into a slave, before training her to be a mistress in her academy. But she didn't think that this should pose a problem. She had done something like it before after all. Elke Hoffmeyer had been a tranny prostitute when Regina von Kaltenbrunner had found her. Seeing both the challenge and the potential she had abducted Elke and turned her into a proper shemale, torturing her into shape. After her initial training they had both seen her potential as a mistress and Headmistress had trained her to be one, earning her eternal gratitude. Elke Hoffmeyer loved what Regina von Kaltenbrunner had turned her into and relished in her role as a dominant. From time to time she even knocked on Headmistress' door late in the night and begged to be tortured and humiliated. It was a most satisfying relationship and to Headmistress' knowledge she submitted to no one else. On the contrary she used her time off from the academy to play a dominatrix role many other places, sometimes for money, sometimes for sport.

This brought home even more clearly the failure of Erica. A full year after completing her training and becoming a shemale, she had yet to exhibit any dominating traits at all. Headmistress had not expected her to become an outright dominatrix, that would have been too much to ask even for Headmistress, but Headmistress didn't think it was too much to ask of Erica to display just a tiny bit of authority. And Erica had displayed none of that. This was the reason Headmistress had turned up at her lesson, to tell her that her time was up and this was of course also the reason she had been so nervous when she turned up at Headmistress' door. She knew she was going to be turned into a regular slave again.

Now, temporarily done with Denise and Yvonne, she turned her attention to Erica. Headmistress thought that it would be fun to plunge Erica all the way back to slavery with a good, long, merciless torture session. Not only would she derive great pleasure from it herself, it would do the job as far as Erica was concerned and finally it would be a great lesson for the two little sissies sitting there trying to recover. Keeping them here would also provide her with entertainment when Erica needed to rest in order to get the full benefit of the next installment of the torture session.

As she turned towards Erica these thoughts, or at least the essence of them, were clearly visible on her face and Erica actually began to emit a high-pitched whine of pure fear. A little over two years ago Erica had been happy living as a transvestite, making a little money on her website and getting contacts for great sex via the site at the same time. Then one evening, as Erica (or Eric as he had called himself then) had been home alone this evil woman had turned up at her door asking if she could have a word. She was dressed in a most domineering fashion. She had worn black ankle high boots with seven-inch metal stilettos, an ultra short black, leather skirt and a short, black leather jacket with nothing underneath. Her hair had been pulled back and she had worn the same glasses he had come to know she always wore. Eric had swung both ways and although she looked quite domineering, she had also been very attractive; her face may have revealed her age, but her body sure didn't. Besides, she was alone so what could possibly go wrong? He thought about that two hours later as she led him down the stairs in the middle of the night. He was wearing only a pair of five-inch stilettos and he was gagged and bound. She had used only things from his apartment to tie him up with.

