Disciplinarian course for a troublemaker

(Inspired by a caption of @jamies-latex-lust​)

Every school has a troublemaker, and Crawford Prep was no exception.  For this prestigious boarding school William Smith was a constant source disruption and mayhem. The wearisome 18-year-old spent his time at school causing pranks and bothering other students. William could have been a great student as he was quite bright, unfortunately dear William loved nothing more than spreading chaos. On a nearly weekly basis the school had to send reports back to William’s parents about the latest problem he had created. Headmistress Reynolds though had become tired of William’s antics and had devised a unique solution of dealing with the brat.

William was informed that he was to go to the Headmistresses office in the morning. Reluctantly he went as ordered. Inside the office, Reynolds was waiting for him with a large briefcase on her desk. On the briefcase there was a strange symbol and letters in big purple writing that said Baroness Inc.

“Mr Smith. Good to see you have arrived.” She greeted. “Though you are 10 minutes late. Punctuality is an important trait to have for a good student.”

William rolled his eyes and took a seat. “What’s up Reynolds?”

“What is up, Mr Smith, is that I have been informed by your teachers that your recent behaviour has become unacceptable.”

“Really, ol batty Horowitz couldn’t take the banter. What y’all gonna do about it?” William sneered, putting his feet on the Headmistress’s desk.

“Well my first instinct was to suspend you.” She told him, pushing his feet off her desk. “But I fear that would do you good. You would eventually come back here and cause more trouble. I would then expel you, losing you to the life of a wasteful fool forever. You are a smart young boy, Mr Smith. You deserve better than that. You simply lack discipline, and I have a way to fix that.”

Headmistress Reynolds opened the briefcase, revealing a strange rubber suit inside.

“Before I can explain our course of action, I think it is best that you first try on this suit. I will leave you to your privacy.” She then stood up and promptly left the room, leaving William inside. He heard her locking the door.

Immediately, William tried to find a way out of the office. The door was locked, the windows was locked, there was no escape.

“That crazy bitch really has me locked in here.” He said to himself.

“I heard that.” Came the headmistress’s voice from behind the door. “Now at least have a good look at the suit. It is for your education. And make sure you follow the instructions as well!”

William was half tempted to chuck something heavy at a window and then just leg it. He figured he might as well see exactly what the madwoman wanted him to do. He went to the briefcase and moved to pick it up. Upon touching the suit, he felt a zap in his fingerprints. He swore, then tried again, this time only feeling the smooth rubbery texture of the suit. He grabbed it with both hands and lifted it up. The suit was flesh coloured, similar to his own skin but paler. Pulling it out of the briefcase, the suit flopped down, revealing itself to be a full bodysuit with feet, gloves and hood attached. He could tell from the breasts on the front and the slit in the crotch that this was meant to look like an adult woman.

“Bloody hell.” William remarked. The bodysuit, despite its rubbery feel and sheen appeared extremely lifelike, like he was holding the skin of someone who had been hollowed out. A part of him was freaked out, the suit looking like something from a horror movie, but another part was intrigued. He wondered how he would look wearing the suit, how it would feel.

In the briefcase he found a note of instructions, telling him that in order to wear the suit he would have to get completely naked.

“Huh, guess that’s why the Headmistress left me here alone.” He said. “Am I really doing this?” He shrugged and said “Why not? Better than being suspended.”

After first checking that he was completely alone, William undressed completely. He picked up the suit and gingerly pushed his left foot inside. The rubber lining felt smooth on his skin and sent shivers up his spine. It felt so nice and tight. He pulled it all the way up to his thigh, covering his leg in the suit. He looked down and saw that his left leg now looked almost like the leg of a girl. It was slender and smooth, and aside from a few wrinkles looked just like an actual human leg. He pushed his other leg in and pulled it up. He then noticed that on the inside of the suit’s crotch area was an insert for his genitals. Feeling no problem with that, he placed his dicks and balls inside, finding them fitting in very neatly. He pulled the suit up to his waist and found himself with a very lifelike vagina on his crotch. William never had gotten lucky with a girl to see a vagina up close, but the boy’s frequent perusal of online porn meant he knew what he appeared to now have. Though this one had more hair than the girls on the web.

