Headmistress' Favorite Sport

Chapter 2

Over the next week the twins trained him further. He was taught how to apply make-up and how to behave in a properly feminine and submissive manner and they trained his movements to be properly feminine. So as not to wear the skin of his ass, the twins introduced a new punishment tool for these training sessions. It looked like a pair of pink rubber panties. Inside was a large metal dildo, which of course went up his ass. In the front it allowed his cock to stick out but held his balls inside. Apart from squeezing his balls it had one other very painful capacity: when the twins were unhappy with his performance they pressed a button on their remote control and the dildo and the metal mesh that held his balls delivered a very painful electric shock. What was left of his disobedience and rebellion was quickly eradicated and combined with the frequent hand-jobs the twins gave him; he quickly turned into a submissive little slut. Even his mind gave in. He thought of himself more and more as not "Dennis" but "Denise".

After about two weeks of training the girls thought it appropriate that he learn how to suck a cock. Dennis was dressed in a pink satin dress with white lace trimmings. On his feet were pink boots, ankle high with six-inch spike heels. His arms were held behind his back in a pink leather armbinder and he was kneeling. The twins knelt on either side of him. Jocelyn was dressed in a full-body red rubber suit and wore red leather boots with six-inch heels. Joanna was her mirror image, except that her outfit was black. In front of the kneeling Denise stood Tony. He was dressed in a discrete black suit, but out of his fly his not quite so discrete cock hung. It was huge and in spite of having practiced on large rubber dildos, Denise wasn't at all sure she could even fit it into her mouth. But she had no choice. She started out by stalling a little by kissing it gently, but a warning slap on her butt by Joanna made her open her mouth and try to take the monster in. She wasn't all that sure that she liked sucking cock until the twins changed her mind for her. They started up the dildo in her ass, not giving her electric shocks, but vibrating pleasantly. Over the last weeks Denise had come to associate the sensation of having something up her ass with the frequent hand-jobs the girls gave her and now she instantly became hard. She also increased her effort to provide a good blowjob. When this had been going on for a while Jocelyn grabbed Denise's cock and began stroking it. She timed it perfectly and when Tony shot his load down Denise's throat Denise shot her load on the floor. After swallowing as much of Tony's cum as she could, Denise was forced to lick up the rest, just as she was forced to lick up the leftovers from her own orgasm.

Over the next weeks Denise found out that she loved giving head. Lying at night in her pink sissy cocoon, listening to her conditioning, she found herself thinking more and more about Tony. She loved sucking his big, black cock, but more than that she was getting a definite crush on him. She would blush whenever he looked at her and when he passed by she tried to steal glances in his direction.

Denise was shedding the Dennis persona completely. The hormones were a big factor. She was growing tits. They weren't big, but rather small, girlish bumps with hypersensitive nipples. Her body was changing in other ways. Her hips and ass were getting an extra layer of fat, becoming more round and invitingly feminine. Her voice was still Dennis' annoyingly thin pre-teen voice, but the twins and Aunt Rachel (whom Denise now thought of as Mistress Joanna, Mistress Jocelyn and Mistress Rachel) had promised that something would be done about that once she started sissy-school. In the meantime she was ordered to shut up unless given a direct order to speak.

The twins also rubbed her with a special cream regularly. It made her skin softer and more feminine. They had also started Denise on corset training. She was hung by her wrists and put into a pink leather corset extending from her hips to just below her budding breasts. It had steel inserts and constricted her waist something awful. It was only removed once a day when she had her bath; she even slept with it on.

Her Adams apple was another matter, which her mistresses had promised would be taken care of. Until that happened, Denise always wore a pretty, pink leather collar.

Once they had made sure that Denise was a willing participant in her own transformation, the twins stepped up the training a notch. Denise was turning into even more of a horny a super-feminine slut than they had dared hope for, and her stay at the school hadn't even started yet! In the meantime Denise was tied up less, although she was never left completely untied. It was doubtful if she would have wanted it. She seemed to enjoy bondage a great deal: the tighter, the better. All the mistresses used this in her sex training. She shared the bed of the twins as well as Rachel and Tony's bed. Being fucked up the ass while licking pussy, while she at the same time was tied up tightly was rapidly turning into one of her favorite activities.