It had started peacefully enough with her asking him if he would like to work for her teaching little sissies to dress up as complete sluts. When he had politely refused, she had brushed it off and instead come on strong to him. He had found himself unable to resist her and soon he was prancing around dressed only in a pair of five-inch heels as she kissed and fondled him until he was just about to cum. Then she had pounced on him, displaying surprising strength. He fought her but soon she had tied his hands behind his back and when he tried calling for help, she gagged him with a pair of his own dirty underwear, tying it in place with a piece of cloth from the kitchen. She had laid him across her knee and spanked him using a wooded spoon from the kitchen. She had continued taunting and teasing him, finally jerking him off until he shot his load on the kitchen floor. The night's games hadn't ended there as she continued to tease and abuse him, making him cum three more time on the kitchen floor. As he lay in puddle of his own cum he had told himself that it had been a strange but good night. That was when she had shattered that dream as she leaned in over him and said: "You are going to teach at my academy, whether you want to or not. I'm taking you with me and turning you into one of my little shemale bitches. After that we'll see if you have any dominating qualities in you. If you do, good. You'll have nice little life as a mistress then. If not, you are in for a lifetime of slavery and pain." As she led him from the apartment he waddled since his knees were tied together. A piece of string went from the string around his knees around his neck, forcing him to bend over as he walked. For a leash she had tied a clothesline around his genitals, making sure the knots were many and tight. But the worst bit was the rolling pin. She had taken his marble rolling pin and not the thin delicate one either, and shoved so far up his ass only a small part of the handle stuck out of him. Getting it up there had been extremely painful and he wanted so bad to expel it, but she had told him that if he expelled it before she gave the order, she would torture him so bad he wouldn't stop screaming for two days, and looking into her cold, gray eyes, he had believed her. He had kept the rolling pin in his ass as he was thrown into the trunk of her car, as he waddled on to her private jet to be flown away and the rolling pin had still been in his ass as he was unloaded in one of her dungeons. She had looked him in the eyes as she yanked it out and said: "Good. You can obey orders and that's always a start." Then his feminization and slave training began. The feminization bit was easy enough, him being already somewhat feminine, but the slave training had been harder, at least at first. Although he had never admitted it to himself, he had very strong submissive streak. And sure enough, Regina von Kaltenbrunner had found it. She had broken him quickly and completely, reducing him to a sissified wreck. Then she had reshaped him as a slave and he began to enjoy his submission, just as he began to feel more feminine and think of "herself", rather than "himself". For a time it was quite good. Eric became Erica and she enjoyed the sex training and she enjoyed submitting to Headmistress. But as the first part of her training came to an end and the part where she was supposed to assume some of the powers of a mistress, things went wrong. Erica found herself unable to dominate anyone and punishing someone was even harder. It didn't matter that Headmistress made it quite clear to her what her fate would be if she did not live up to expectation. She simply didn't have it in her. She had feared the moment for weeks when Headmistress had came to her class and told her. For weeks she had been paralyzed with fear, unable to do anything else than continue her teaching. At night she sat awake, dreading the day Headmistress would come and turn her back into a slave. She had no illusions as to her fate. She knew perfectly well what became of the ones graduating from the academy, and had no doubt that the same would happen to her. She would be sold into slavery and pain. But she was unable to help herself, paralyzed by fear and a feeling of inferiority as she was.

So when Headmistress turned from Yvonne and looked at her with eyes gleaming with sadistic lust, she whined. She knew that the moment she had feared was now upon her, her nightmares staring her straight in the face. Headmistress caught her by the hair and flung her on to her back and removed her chastity device so that her genitals could be punished. She than fetched a real whip instead of a riding crop and began whipping Erica en earnest, the whip finding every spot on her body, snaking around limbs and into crevices, covering her in bleeding red welts. When Erica's front was completely covered, Headmistress turned her over and did the same to her other side until she collapsed. As Erica lay there on her stomach, Headmistress kicked her pointy boot up between her buttocks and began inserting her whole forefoot into Erica's ass, making her squirm and moan with pain and discomfort. Once the foot was al the way in, all the she had to do to cause even greater pain, was to lower her heel. When she did this her heel stepped directly on Erica's left ball. Erica screamed and tried to escape, but moving only increased her pain, so in the end she just lay still and screamed.

After a while Headmistress withdrew her foot and turned to Denise and Yvonne, letting Erica recuperate. Again picking Denise first she knelt down in front of her and gently grabbed her cock in one hand and her balls in the other. Denise drew a sharp breath as she prepared the pain that was bound to come. Instead Headmistress began to stroke her cock gently, massaging her balls in the most pleasurable manner possible. In spite of the extreme torture she had been subjected to not long ago, her libido won and in a matter of minutes she could feel her orgasm building. Her whole body tensed in joyful anticipation as she threw back her head and closed her eyes. Just as the first squirt of sperm ejaculated from her cock Headmistress squeezed her balls with the full power of her hand. Even as what should have been a fantastic orgasm rolled over her, Denise experienced the worst pain she had ever felt. She didn't even have energy to scream as she thrashed and eventually passed out. Headmistress held the unconscious slut by the hair as she revived her using smelling salt.

Regina von Kaltenbrunner's thighs were slick with her own juices as she tortured these sissies. Although she had only masturbated herself to an orgasm or two during the night, she had cum countless times. A good torture session always made her cum. But unlike others, who wanted to relax and enjoy the afterglow, Headmistress' orgasms only fuelled the need for more orgasms. So the wilder the torture, the better the orgasms, the more energy and hunger for more orgasms and the harder the torture. For Headmistress torture sessions were a self-fuelling cycle and she had to be careful not to spin out of control. But tonight she didn't give a damn about control. The two little sissies were not to be permanently damaged, but witnessing a really brutal torture session might shape them into more frightened and submissive bitches. As for Erica, Headmistress had decided that she was too old too be sold for any reasonable price and besides her skills as a slave were not exactly extraordinary. She had caught her herself and that hadn't cost too much. And finally it had been a long time since she had really given herself a treat. Now Erica was going to be that treat.

