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Chapter 16
by Loserman
What's next?
THE RED-DRESSED WOMAN.
Josh looked at the woman at the bookstore.She was pretty, with an elegant face, long black hair draped over her back, and the simple yet classy red dress, highlighting her tall and lean figure. The line before her made Josh curious - turning into a celebrity seems fun… he raised his hand, and ZAP!
The boy instantly transported across the mall, now inhabiting the woman’s role. He instantly felt something wrong within him. It was a feeling so alien that he can't even describe it. It was like something was stretching his belly open! But as he was thinking about it, he felt a strong tingling feeling around his crotch! The sensation caused him to yelp and stand up - the line of people staring at him with raised eyebrows. “I-i h-have to go to the bathroom!” Josh stuttered and quickly ran to his right where he saw a unisex bathroom sign.
As he did, he took note of his flaccid cock slapping on his legs. God, another panty-less gal? What is up with women today, Josh though.
He didn't waste any time as he arrived in the restroom. Confirming he is alone, he looked at his beautiful reflection and hiked the dress upwards.
The woman’s thighs were milky and soft, her crotch shaved, and her vagina… had a cable coming out of it. Wait, what!? A small, pink device was strapped to her leg, connected by a cable to something stuck a bit inside her pussy. Josh looked downwards, seeing the same device tapped to his ballsack. But that did not resolve the other sensation which he was feeling. Disregarding that, the boy bent over to remove the device from him - the motion causing the weird sensation in him to move and cause pleasure. What the fuck, Josh thought… that felt like something was inside of him. Could it be…?
Josh carefully turned around and stuck his rear towards the mirror and lifted up his dress. The woman’s but wasn’t the biggest but it was nice and perky, white and creamy. But there was something between those soft cushions. Josh grabbed the lush cheeks and spread them, exposing the worst - a pink plastic handle stuck the anus. A butt plug.
SLAM! The door to the bathroom swung open violently, startling Josh. As he made himself presentable, a man came up to him. He was short, with a blocky build, beard and glasses. Looked like a nerd. Yet he had a very snarky and mocking expression on his face. “Well well well baby, I didn't suspect you’d tap out this early, ha!” The man laughed. Josh saw that he had a remote in his hand. With what he was saying, he had to be behind this! “Y-you are the one who strapped this to me!” Josh yelled. The man looked confused. “y-yeah? I did?. Because you asked me to, remember? Wanted to see how long you will last? You freaky bitch.” he laughed.
Josh facepalmed. Of fucking course. He had to somehow convince him to stop this, but he also couldn't reveal why. “Listen man, w-whatever i said yesterday, i take it back” Josh said, trying to put on a wispy voice. ‘I don’t want this anymore, please take it all off.” It seemed to work, as the man’s mean scowl disappeared, and he looked genuinely concerned. “Oh, its okay babe. Just say the safeword and we’ll stop.”
Oh shit. Josh couldn't think of anything, so he just helplessly stood there and stared at the guy - who’s dominant posture was slowly coming back. “Oh honey, you got me there for a second! I get it now..” He came closer to Josh, putting his large hand on his ass. he leaned closer. “Now you little slut, go back out there and try to last as much as you can, unless you wanna cum in front of all your sweet adoring fans.”
Josh gulped. This was gonna be hard.
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Switching roles around
Josh's plain life is about to get whole lot weirder.
A young man recieves a magical item with a power to "switch roles". It doesn't work the way he thought - but he's still gonna have lots of fun with it.
- Tags
- crossdressing, role swap, role switch, body swap, disguise, pretending, mom
Updated on May 16, 2025
by Loserman
Created on May 11, 2023
by Loserman
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