One of the reasons for Denise's rapid transformation was surely that here was finally something she was good at, even if it was just being a filthy, useless sissy-slut. Making people cum made Denise feel good, but surprisingly, at least to herself, it also felt good to be humiliated and punished. Not the pain, more the feeling of being dominated, of having relinquished control.

Susanna was also well on her way to becoming the slave-maid Rachel wanted. Her transformation had been far more painful as she had fought Rachel every step of the way, but now Rachel had almost broken her completely. Susanna was in constant need of punishment to keep her in line, but what was breaking her was another need she had. Susanna had, just as Rachel intended, become a complete nymphomaniac. Denial of orgasm was the most powerful way to keep her in her proper place and Rachel had just begun to wield that weapon as it should be.

And so it was that Rachel and the twins decided it was time for little family get-together. Susanna and Denise were brought together in the same room for the first time in weeks and left alone. Denise was dressed only in her pink stiletto ankle boots with six-inch heels, her pink corset and her pink collar. Her blonde hair was held in pretty pigtails, tied using pink silk ribbons. Denise's hands were tied behind her back in a pink leather armbinder. Her crotch was left uncovered and her cock stood almost erect, as if unsure of what to do. She was ungagged and stood looking insecurely at her mother. Susanna was tied and dressed in the exact same way, though her outfit was white instead of pink and her hair wasn't in pigtails. She also stood looking a little insecurely at what had until recently been her son. Susanna was unsure what Dennis had become, but he certainly wasn't a boy anymore. Had it not been for the half erect cock, Susanna would have been sure that he was a girl. A girl, who for all the overdone little girl's stuff and the excessive use of pink, was actually quite sexy. Reluctantly Susanna admitted to herself that "Denise" was turning her on. Denise for her part thought that her mom looked very sexy, but although she had now had sex with both her aunt and her sisters and was rapidly becoming a little nymphomaniac slut, she still had inhibitions about having sex with her own mother. It was wrong and unnatural!

Neither knew what to say to each other and for a long time they just stood looking at each other. Finally Susanna broke the silence: "Mistress Rachel says that you are going along with your...feminization, voluntarily. That you like being turned into a sissy-girl. That you like being a slave." Denise hesitated a little, then answered: "Its true, mom. I like being held captive, being tied up and forced to perform sex with others and I love what Mistress Joanna and Mistress Jocelyn are doing to me. They say that I'm becoming a sexy little bitch!" she finished proudly. Susanna replied with disgust: "That's sick! Twisted and perverted! You should be ashamed of yourself!" Denise was taken aback by the attack and began to cry. Sniveling she tried to explain and apologize, but Susanna would have none of it. Part of the reason for her attack had been an effort to fight of her own attraction to this "girl". Denise broke down completely and cried inconsolably and after a while Susanna began to feel sorry for her. After all she was just a slave like herself and she had no influence over what happened to her. Furthermore Denise was just a teenager and not as mentally strong as an adult. How could she be expected to withstand the pressure of Rachel and the evil twins? To comfort her Susanna stood close to her and tried to kiss her hair while she tried to talk gently to the crying sissy. At first Denise drew away but eventually she accepted the consolation and cried on her mothers shoulder.