“But it is trimmed quite neatly.” He said, not at all concerned about why he would care about having a neat bush.

He continued onward and pushed each of his hands into the arm folds. Fitting his fingers in the gloves, he now seemed to have very womanly hands, with long dainty fingers. He chuckled when saw that with the suit over his chest he now looked like he had a pair of deflated boobs.

“I look like a sex doll.” Normally this would concern him, but the lovely feel of the rubber suit was making feel nonchalant about this whole thing, as bizarre as it was. “Welp, time to zip me up.”

He had a bit of trouble, but eventually he was able to reach down below his back and found the zipper. He pulled it up to the back of his neck, sealing his body into a facsimile of a woman.

“Guess it’s time for the mask.”

The mask, currently flopping out in front of him, had holes for his eyes, mouth and nose. It also had a wig of realistic looking brunette hair attached. He gripped the mask and pulled it over his head. It took a bit of a struggle, but he finally got it to fit right on his face. He reached for the zipper and fully sealed him up. Now he had the bodysuit completely on. He felt he looked ridiculous as despite the realistic flesh tone of the rubber and detailed vagina, breasts and face, he was obviously wearing a fake bodysuit. Yet the feel of the tight latex over his entire body was heavenly. He never knew the joy of such fabric on his skin, on his face. He started to fondle his rubber body.

William then remembered the instructions in the briefcase. There was another step. In the briefcase was a remote device with several buttons. According to the instructions, once the suit was fully worn, he was to press the red button.

It was at this point that William realised that he properly should stop. That this was all just a bizarre prank being played by a perverted headmistress. He could tell the Headmistress that he put on the suit. She would laugh or something. He would call her bluff and try to wear it outside, maybe even get her in trouble. Or even better he could take it all off and just be suspended. Spend time back at home with his parents who were never around much anyway so they would not really notice he was not at school. William had a bunch of options that did not involve pushing the sinister big red button. But William was not the type of person who would miss an opportunity to press the big red button.

With his rubberised hand, William pushed the red button. Immediately he felt a tingling all over his skin. The suit was vibrating and began to constrict heavily. William felt immense pressure and on body, especially his waist, as the suit tightened and squeezed. It was like he was wearing a corset that was being compressed further and further making it hard for him to breathe. At the same time the floppy breasts were filling up, becoming full and firm and quite large. The suit also pulled up against his crotch, the sensation of the latex rubbing up his penis causing him to moan. He grabbed his rubber vagina and started to feel greater touch down there. William keeled over, as the constricting rubber caused him a perverse mixture of pleasure and pain. He closed his eyes, as it became all too much for him and his almost passed out.

It felt like eternity, being lost in the agony and ecstasy, but a moment later it all stopped. He heard the door open and sound of her stilettos indicating that Headmistress Reynolds had returned to the office.

“I see you have done what I have asked. Very good.” She said, offering a hand. “Now let’s get a good look at you.”

She pulled a woozy William off the ground and led him to a nearby mirror. There he was shocked by the sight of a beautiful naked woman. It took only a moment for him to realise that he was looking at himself. There was absolutely no sign that he was wearing a bodysuit. There were no crinkles in the naturally looking, and feeling, skin. Instead he looked like he had the face and body of an adult woman.

“What have you done to me?” William then let out a gasp, as his voice had changed into that of a woman as well.

“I suppose I should now explain.” Headmistress Reynolds began. “You are currently wearing a bodysuit from Baroness Inc. I had you put it on because I have a solution towards dealing with your lack of discipline. You act without responsibility because you do not know what it is like to have responsibility. In this suit you will now act as my deputy headmistress for the next… let’s say… two months. If you take on your responsibility and help me keep order at this school, I will release you. If not, then I will keep you in that suit for an indeterminate length of time.”

At this point Headmistress Reynolds grabbed the remote and placed it in her drawer, locked it with a key, then placed that key within her cleavage.

