Peeping Alex

 Just a couple hours earlier Lara had been singing his boyfriend, Alex,  praises to the other girls in the locker room after volleyball practice. “He is so sweet, the other day we spent all evening walking by the park” she said, “and he is such a gentleman, he really is the whole package!”. 

The other girls laughed seeing their friend so hopelessly in love, but still they cheered her on and complimented her on her relationship as they began to change out their uniforms into something more comfortable. 

“Did someone hear that?”, asked one of the girls. Lara had heard it too, something like a metallic bang…having already gotten changed, the girls figured it maybe had come from the garden outside on the other side of the wall, but Lara wasn't so sure. With the locker room empty, she pretended to leave but stayed quietly behind the door, until she heard a metal door being opened and caught his “perfect boyfriend” Alex walking out the locker he had just been using as cover to peep at the whole team. 

Lana saw red and Alex almost wet himself at the sight of his athletic girlfriend jumping on him and forcing him to the ground. He tried to get away, but Lara was too strong. He was put in a chokehold and his vision faded. 

When he came back, he couldn't see anything except for a cascade of blonde hair covering his view. he tried moving, but his legs were tied by the thighs and his arms were held painfully behinds his back with rope. He managed to get the hair out of his face and was shocked no see that he was in his girlfriend’s room and that he was dressed head to toe like a blonde cheerleader. He had a long blonde wig on his head, makeup on his eyes and he had been stuffed into one of Lara’s old cheerleader uniform, he even seemed to have tiny breasts under his top! He looked like a girl in some sort of fetish costume, which terrified him. 

He tried to cry out for help, but his mouth was taped shut and it had been stuffed with some cloth. The door opened and Lara walked in, one hand on her hip. 

“Looks like the pervy sissy is awake!”, said Lara, she was furious, but what scared Alex the most was her smile, full of malice. “How do you like your new outfit? It took a long while to get it on, but by now the glue should be set by now”. 

“Hmff! hmpff!”, Alex tried to talk plead with her, but only muffled sounds came out. Lara walked up to him, shaking her head. 

“I would save that voice of yours  honey. I can't believe I used to be so proud of you, and so in love! but you just had to let your dick dictate your actions…”, she smiled, sending a chill down the feminized victim, “but it's alright, you remember John? turns our he’s been into me for a while, so I’m heading on a date with him in a while”. 

Alex protested more, but it was useless. “Oh don't worry, I got something for you too! I told Ivan that I had a kinky friend who was very interested in him, he should be here any minute…I hope he brings enough lube”. 

An with that, Lara left the room, leaving Alex to process what she had just said. He knew Ivan well, he was popular among the boys and rumor had it, his size was very impressive, borderly excessive, something which seemed Alex was about to experience first hand very soon…

Bad Deals

 

John was a man that dealt in trades, his line of work was all about it. Normally one looks for a fair trade, but for John that was not enough, he’d often push business partners into less than ideal arrangements, knowing full well that refusal wasn't an option. Even if one managed to walk out of a deal with the devil, John made use of his powerful influence to make it next to impossible to cultivate any sort of business deals in the future. This amount of power had made John an arrogant man, the man in charge, he was the one making the rules, or at least that is how he felt. This of course didn't sit well with his secretaries, girls trying to climb the corporate ladder whom would often be offered a “deal” by John consisting of them whoring themselves in some degrading sexual act in exchange for a chance of maybe, someday, John remembering their name long enough to suggest a raise. Th complaints had piled up to the point the company couldn't cover it up any more, so they offered John a deal, he would “step down” of his position and retire to live  wealthy lifestyle while the company got rid of any bad press, it was a win-win situation

But not for John, he wouldn't be bound by anyone, much less his damn secretaries. He adamantly refused and not only that, he went on a tirade that threatened to bring down the whole business, John had to be dealt with now. 

