Caught Dressed As A Girl Stories

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Caught in Panties & Dominated Ch. 05

by Tracy69 on Dec 3, 2019
Transgender & Crossdressers

Cast Trace - me Tracy - me, dressed en Femme Rick - head of security at work, had just caught me masturbating at work, dressed as a woman Ken - my roommate Ok, ok, I hadn't mentioned this before, but my roommate Ken is gay. He would flirt with me from time to time, even hit on me, and I pretended to discourage him, but sometimes, late at night in my roo...

Blonde on the Bench

by AceStroker on Sep 1, 2017
Exhibitionist & Voyeur

There she was, a young woman from the local college, sitting all by herself on one of those benches inside of the busy mall. She was quite a cute girl, one whose beauty and sexual flavor caught my eye long enough for me to discover something else very interesting about her. She had dirty blond hair tied neatly in the back, wore a light jacket, and an extreme...

The Club

by JRob on Sep 14, 2017
Exhibitionist & Voyeur

It was known as "The Club". No, not the contraption which saves your automobile from being stolen. Not a book of the week, panty of the month or basket of cheer club. Just "The Club". There were three members of The Club: William, Danny and me, Jonathan. Three teenagers who met it high school and then moved onto the local community college. We were buds,...

The Island and the Girl

by Bo_Singer on Apr 9, 2019
Exhibitionist & Voyeur

I arrived on the island in the middle of my year-long backpacking trek across the world. It was exactly what I was looking for: warm, sunny beaches, palm trees, a cheap hostel, cheaper food, very few mosquitoes and most of all, very few tourists. Its bars and guest houses were by and large empty and neglected. Many of them verged on forlorn, and the pace of...

Caught Out Again and Again Ch. 04

by grgy56 on Oct 5, 2020
Transgender & Crossdressers

Caught Out Again and Again Ch. 4 So here I am in the living room with my girlfriend Cheryl. Seems I never learn anything. When she said she wouldn't be back until late this evening, I thought I'd enjoy the day dressed "full girl". Unfortunately (?) she came back just after lunch to get some files she forgot and found me dolled up in the kitchen. She was t...

Caught Out Again and Again Ch. 03

by grgy56 on Sep 14, 2020
Transgender & Crossdressers

There I stood. Dressed and girlie in the middle of the kitchen with my spent cock in my palm. Cheryl my girlfriend came home unannounced to get some files she forgot this morning and caught me in my bra, panties, stockings and garters cleaning up my lunch dishes. She didn't recognise me at first especially with my make-up and blond Farrah Fawcett wig on. S...

Day at The Gym: Mary

by Jappio on Aug 30, 2017
Exhibitionist & Voyeur

Day at the Gym is a crossover. You can read any character's story in any order you'd like. ***** Part 1 "Hello?" Julie called out as she looked around the lobby. Jenny and Mary joined in the surveying, but they were sure they were alone. "I guess we should just go home," Mary suggested with a forced chuckle. She knew it was a long shot, but maybe she cou...

They're My Sisters Too!

by grgy56 on Sep 18, 2017
Transsexuals & Crossdressers

To recap, I sneaked into my sister's bedroom through the adjoining bathroom and dressed in some of her clothes. My best friend Chris caught me. He was shocked at first but then quickly recovered especially after I sucked him off and he exploded in my mouth. After a short recovery, he ended up fucking me in end. Then with Chris' cum dripping out of my ass ......

Sarah's Games Ch. 01

by suggestiveness on Sep 12, 2017
Exhibitionist & Voyeur

Sarah had positioned herself on all fours atop her bed facing away from the open bedroom door. Her jeans and underwear were bunched at her knees, her shirt and sweater disheveled around her neck, and her small breasts were pulled up and out of her bra, hanging free, with painful wooden clothespins gripping each nipple. Her hands were handcuffed in front of h...

Summer of 18 Pt. 03

by trace_ekies on Aug 31, 2017
Exhibitionist & Voyeur

Summer of 18, Pt. 03 - Copyright, 2007 - 2014, Trace Ekies. All rights reserved. =-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-= 'Summer of 18' is a rewrite of four stories I wrote nearly seven years ago. The separate stories in their original form have appeared on two other web sites. The four individual parts are being submitted to Literotica, one after the othe...