“It is my belief that as deputy headmistress, you will learn the importance of maintaining discipline in others, and in yourself. Do you understand?”

“Not really.” Said a disbelieving William. “This is crazy. Just cause I look like a sexy bitch doesn’t mean I can be one.”

Headmistress Reynolds let off a soft chuckle. “You don’t quite look like a sexy bitch yet. First we need to get you dressed.”

She opened a wardrobe in her office and started handing the disguised boy lingerie and clothes.

“For your first day we could get you in the classic leather skirt suit. It’s simple, gives a direct statement. Feminine and imposing at the same time. Good for work and evening. There’s also the possibility of you wearing a uniform. You could wear a school uniform, or a nurses uniform, or a police uniform? Maybe even a nun? Or maybe we can get you in a full Victorian governess dress? Something with a corset. High neck. Ruffles.”

The headmistress threw a heavy dress at William that nearly made him fall over.

“I know. Motorcycle leathers. Get you a Harley. You can be the cool edgy deputy. Maybe get a few rebellious girls on your side. Or maybe what you need is some proper equestrian gear. Jodhpurs, riding boots, a tight leather jacket, a riding hat with a black lace veil. The perfect strict and appropriate look for an educator. Plus, it gives you an excuse to wield a crop. Now there is an important question on whether or not you wear a pair of glasses.”

“Enough!” William shouted, throwing all the clothes on the floor. “You may have gotten me to put on this stupid bodysuit, but you will not make me dress like a harpy bitch!”

Reynolds was silent for a moment and glared at William with a dark cold fury in her eyes. She grabbed him by the neck and pushed him face down onto her desk.

“I will not accept such insolence from my deputy. You will learn the importance of discipline.”

Reynolds struck William on his arse with her hand. The bodysuit did not dull the pain in the slightest.

“You will understand the beauty of punishment” *SMACK* “And how it improves one’s self.” *SMACK* “You will learn Discipline.” *SMACK* “And you will mete it out with the importance that it deserves!” *SMACK*

William felt humiliated as the headmistress spanked him. Here he was, in the body of a sexy adult woman, and he was being spanked like a little baby. What was even worse, was that with each hit, alongside pain, he was also feeling pleasure. His fake vagina was even getting wet. The impossibility of everything was making him lose his sense of reality. His could not comprehend anymore that he as a teenage boy in a bodysuit. She was an adult woman, getting spanked by her superior and embracing the glory of punishment and discipline. Her cries of pain slowly became cries of ecstasy.

After what seemed like an eternity of being spanked, Headmistress Reynolds finally relented. She knelt down to William’s head.

“Are you now ready to truly begin your education?” She asked softly, almost whispering in her ear.

With tears in her eyes, William nodded.

“Say it. I need you to say it.”

“Yes. I am ready.”

“Good. Now get up. We need to get you dressed.”

The headmistress instructed her pick up the clothes off the floor. First was a black silk panties and bra, the latter of which Reynolds helped her put on as she had difficulty fitting in her large breasts. Then came a leather skirt and jacket. Finally, a pair of stiletto heels that matched Reynolds own. She then sat William down in front of the mirror and did her makeup, giving her strong eyeshadow and dark red lips.

“You will soon learn to do this yourself of course, one must maintain discipline in their appearance, but I’m willing to be lenient on your first day. Now get up Deputy Headmistress Willa Daniels. You have a very important two months ahead of you.”

Willa, as she thought of herself now, was still having trouble comprehending all this. She figured she should be having a panic attack, but there was something that made her want to take this challenge on, to prove herself to the headmistress. She stared into her reflection, seeing a strict and powerful looking leather clad bitch, and found herself anticipating the reactions of her former classmates. The boys would not know whether to fear her or be attracted to her.  Ruminations of games she could play with her students filled her mind. She was going to have so much fun. Deputy Headmistress Willa Daniels of Crawford Prep stood up on her 5 inch stiletto heels and followed the Headmistress into the hallway, ready to begin her new life as a disciplinarian.

(If you like my stories and would like to commission one, please email me at demarchist93@gmail.com)