It happened outside a bar.John was leaving somewhat angry about being just rejected by a woman. “Fuck her” he thought, failing to spot the two men coming up behind him. the last thing he saw was a rag being put over his mouth. When he came to, he was naked on the floor of some cell, in front of him was a set of lingerie. He stared confused until a voice coming from a hidden speaker addressed him: He had been taken away by some group calling themselves “The Court” and would never return to his former life. Just as he was about to start cussing out the voice the door opened and in came 3 women dressed in suits. 2 held him down and the third jabbed a needle in his arm, before leaving him alone once more

So started John’s new life, women would come, overpower him, and feminize him beyond recognition. What he would later learn were high doses of estrogen being injected daily into his system zapped him of any strength to replace it with softness and frightening curves. His thighs became plump and looked deliciously attractive while covered by his force fitted nylon stockings. His chest itched as a pair of A cup breasts budded out. No one would ever see him as a man again. After what felt like a year, maybe more, or less, he couldn't tell, his kidnappers offered him a deal: One of his old associates was looking for a trophy wife and he fit the bill, he needed some breast enlargement. If John accepted, he would be let go, sold and live a life of luxury as a classy married woman who would only need to worry about looking pretty. Compared to how he lived now, it sounded like heaven, but John was a man, the man in charge, not some toy to look pretty, and so he declined. The woman simply shook her head, as if she had expected the outcome. 

Now “Jasmine” as she is called, stood on a doorway wearing next to nothing. Legs splayed open, she leaned forward with her wrists tied together high above her head, her shoulders ached along with her feet trapped in her issued high heels but there was nothing she could do. After she had refused her bridal deal, Jasmine was put to work, that meant being whored out for money. She’d get to choose her client, but the choices didnt matter when both options were terrible, it always involved some sort of sadism, humiliation, degradation and spending the night bound, gagged, blinded and plugged. 

She heard her owner for the night walk up behind her and lay the paddle on her perky butt. She hated the paddle. 

“I will give you a choice, Jasmine dear, I can either spank that rear of yours until you cum from it, or I can fuck you raw until sunrise”, said the man. 

Jasmine felt some tears run down her cheeks, “Fuck me raw, daddy”. The man plunged deep into her as Jasmine thought about what his life would be like as a rich bride, she really wanted that deal back.

The Conquest

 

Nate had always been a bit of a feminizer, he would hit up clubs often and with some well placed jokes and a dashing smile would manage to take a girl home for the night, only to never think about them again. For him, it was more about the thrill of the chase, the conquest. Marriage seemed like something that would only get in the way what he enjoyed. He had explained so to the beauty in a red dress and heels he had been chatting up for the last couple hours. The woman had proved difficult to wow, but as she lead Nate into the hotel room, he knew he had outdone himself this time. Once inside the room, he turned around to look at his catch, but was only met by a bag over his head and a prick on the neck knocking him out cold. 

He would later learn he had been taken by a group know only as The Court, and organization that specialised in finding, kidnapping and transforming men into whores for profit. No time was wasted in starting Nate’s transformation, they’d keep him confined in a cell dressed in nothing but ill fitting lingerie, high heels and a flat cage to keep his withering manhood while force feeding him hormones along with every meal. His first surgery was one he earned for refusing to comply  with the dress code, they hard shortened his achilles tendon, making wearing anything other than 4 inch heels extremely painful. Then he got waist reduction surgery, making the ill fitting lingerie a now perfect fit over his curvy frame, as for his breasts, he was informed that his purchaser had asked for a smaller size. That night Nate had cried himself to sleep, knowing his old life was truly over. 

Now, Nora stood atop her bright red heels, she pulled a leg up to fix the seam of her stocking, knowing that her husband expected her to look perfect. She looked over the kitchen, perfectly clean and full of what surely was the dream setup of any housewife like her. “Housewife like her”, the thought echoed in her mind, seeming so correct yet so foreign at the same time. She had been delivered to her husband little more than 3 months ago, yet it felt like a lifetime. The first month hand been specially horrible as Nora found out her husband had quite the high sex drive, and he liked to be rough too. He would often slap her curvy ass while pounding it, or when he felt especially excited, he would hold what little remained of Nora’s past life between her legs and tease her about taking it away. Nora knew he wouldn't do it, he liked having a wife like her; something to represent his power, his ability to force his needs and desires over others, to shape their lives. Nora was his woman, his property, and his conquest, a toy he could do with as he pleased. Nora used to think committing her life to a single person was impossible, now, her life didn't even belong to her, yet the consequences of rebellion terrified her enough to keep her in line. 