But first it was time for the other little slut. When Denise regained her consciousness and began wailing in terror and pain, Headmistress let go of her hair and turned to Yvonne who cried as Headmistress approached. "What's the matter, honey?" she mocked Yvonne, "Afraid that Mommy's going to hurt you? Afraid that Mommy's going to fuck you and that it'll feel good in spite of the pain?" Denise felt a pang of guilt at the mention of the word "Mommy".

Headmistress didn't seem to notice Denise's guilty looks as she began giving Yvonne the same treatment she had given Denise. When she had woken up Yvonne as well, she did something, which surprised Denise: she removed their gags. It was more than a little disturbing, especially as she added: "No screaming, no begging, no pleading from now on. I want to work undisturbed and if I hear a sound from either of you, you are going to spend the next two weeks screaming. Have I made myself clear?" Both Denise and Yvonne nodded eagerly. "Good," she said, "and now for the evenings main attraction." Then she turned to Erica.

For the next several hours she tortured Erica without mercy: She fisted her with one arm, then the other and then she put chili oil on it before ramming it as far up as it would go. She stuck pins through Erica's tits before connecting the needles to electrical wires. Headmistress tied straps around Erica's folded up limbs and used them to tie her up spread-eagle on the floor. Here she whipped the exhausted slave once again for good measure. She allowed Erica to rest a little as she got herself a drink and masturbated while standing with her legs spread across Erica's face. She seemed to be finished with the hardcore torture as she knelt down between Erica's legs and gently grabbed Erica's bruised genitals. Using her sweet touch she brought her cock to life and stroked it until it was rock hard and Erica was moaning with pleasure for the first time. Then, to everyone's great surprise she slipped the cock inside her and began to ride Erica. Erica was ecstatic with delight, moaning and squirming with pleasure. Headmistress ordered her to hold it while she herself came several times, but finally Erica could hold it no more and Headmistress told her she could cum. And cum she did. Erica thrashed and screamed as she experienced one of the best orgasms of her life. Afterwards Headmistress sat on her face so that Erica could clean her pussy while she had few orgasms herself. As Headmistress got up, Erica thanked her profusely until Headmistress turned and said in an icy tone: "You didn't seriously think it would be that easy, now did you slut?" The words froze everyone in the room but Headmistress. Denise and Yvonne had just recovered from the worst shocks of the evening and their hopelessly oversexed bodies had reacted to the sex between Headmistress and Erica by making their bruised members hard again as the girls squirmed in the hope of release. Now they began to fear again. It was clearly the same with Erica. After having sex with Headmistress she had thought that the torture was over and that she would now just be sold. But now Headmistress returned to stand between her legs, looking down on her with utter contempt. "You think that the useless performance you just pulled off makes it alright? That you are now somehow in the clear?" she hissed down at Erica. Erica tried to excuse her poor performance, to explain that she had meant no disrespect, but the words stuck in her throat and became pitiful, little croaking sounds. Erica didn't think she could take another minute of torture. The prospect of more torture at the hands of this cruel woman filled her with absolute dread.

Headmistress looked down on Erica with a cold, contemptuous stare: "You really are the most worthless piece of shit I have seen in good, long while. You won't even fetch a decent price if I sell you and you certainly have no marketable skills." As Headmistress said this Erica understood that she wasn't going to be sold after all; that all the pain and suffering she had feared would come after she had been sold, would come right now instead. She began to scream. A high-pitched scream of one who knows that she is doomed. Headmistress now placed her right boot-heel with the utmost care on Erica's right testicle and began to apply pressure. She pressed until it looked like the testicle was just about to pop. Then she did like she had done to Denise; she stopped applying more pressure but instead held the pressure constant. Erica screamed even more, thrashing in her bonds as she tried to escape. When she had held the heel there for good long time she withdrew it.