As they stood there so close that their bodies touched, Susanna's desire for Denise returned. She tried to fight it but she was still terribly attracted to her. As a means to comfort her Susanna kissed her gently, first on the hair and then on the cheek. When Susanna kissed her on the cheek Denise recoiled for a moment to see if the kiss really was what it felt like. Susanna reassured her gently: "Easy girl. I was just trying to comfort you. It was just a little kiss." Denise sniffled her last tears away and slowly laid her head back on Susanna's shoulder. Before she rested her head she gently kissed Susanna on the cheek too. They stood like that for a while until Susanna kissed Denise again. This time Denise lifted her head and brought her face close to Susanna's. Here Susanna hesitantly kissed Denise cautiously on the lips. It was a short, little kiss and when she withdrew Denise looked at with large, round eyes. "I know," Susanna whispered, "its wrong and we shouldn't. But I couldn't help it. I had to see what it felt like. I..." She stammered to a halt. After a very tense silence Denise asked in the tiniest of voices: "What did it feel like? Did it feel good?" She looked at her mother with large eyes. Susanna could hardly control herself as she replied: "It was very nice. Like this." She leaned forward and kissed Denise again, this time a little longer. Both withdrew very slowly this time. Denise's eyes were half-closed and she had obviously enjoyed it. In a dreamy little voice she said: "We shouldn't be doing this. Its not right." Susanna said the same thing and a few moments later they were kissing again, this time with their mouths open. It went like that for while. First the feeble attempts to stop, then a new round of kissing. With each cycle the kissing became stronger until they were kissing each other passionately, their tongues exploring each other's mouths. Susanna was almost dripping with excitement and she could feel Denise's rock hard erection against her abdomen. "Please Denise. I can't stop now. I know its wrong, but I have to have you." Susanna pleaded. Denise was so excited she could hardly find the voice to reply: "I know its wrong too, but I'm so horny. Please. Can we? Please?" Their excitement settled it. Denise had never had any other sex than hand sex and her aim was terrible. Luckily the slaves were the same height, so Denise just had to bend her knees a little to get her dick at the correct level. After many misses and with Susanna almost crying with frustration they finally succeeded. For the first time in her life Denise had sex with a woman. The penetration was pure heaven and she absolutely loved the soft warm feeling of being inside a woman. Denise whimpered with pure delight. For her part Susanna was in ecstasy. It was every bit as good as she had expected, she writhed with pleasure, moaning loudly. It was difficult having sex tottering on high heels with no hands to help them, but they didn't seem to notice this. Denise thrust her hips in little jerking movements, which Susanna tried to milk for all they were worth. And apparently she succeeded because she managed to cum twice before Denise came. Moments after Denise started spurting her cum Susanna came for the third time and screaming out their orgasm they collapsed together on the floor as Denise's legs buckled under her. They lay close together on the floor in a sweaty heap, trying to cuddle up to each other's bodies. After a short silence Denise cautiously said: "I'm sorry, Mom, but I couldn't help it. I was so horny and..." Susanna interrupted her: "No, I'm sorry. I couldn't help myself either." Both fell silent at this and after a few minutes Susanna asked Denise: "But it was nice wasn't it?" Denise babbled her agreement: "Oh yes! It was super-nice. I loved.." Susanna broke her off by once again kissing her passionately. Denise reacted promptly and kissed her back. They lay on the floor like that for a while until suddenly they were rudely pulled back to the real world when they were both kicked in the back. The twins did the kicking and Jocelyn scolded the slaves: "Having a family moment without us? How dare you?" We'll not be left outside such fun and games." The twin looked great as always wearing nothing but black, six-inch stilettos and sporting truly enormous double-ended dildos from their pussies. Joanna grabbed Denise by the neck and said: "Clean up your filthy cum, you useless whore!" Denise actually needed very little prompting, as she rather liked cum, even if it was spilled on the cold cement floor. Meanwhile Jocelyn got Susanna to clean up her part of the mess. By that she meant the cum still sticking to Denise's cock. Susanna likewise needed little pressure to perform the task required of her. While Denise was still licking jism off the floor Susanna lay down on her back and scooted in under Denise and began sucking her cock. Denise almost screamed with pleasure as her mom's tongue caressed her cock.

When the twins separated them they were ready to go at it again, their eyes glazed over with lust. This was good because it was exactly what the twins had in mind. They of course wanted part of the action so first they each used their respective dildos to penetrate the ass of a slave. Jocelyn butt-fucked Denise and Joanna butt-fucked Susanna. Then, lying on their side, they guided Denise's cock into Susanna's cunt. The result was an explosion of ecstasy. Everybody loved this combination and when Denise finally came, the others had already cum several times. Denise screamed as she had the best orgasm of her life. After cleaning the floor and the twin's pussies, the slaves were allowed to kiss each other goodnight before being led of the bed.

