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.
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