She did the same thing to Erica's left testicle before taking a small break. During the break she squatted over Denise's face and made her swallow a stream of warm piss. When she had finished urinating she made Denise's lick her until she came before she returned her attention to Erica. Again she focused on her crotch, launching into a round of furious kicks with her pointed boot to Erica's testicles. When Erica fainted for the third time, Headmistress took a break and went to fetch something. She woke Erica up using smelling salts and when Erica was fully awake Headmistress showed her what she had fetched. When Erica recognized the nutcracker in Headmistress hand she screamed. She tried begging and pleading, babbling incoherently as she tried to make Headmistress stop, but nothing helped. Headmistress gently took one of Erica's testicles in her left hand. The testicles was already badly bruised and swollen, but that didn't stop Headmistress from placing the jaws of the nutcracker around it. Once this was accomplished she looked at Erica's face with a little smile. Erica's babbling had stopped as she stared completely paralyzed at her testicle. Then Headmistress slowly and deliberately closed the jaws of the nutcracker and Erica's screams increased in intensity before she vomited and passed out. Headmistress patiently woke up Erica, who was completely hysterical, and continued the torture. Using the nutcracker she made sure that the testicle was crushed by using it again an again. The process made Erica vomit and faint several time and after a while Headmistress got up to take a break before taking care of the other testicle.

As she did, she checked on the two little sluts who had witnessed the whole thing. Both were conscious and both had their heads bowed in frightened submission as she looked their way. They had both thrown up and were quite pale.

When Erica had calmed down a bit Headmistress dealt with her other testicle in the same way, using the nutcracker to make sure that it was completely crushed. She finished by saying to Erica: "Now that's taken care of you useless worm. You must realize that you had it coming. It was for the best, don't you agree?" The question was clearly seriously meant and demanded an answer. Erica was out of her mind with pain and hysteria, but she had enough presence of mind to realize that Headmistress could still cause her enormous amounts of pain. She knew that things could always get worse so she nodded while crying hysterically, words refusing to form in her mouth. Satisfied Headmistress stood up released Erica from the straps holding her spread eagle. Then she forced her to stand on all fours. This was extremely painful for Erica, but finally she managed and when she stood on all fours, crying completely inconsolably, Headmistress patted her on the head and said: "You certainly are my bitch now, aren't you?"

From the two little sluts, sitting beside her where they could see everything, she had heard dry heaving several times, but noted with satisfaction that they had stifled their screams, turning them instead to subdued whimpers.

Denise was absolutely terrified. She didn't think this kind of thing could happen, and it brought it home what she had become. As a slave herself she could be put through the same thing as Erica had or something even worse. It diminished what pleasure she had taken in her submission substantially. She would now never be able to shed herself of the image of Erica being castrated. Yvonne was even worse off. She sat mumbling to herself, shaking her head all the while.

Although only Headmistress Kaltenbrunner knew, the torture had lasted all night and classes were scheduled to begin in just half-an-hour. So she calmly went to the phone and called Mistress Hoffmeyer: "Elke, I have two of your students here who are ready to begin the day's lesson, so get you fat ass up here and fetch them! And while you're at it bring Pauline with you to take care of Erica. She needs a little surgery before she can perform her new duties. Get moving!" Denise didn't feel tired after a long night of torture. Rather she felt so afraid that she thought she might never sleep again. Headmistress didn't look tired either. She looked as if she had never been more awake and alive. Indeed that was just how she felt. Regina von Kaltenbrunner had never felt better. It had been a truly satisfying session. Now all she had to do was to find out what to do with Erica. First she would have to have the crushed testicles removed, a piece of surgery Dr. Jacobsen would perform. Then Headmistress would have think of a use for her. She decided that until something more amusing came to mind, she would transform her into one of the rubber maids. The rubber maids did all the cleaning at the academy. They were slaves who had failed in some way and who couldn't be sold for a good enough price. They were severely corseted creatures, covered in rubber from head to toe, always wearing ballet toed boots, always chained hand and foot, even the eye openings of their suits had mirror lenses so that no one could see their eyes and all they ever did was clean, wash and sometimes help in the kitchen. There were never enough of them since they could be used freely by everyone at the academy, except by the other slaves. The plugs in their mouth, ass and pussy (if they had one) could be removed for fucking, but that was not their main attraction since the staff could also use any of the students for sexual purposes. No, the main attraction about the rubber maids was that they could be punished and tortured at will. This meant that they regularly turned up irreparably damaged or dead.

Returning her attention to the present, Headmistress heard Mistress Hoffmeyer knocking on the door and she went to open it. When Mistress Hoffmeyer and Mistress Gibbons saw what had happened, they looked knowingly at each other and nodded. "Good session, Headmistress?" asked Mistress Pauline. "Very good, thank you." Headmistress replied, "Now get these two to class and get someone to clean up the mess. The bitch first needs surgery to remove the crushed balls. Then turn her into one of the rubber bitches." Mistress Hoffmeyer had cringed involuntarily as Headmistress spoke of Erica's crushed balls, but both thought that it was good that Headmistress had let off a little steam. Everyone who knew her, knew that she needed these brutal torture sessions once in a while, and this one had been long overdue.

