Dressing Stories

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Orientation
Length
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Infinite Scroll

The Store Is Closed (for some)

by ourfriendlarry on Sep 14, 2017
Exhibitionist & Voyeur

This is the first in a series. It starts a little slow but I am attempting to set the stage, as it were, for what is to follow. This is based partly on reality, and partly on a fantasy that the 3 prime players share. It seemed like the drive would never end, but now that I was there the anticipation was so great it was like I'd just left the house. So, this...

Out of the Frying Pan...

by sin2win500 on Sep 16, 2017
Transsexuals & Crossdressers

Its hard for me to describe how it first happened. Sure it would be easy to say that it was a midlife crisis... if I weren't 36. The truth of it all is, I just wanted it. I didn't "have it all" but I did have a pretty damn good life. I'm married, well might be was married soon, with a job as a retail coordinator for one of the nation's most affordable, yet t...

Do You Know A Cross-dresser?

by BOSTONFICTIONWRITER on Sep 16, 2017
Transsexuals & Crossdressers

Trans-genderism: Cross-dressing I never considered writing a story about cross-dressing until I was confronted with it. I just recently found out that a friend of mine who I have known for several years is a cross-dresser. He's a good guy, a family man, is married with kids, and, by all accounts, appears normal. Whatever that means? Yet, what is normal? Am...

In The Dressing Room

by crazybbwgirl on Sep 13, 2017
Erotic Couplings

Family get-togethers. Keith loved them and he hated them. But there was no getting around them. And there was no way he was going to meet Sammi’s parents until he had purchased a new outfit. Keith, Sammi’s tall, lanky lover of several months, was primed to meet the family. Although she loved his ragged jeans and worn work shirts, he was anxious to make a goo...

Dressing Room Creampie

by pinkysurprise on Sep 19, 2017
Exhibitionist & Voyeur

While no one was looking, she grabbed my hand and pulled me into the dressing room with her. We were at one of the more upscale clothing stores at the mall, where the dressing rooms are down a little hallway and have full-length doors. We weren't exactly isolated, but no one could see us, and if we were quiet, probably no one would bother us. I had been foll...

Public Places

by HoneyHumperdink on Sep 12, 2017
Exhibitionist & Voyeur

*Morning* After a little bit of persuading, I agreed to go hiking with you because you promised to take me shopping later. I didn't know we'd have to leave this early. At least you're the one carrying the backpack with our water, snacks, and a first aid kit. We reach the top of a hill and I'm out of breath. You make me keep standing as you lift my tank top...

Freddie Becomes a Cross-Dresser Ch. 02

by BOSTONFICTIONWRITER on Sep 16, 2017
Reviews & Essays

I walked in the store and continued over to an area where there weren't too many women. Even though I wanted to cheat and buy a pair of jeans, I figured that I'd have to wear a dress to experience the real effects of cross-dressing. There, that's another insight. Cross-dressers probably, I'm thinking as I wrote my thoughts in my notebook, would rather wear d...

The Cat and the Fiddle

by severinrossetti on Sep 13, 2017
Erotic Couplings

Music washed over Karen, as soft and soothing as the caresses of her master, the Maestro. She had been bound, she had been beaten by him, and now she knelt by him as he reclined on the couch, his eyes closed in appreciation of the peace which the music brought. One hand rested on Karen's neck, fingers curled beneath her chin to hold her head up, keep her ba...

Cross Dresser Flashing for Nude Day

by SuperHeroRalph on Sep 16, 2017
Transsexuals & Crossdressers

This is a Nude Day contest story. Please vote. * Having fun flashing the sexy, pretty neighbor his pantyhose clad cock on Nude Day James, a cross dresser, had some sexy flashing fun planned for Nude Day. Taking a long sensual and sensuous bubble bath first, wanting to look pretty, feel sexy, and smell divine, he took his time getting ready by shaving, wax...

New Knickers

by fewella on May 15, 2018
Exhibitionist & Voyeur

With thanks to Jasmine27 for help with editing. You may like to read some other short stories about this couple: A Taxi Ride Home, The Beginning and A Birthday Massage. ***** So, did I tell you about the time I took my wife lingerie shopping? No? I didn't think so. About six months ago my wife and I were making plans for a business dinner at home. I've st...