She heard a car pulling up the driveway and took a deep breath, her husband was home, and she knew what he expected after a long day of work. With the click of her heels echoing as she walked, Nora just hoped he would be gentler this time, but there was no point. She’d take it and thank him, just like she always did. Just like he wanted.

Secret Admirer

 

Allen stood at the base of the stairs, terrified. He held onto the railing to support his shaking legs that were encased in tight  jeans the shaped his womanly ass, while his black top showed off his midriff and shoulders. The brush of his long brunette locks against his exposed shoulders made the sinking feeling in his stomach grow, every fiber of his  body was screaming for him to turn and run the other way as far as his high heeled boots would let him.

Allen had always been a closet crossdresser. It had started with “borrowing” items from his mother and sister when he was a teen, how he hadn't been caught was still a mystery. Then he had gotten a job and managed to move out into a tiny but respectable apartment in the middle of the city. Sure, paying rent wasn't great, but it gave Allen a taste of freedom, and that meant more time for him to spend dressed as “Amanda” . Years of experience an

d a slim body meant that Allen was able to make for a very convincing woman, but still he was too afraid to ever step outside of his apartment when in-femme. The fear of someone else who lived in the building recognizing him was too much. His caution had proved to be useful, as none of his neighbors suspected anything. Along with his crossdressing, Allen had gotten into the habit of online shopping, it was just too convenient not to use it, that of course included shopping for his secret female wardrobe; Wigs, makeup, heels, purses and skirts, he would order just one or two at a time along with a bunch of other “normal” items to avoid any unwanted questions. With so many packages coming so often, Allen thought nothing of it when an unknown box appeared on his front door one day, he figured it was probably he had ordered a while ago and just forgot about. Morning coffee still in hand, Allen took the brown box inside. It seemed weird, there was no branding and there wasn't a shipping label either. With cautious curiosity, Allen cut open the black tape and peered inside, what he saw caused him to almost pass out in shock. 

The box had a long printed list of every girly item Allen had ever purchased along with his full name, address and personal information. the receipt came attached to a picture, it had been shot through his window, some crazy pervert had been looking in through what seemed a high zoom lens and managed to capture Allen mid-dress up, with his face on display!, on the back of picture was a note written in black ink:

“Hello Allen, or should I call you Amanda? As you can see, I know what you have been using are those girly purchases you have been making, I have to say, you make a stunning babe! Since I know you don't want our little secret to be posted on all your socials, here is what you will do, you will wear the clothes in this package, shoot at least 30 sexy photos and then mail them to the address below dressed as Amanda. Make sure to follow all my directions, I will be watching, sissy” - Your secret fan. 

Allen felt like throwing up, he was being blackmailed by some insane pervert. He thought about going to the police, only to realize he would have to out himself as a closet crossdresser, and if he didnt, he would be outed as well. He looked at the bottom of the box and found his photoshoot outfit: a set of black lace lingerie and a long wig. He was fucked either way. 

Now, “Amanda” lifted one heeled foot and started to go up the stairs on her way to the post office. He still had the black lingerie underneath, another order his anonymous tormentor had left for him along the many requests of vulgar poses. He was well aware that in his purse he was carrying what equated to  even more damaging blackmail material, but what other choice did he have?. Taking another step, the clock of hs boots echoed on over the white tile, each step closer to surrendering his life to a complete maniac. A man coming down the stairs and greeted Allen, chicking his ass out before leaving. Allen cursed himself, crossdressing was meant to be like a dream,, something he did for him in order to escape his reality, but now he was trapped in what could only be considered a nightmare of his own making

Meanwhile, somewhere, his secret admirer kept a close eye on his new plaything, they were gonna have a lot of fun together going forward, especially with that ass Amanda carried.

