Erotic Stories Of Men In Women Dressing Room Trying On A Dress Stories

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Halloween Cross-Dressing Bash Ch. 06

by BOSTONFICTIONWRITER on Sep 14, 2017
Transsexuals & Crossdressers

Gloria left the store in the capable hands of her store manager, Sharon. After paying for his purchases, with Gloria giving Bob a very generous and unexpected 20% discount, Bob followed her car home in his pickup truck. He was just as excited to maybe have a sexual affair with her as he was with the thoughts of trying on the clothes he just bought. They sto...

Daddy's Sissy Staircase Ch. 03

by SissyLoniOR on Sep 28, 2020
Transgender & Crossdressers

This is part 3 of a 3-part series, to understand better, go back and read parts 1 and 2. Thanks for everyone's comments, this has been my first story here at Literotica, and I have ideas for many more. Please feel free to contact me with ideas for future submissive sissy slut stories! My visits to Daddy now typically involve more time than just during the...

Celebrating National Nude Day Ch. 06

by BOSTONFICTIONWRITER on Sep 15, 2017
Transsexuals & Crossdressers

"Okay, who's next? Who celebrated National Nude Day with this contest in mind? Who wants to share their story with the group? Is there anyone else with a story before we close the competition and take a vote for the winner?" Everyone looked around to see who else had a story and who else had their hand raised. "Also, let's not forget the rules. You must be n...

They Came Together

by Casa_blanca2 on Sep 13, 2017
Erotic Couplings

He liked her stories. She had a nice clean style, moved the story along, had a nice feel for the language. Her writing said smart. Her women had passion. He liked smart. He loved women. He was moved by passion. His lifestyle had been admired by many. His resume was long and varied. He had acted and modeled for jeans (good ass). He had been an entertainment...

Pretty Chris-tine Ch. 02

by jealouscuck on Sep 26, 2017
Fetish

My wife, Sharon, and I were lifelong friends. We eventually began dating and then got married. The idea that eventually shaped part of our sex life was her grandmother remarking that I was too "pretty" to be a boy. She thought that my complexion and clean looking face was attractive. One time as a lark, Sharon asked me to let her put makeup on me. I initiall...

A Paradox of Averageness

by Slirpuff on Sep 17, 2017
Loving Wives

I hate the mall. I don't think there is a married man alive that doesn't get a sick feeling in his stomach when his wife says those infamous words to him, "Honey, I need to go to mall this weekend." I, doesn't mean her by herself—no—it means WE are going to the damn mall, and there is not a force on this earth that will prevent it from happening. I've do...

How to Become a Sissy/Cuckold

by Quietoldie on Sep 14, 2017
How To

This is a How To Guide for Sissies and Cuckolds. Please do not read this guide if you have no interest in the cuckold/sissy lifestyle. Like most couples these days both partners will be doing demanding full time jobs. Traditionally husbands have done gardening, cleaning the car, putting out the trash, performing do it yourself jobs around the house, drivi...

Halloween Cross-Dressing Bash Ch. 04

by BOSTONFICTIONWRITER on Sep 16, 2017
Transsexuals & Crossdressers

"If I knew you a bit better, I'd tell you the other half of the story relating to the name of the shop and what my ex-husband tricked me to do, but it's a bit risqué and I'm embarrassed that I fell for it," she said with a sexy laugh. "I'm too trusting and it's only something that I would do. I should have known better," she said hanging his dress back on th...

Jerome's Special Salad Dressing

by quadcox on Apr 24, 2018
Humor & Satire

This is a satire of some of the stories that appear in the loving wives section. Be warned this story contains a white wife having sex with multiple black men, with some cuckolding elements. If this offends you then, please read on and you may call me a closet homosexual in the comments after. I have tried to make the story as clichéd and outrageous as possi...

The Live-in Maid Ch. 01

by Quietoldie on Jan 14, 2018
Transsexuals & Crossdressers

The back story I found my wife Carol through a dating website. She'd been in an abusive relationship before we met and realised I was not going to be any kind of threat in that way. I'd been single for a year or two and didn't want to jeopardise our relationship by explaining to her that I had a cross dressing and foot/shoe fetish. She's a few years older t...