As she lay in bed that night tied up tightly with the sound of her nightly conditioning tapes filling her ears, Denise was overwhelmed with conflicting emotions. On one hand there was no doubt that what they had done was wrong, but on the other hand there was also little doubt that right and wrong with regards to sex, was going to play an ever decreasing part in her life. It was not as if she had very much control over it. It could easily be argued that both she and her mother had very little control over their actions, even when they were alone. Both were being pumped full of chemicals designed to enhance their libido and every minute of their training was designed to turn them into hopeless little sexpots. On the other hand it was also clear that they had had a choice. No one had forced them, at least not the first time they had had sex, and they could have chosen not to. But the urge had been overwhelming. Neither had been able to resist. And it had been good. It had been fantastic. The feeling of a soft warm pussy surrounding her cock had been so fantastic that Denise's mind kept returning to it. She fell asleep thinking about the unstoppable sensation of her orgasm approaching.

Susanne was thinking about it too and she was conflicted too. But then she also had Rachel to remind her. Ever since she had come back with that little post-orgasmic smile on her face, Rachel had been all over her assisted by Tony. "How does it feel to be an incestuous little nymphomaniac slave bitch?" she ridiculed Susanna. "Was fucking that useless little sissy son of yours good? Did it make you feel like a better mother?" Rachel went on and on and Susanna eventually replied angrily, which of course led to a furious punishment session for talking back too her mistress. The punishment session of course included plenty of taunting about her intercourse with Denise.

Rachel for her part was delighted. She had found the final lever with which to crack Susanna's shell. She could see it already. In just a few days Susanna would break under the pressure and when she had broken completely, Rachel could build her up again; mould her into the slave-bitch she wanted Susanna to be. And the timing could hardly be more perfect. In just a few days Denise was going off to sissy-school. Of course the term "school" was a little rich for a place that turned out extremely well trained sex slaves, but what the hell? When you paid good money for something, where was the harm in using a better word for it? After all she would be footing the bill.

Of course the slaves had had no chance. They were both so full of chemicals that they would have fucked anyone and anything thrown into that room. Calling it incest implied that at least one of the parties had free will in the matter and that was certainly not the case here. The game was rigged, the dice was loaded and neither slave had had a chance, nor would they ever get one. People like Rachel would always be around to make sure that slaves like Susanna and Denise were exposed to the most painful and humiliating treatment possible. And what could possibly be more humiliating to a mother than sleeping with her own son – against her will? It was perfect!

Returning her attention to Susanna, Rachel thought that the breaking would be much more complete if she could get the two slave bitches to have sex once more. That would really put Susanna in a position were she would break down completely.

The twins agreed and set up another private session between mother and "daughter". Denise was showing so few male traits now that it was difficult to thing of her as "Dennis" anymore. Rachel thought that if they could get Susanna to make the first move it would be best. That way she would be unable to deny in any way that she was the incestuous nymphomaniac bitch that Rachel claimed she was.

So Susanna was left practically unbound. She wore only her collar and a pair of black, six-inch stilettos with locking ankle straps. Her hands were cuffed in front of her, but the chain between her hands was comparatively long, about two feet. She was pushed in to one of the smaller dungeon-like rooms. It was no more than ten by ten feet and one half of the room was occupied by a large, filthy old mattress. Denise was waiting inside. Unlike Susanna she was bound. Her arms were held, underarm to underarm, in a pink leather pouch in the small of her back. She had her pink leather collar on and on her feet were white ankle socks with lace trimmings along the edge and pink stiletto shoe with ankle straps. The straps were locked by little heart-shaped padlocks. Her hair was left hanging loosely down over her shoulders and Susanna thought she looked devastatingly sexy. If it weren't for the fact that it made her look damn cute, Susanna would have thought the whole pink thing a little much, but as it was it underlined the combination of innocence and sex that she exuded. It was quite unnerving for Susanna.