The two other mistresses set about carrying out Headmistress' orders. Denise and Yvonne were released from their bindings and helped to stand. At first their feet would not support them, but a warning glance from Headmistress insured that they could stand and walk no matter how bad the pain was or how numb their legs were. Mistress Hoffmeyer escorted them to class were they got in trouble right away since their genitals were so swollen from the night's abuse that they made trouble getting them into their restraints. The trouble was cured by a remark by Mistress Hoffmeyer: "Think of Erica and get to it!" The remark got Denise and Yvonne moving and in spite of the pain they squeezed their swollen genitals into their restraints so the day's lesson could begin. The day went very badly for the two scared sissies. They were too scared and shocked to concentrate properly and were consequently punished constantly. When it was time to put them back in their sleeping bags, both were barely able to stand, shaking all over from fear and pain. Although they didn't know it, Mistress Hoffmeyer made sure that they were given sleeping medicine and that their brainwashing session that night was especially soothing.

Denise and Yvonne eventually recovered from the shock, but not without a permanent fear of disobeying or failing to live up expectations. Headmistress noted with some satisfaction that both little sluts turned into the most obedient slaves in the whole school. These two never hesitated in performing their orders no matter how painful or disgusting. Their attitude rubbed off on the others as well. There weren't many occasions were the sissies could speak to each other, but little by little the others got the story and it put the fear into them. Headmistress' commands were obeyed faster around these useless slave-sluts than anywhere else.

As for Erica, Headmistress did think of a better use for her than to become just another throwaway rubber toy. Headmistress had tired of her old personal assistant a few weeks ago and had consequently sold her. She now forced Erica to take on the role. Denise saw the new personal assistant a few weeks later when Erica had healed enough to perform her new assignments. Erica was now wearing a shiny white rubber suit leaving only her head free. On her feet were shiny black plastic boots, ankle high. They had ballet pointed toe and pencil thin stiletto heels more than nine inches high. Her ankles were cuffed and connected by a chain no more than eight inches, forcing her to take tiny little steps. Around her waist was a brutal, black corset made from some shiny plastic material with steel supports built into it. As time went by Denise noticed that Erica's waist shrunk on a weekly basis until it had reached about twelve inches. Around her neck was a collar, or more precisely a neck corset, made from the same shiny plastic material her corset was made from and just as constrictive. It made sure that she could only hold her head in one position. And Erica's head had been shaved completely bald, even the eyebrows were gone. Headmistress had made certain that she would never again grow any hair at all. An integral part of the collar was her head- and gag harness. Her gag was of the penis type, the penis held in place by a big, black, rectangular piece of plastic. This was held in place by the straps of her head harness, which crisscrossed her bald head and face. From her nose hung a thick and wide steel ring. Her hands were encased in mittens made from the same black, shiny and hard plastic material as her corset and collar and they were squeezed into impossibly small cones, her wrists cuffed and connected by a chain of about ten inches. The chain between her wrists was connected to two other chains: one going around her waist and the other secured to a D-ring in her collar. She was thus prevented from bringing her hands below the level of her waist and above the level of her tits. From her ass the handle of a very large dildo protruded at least eight inches, preventing her from sitting down. But the thing that really caught Denise's attention was naturally her crotch. Her crotch was the only part of her hairless body, apart from her head, that was not covered in shiny rubber or plastic. Her lack of balls was immediately noticed and so was her small, limp dick. She had been pierced right through the head of her circumcised dick and in the hole hung a thick and wide steel ring. Headmistress used this ring for Erica's leash. Erica's eyes were constantly filled with fear and desperation as she struggled to keep up with her cruel mistress.

What the precise function of the Headmistress' personal assistant was, apart from being severely bound, was far from clear. Erica carried different items for Headmistress as they were hung from her useless hands and sometimes she was used as a footrest or a stand to place objects on. She followed Headmistress wherever she went, but bound the way she was, she could perform very few useful functions. Except one: she was there to be tortured whenever Headmistress felt like it. Indeed that seemed to be her purpose. Erica's mind had all but shattered during the brutal torture session and she now believed that her purpose in life was to be punished by Headmistress. For Headmistress' part she just loved to yank Erica's leash, propelling her forward by pulling her now useless sex.


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