Caught Cross Dressing Stories

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My Wife Caught Me Cross Dressing Pt. 04

by RhondaParker54 on Feb 11, 2019
Erotic Couplings

Just as Rhonda suspected they all had another gentle play before they all fell asleep, this time with Rhonda in the middle and the girls cuddling into her from either side. The next morning the alarm woke them as Rhonda had to leave by eleven to return to her other life. It was always a sad time, but they all knew it had to happen. After breakfast, Rhonda co...

Halloween Cross-Dressing Bash Ch. 03

by BOSTONFICTIONWRITER on Sep 16, 2017
Exhibitionist & Voyeur

She escorted him to the other side of the store and now that he was relaxed enough to take note of the woman who was helping him, he determined that they were both about the same size. She was pretty, much prettier than his wife. He felt better knowing that she could help him pick out the correct sizes he needed without making her think that the clothes were...

Caught Cross-Dressed & Dominated

by bondage_philosopher on Sep 12, 2017
Fetish

The day had been pretty boring at college. I couldn't wait till I got home. I knew today would be the day. Both parents would be gone, and I just received my package in the mail. As if it weren't great enough, tonight was the first night of spring break. My parents wouldn't be gone for only one night, but they were taking a vacation and leaving me home alone...

House Mother's Toy

by 0ra11yfix8ed on Sep 17, 2017
First Time

I was reading a story about cross dressing and was commenting on it when the comment started being longer than the story... so...I decided to post it as a story. ***** I was a freshman at OSU fifty years ago. Freshmen were required to live in dorms back then and my building was four to a suite. My roomies and I started a game: how many panties or bras cou...

Caught In the Act

by secretanon on Sep 12, 2017
Fetish

Please read the previous 2 stories before you read this if you want to know a bit about the characters! They follow similar adventures if you enjoyed this and the story flows better. Thank you! ***** Once I had developed a friendship with a fellow panty boy, things started to get fun. I don't have anyone else I can talk to about wearing panties. It felt ex...

Who Are You?

by ErosApostasia on Feb 13, 2026
BDSM

Who Are You? Chapter 1 Synopsis Ero gets caught with a handful of his girlfriend's mom's panties, and suffers the consequences. Chapter 1: Introduction I'm caught red-handed, hands deep in the satin and lace panties of every color imaginable. Mrs. Bethanny Domin, Katie's mom, stands in the doorway, hands on her hips, h......

Freddie Becomes a Cross-Dresser Ch. 03

by BOSTONFICTIONWRITER on Sep 16, 2017
Reviews & Essays

I walked over to the lingerie section. There was a woman, an employee, who was bigger than me straightening the merchandise. I tried to move to wherever she wasn't but she had radar as to where my next move was going to be. "May I help you," she said with that tone to her voice and an icy stare in her eyes. I really didn't want her help, but I felt that I h...

Another Day at the Office Ch. 03

by mslstoy on Sep 12, 2017
Fetish

This is the third chapter in a story involving female domination and forced cross dressing, if these are not to your taste I suggest you move on to another story, but if they are then I hope you enjoy my little offering. But I do suggest you read Chapters one and two first. I'd just like to say a big thank you to everybody who has given me encouragement to...

Do You Know A Cross-dresser? Ch. 02

by BOSTONFICTIONWRITER on Sep 13, 2017
Reviews & Essays

Do you know a cross-dresser? I bet you do only you'd never know it. I ran into my friend Stuart over the holidays. I haven't seen him since I saw him in Marshall's clothing store last winter when he was dressed as a woman, albeit a super sized woman. He was a bit cold to me and I don't blame him. We had a polite conversation asking after our wives and kids...

A New Year Pt. 01

by femmed on Sep 12, 2017
BDSM

Author's note and disclaimer: This is a story containing non-consensual sexual acts (including cross-dressing, bondage, and other fun stuff) performed by a woman on her unwilling slave. In real life, all acts should be consensual - stories like this are only for fantasies and for fueling scenes. Comments and criticisms are welcome, of course. I'm in the p...