Denise had clearly also been thinking about their previous sexual encounter because her face betrayed a whole range of conflicting emotions when Susanna was pushed into the cell. Part of her clearly wanted to kiss Susanna and part of her clearly felt guilty about the whole thing. As it was she stood with an insecure little smile on her face waiting for Susanna to take the lead. The cell was too small for them to stand very far apart and so they stood almost touching when Susanna tried to start a conversation. It was a feeble attempt to avoid an uncomfortable silence and soon it resulted in just that. Every time she was about to take up some topic, she would see the begging in Denise's eyes: the girl wanted to be held, not talked to. To make some of the awkwardness go away Susanna gently laid her hand on Denise's arm. The touch was clearly what she had hoped for. She sighed with relief and smiled at Susanna. The smile was murder on Susanna. It made her desire flare up, filling her with lust that wasn't supposed to be there. "We mustn't do this Denise, " she said. "I know Mom," she replied, "Its just that...Its just that it was so nice." She tried to hold back, but she couldn't and the words spilled out of her: "I can't help it Mom. I know its wrong but I keep dreaming about making love to you. I get hard just thinking about it..." Susanna could help herself no more. She had been fighting off the desire for a long time now, her juices were flowing like mad, and she had definitely noticed Denise's erection. Now she interrupted Denise by grabbing her head and kissing her with wild passion. Denise responded in kind and after a few minutes of frantic kissing Susanna pushed Denise down of the filthy mattress. She joined her, kissing and caressing her as Denise moaned and writhed helplessly. As Susanna grabbed Denise's member to guide it in to her sopping wet pussy, she was seized by sudden anger. This wasn't right! And with no one else around she took her anger out on Denise. As she rode Denise with brutal intensity, she screamed insults at her and slapped her face again and again. As she came, she looped the chain between her handcuffs around Denise's neck and began choking her. Denise had been just about to cum when this happened and it turned out to be just another fantastic turn-on. She had loved the brutal fucking and the furious name-calling and the feeling of choking as she was about to cum just added to the ecstasy. She came wordlessly, red in the face, with her tongue hanging out as the world turned black. It was a truly amazing orgasm, the sensation only heightened by the fear of death from choking.

Tony had been standing by to intervene on Denise's behalf, but it turned out to be unnecessary as Susanna loosened to chain as Denise lost consciousness and she herself came like a cannon. The episode seemed to defuse the whole situation and after Denise, coughing and fighting for breath, regained consciousness, the slaves lay close, cuddling with Susanna crying quietly. Denise tried to console her mother but at first she succeeded only in making her cry harder. Denise then began crying in sympathy. After a while they were both down to sniffles and began kissing each other softly. It soon became clear that they had given up. Neither had the strength to fight their overwhelming lust and instead they seemed to accept it. The kissing turned into caressing, which turned into lovemaking.

In the room where Rachel had the monitors for the surveillance cameras mounted all over the house there was jubilation. Their plan had succeeded. Rachel had gotten the last bit leverage to break Susanna completely and the twins were one step closer to turning Denise into a completely docile fucktoy. All things considered not a bad days work.

In the small basement room the lovemaking continued. Neither the twins, Rachel nor Tony saw any reason to interrupt them since every caress, every kiss and every drop of cum spilled would push the slaves further in the direction they wanted them. So while Rachel and Tony went to their room to blow off some sexual steam, the twins went to see Helen Robinson. They needed someone one to lick their pussies and whom they could torture a little. Joanna thought it might be a good idea to step up her training a little. Making her eat shit and drink piss sounded like a fabulous idea to them both.

When the twins returned in the early hours of the morning, both slaves were utterly spent. Denise hardly noticed it when she was wrapped up in her pink cocoon and strapped in. The twins, on the other hand, were in a brilliant mood. Their session with Miss Robinson had been most successful. After an unusually long and brutal torture session, they had reduced Helen to a completely incoherent shit-eating bitch. It had been most satisfactory, taking her down a notch more.

Susanna also collapsed as she was thrown into the tiny cage that was now her home. Spent and satisfied, she was also wracked with guilt over what had happened. More and more she was coming to the conclusion that Rachel was right: she was a complete slut, a raving nymphomaniac. Maybe it was only right to submit to Rachel, who it seemed had been right all along. Mistress Rachel would take care of her. It was better if Mistress Rachel was in control, because it definitely wasn't a good idea if she herself was. She had just proven what a stupid, horny slut she was, how utterly low she was. She was better off admitting that she was a slave.