Sister's Punishment II

 

Will’s heels clicked over the wooden floor of his living room as he ran around setting up the christmas decorations. His sister Alice and her friend Liz would be back soon and he knew better than to upset them, after all, that is what had gotten him in this awful situation to begin with. A week earlier he had been caught with the panties of Liz, so the girls had decided that if he wanted Liz’s clothes so bad he could have them, they had superglued him into Liz’s tight latex mini dress and dropped him off at a college party with the promise that if he got a man to take “Willow” home, he would get the solvent. The hungry stares Will got from the guys and the grinding over their hard cocks he had to do on the dance floor had made him want to die, but before anything else could happen the party was cut short as the house owner’s parents had come home early from their trip and were obviously upset. Amidst the confusion, Will had slipped out the back and had made the walk of shame back to his house dressed like a latex stripper but ready to get the solvent.

However, the girls didn't feel like he had earned it. He hadn't gotten a man to take “Willow” home, so there was no deal. Will pleaded and kneeled before them on the verge of crying. he felt humiliated, dressed as a girl in full latex and begging his sister and her friend, but what choice did he have?. Upon seeing his pathetic display, Liz burst out laughing, further crushing his male pride.

“Okay Willow, I’ll tell you what, since you made me laugh I will let you out of that dress”, Will looked up, hopeful, “but Willow will have to make an appearance at next week’s christmas party”. Will’s heart sank, but he couldn't refuse, it was either dress up again or stay as he was. 

“Great! oh, and just to make sure you don't try to back out last second, you will have to use something”. That something turned out to be a flat chastity cage, again, Will had no way of refusing and so Liz was the tasked with locking away his manhood, the cage was so tiny that it hurt poor Will.  She then hung the key from her necklace like some sort of trophy. “See you next week, Willow!”.

Now as he prepared the house for the party, Will was having second thoughts, he had gotten his “clit” as his sister called it, caged, and he was back to being stuck in a dress!, not only that but this time he felt extra slutty; his red vinyl mini dress left nothing to the imagination and hugged every curve that Liz had crafted with the use of a corset, his white platform heels, courtesy of his sister, and red gloves only served to make him more feminine. Alice had even forced him to get fake tattoos, Will was nervous that people would think he was “that” kind of woman. 

The doorbell rang and Will strutted over to open the door, it was hard to not shake his hips side to side with his current footwear. Alice and Liz greeted him and walk in followed by no less than 10 guys!. “Come on Willow, don't just stand there, greet our friends!” said Alice. Will did as instructed which meant he had to give each guy a kiss on the cheek with his cherry-red lips. He was afraid of what would happen if the guys found out he was a guy dressed as a woman, even in his heels they still were taller than Will, not to mention muscular. 

“Willow!”, Liz called from the living room, “why don't you shake that little butt and get us some drinks?”. And so, Will spent the better part the night acting like a maid for the guests, each trip meant a smack or feel on the ass or a shot Liz would make him down so after a while Will himself was feeling dizzy. He didn't even notice when his sister and Alice disappeared each with a guy in tow, but he did notice the meaty hands that grabbed him by the waist and pulled him in to grind onto his girly ass. Will could clearly feel the outline of the guy’s erection pressing right into his buttcheeks which frightened him. However ,due to being drunk and stuck on the stupidly tall heels he wasn't able to run away. He spayed out his arms trying to balance and not fall forward as the guy humping his rear started to go faster. His manicured hands landed on the crotches of two guys now standing each at his side with a smirk on their face. A fourth man walked up to Will’s dolled up face, and the sound of three zippers being pulled down in unison filled the room. The guy humping Willow’s ass grunted and blew a white sticky load all over Will’s feminine ass and his back. With now four fully erect cocks surrounding him, “Willow” felt weak, vulnerable and scared. One thing was for sure, “she” was going to have a very white christmas.