Caught Dressed As A Girl Stories

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Orientation
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Infinite Scroll

Airport Hotel

by sundancekid on Sep 13, 2017
Erotic Couplings

It was getting late. Dawn sat at her desk watching the clock. It seemed that the time was passing so very slowly. Her body was tingling as she thought about the evening ahead; it had been ages since she had last seen him. She looked again at one of his stories and realised she had to go to the bathroom to masturbate....again. Since their last meeting they h...

A Whore for Islam Ch. 01

by fillednbred on Mar 3, 2020
Fetish

Tags: Breast Expansion, Transformation, Growth, Bimbofication, Mind Break, Breeding, Interracial Disclaimer: The story, all names, characters, and sexual incidents portrayed in this production are purely fictitious and above the age of eighteen. No identification with actual persons (living or deceased), places, buildings, and products is intended or sho...

Jenny The Intern Takes Control

by writemarksmith on Sep 18, 2017
Fetish

I'd like you to meet Jenny, our new intern" James said with goofy smile. The small ad agency I ran hired an intern every summer, and I could see why there was a buzz around this one. Jenny was a twenty-one year old who exuded sexuality. She was sitting at her new desk, wearing a fitted white skirt that showed plenty of her crossed legs, a red summer sweate...

The Misadventures of Calamity Calla

by anastymouse on Sep 19, 2017
Group Sex

Although Steve and John were dreamy hot, I survived the initial sexual tension with both, and the three of of us settled in as good friends. These were great guys. If I favored one over the other, well you know, it would have become complicated. We were pre med and spent many late nights studying at the library. I felt really spoiled as I always had two gorg...

A Treat for a Trick

by BookWurm on Sep 17, 2017
Mature

Ted was in a rush to get back to the apartment and get out of there before Greg got home. He should have taken his time. Greg was there waiting for him. "Trying to get out of the bet, Ted?" Greg taunted. "Of course not," Ted lied. The bet was one of those stupid things the two of them (along with several of their friends) were always setting up. Althou...

News Story Ch. 02

by DaisyMontoya on Sep 16, 2017
BDSM

I could not believe it! I had just signed up for the ‘Surprise Me’ option on the sawhorse at Man’s World. This was supposed to be just an interview and fact finding mission. Howard Billings, my editor at the Hemmingsburg Report, had sent me to get the real story. It was my first assignment in my first job. I was so eager. Simply stated - I am going to get th...

Brianna Gets Caught

by Sissy_Sammi_ on Feb 7, 2018
Transsexuals & Crossdressers

All characters are 18+ years of age. *Also, this is the 6th installment in Brianna's story. It makes more sense if the others have been read. Also thanks for the support. ************************* Brianna was in her room at Diane and Rick's after school getting ready. She was given a short mid-thigh blue skirt, a white T-shirt, and her classic pink conve...

A Vulnerable Moment Pt. 07

by Cleevedreams on Jul 24, 2018
Mature

Breakfast was just cereal and toast, and both Trish and Anita delighted in constantly using Andrew as the 'butt' of sarcasm. Andrew tried to give as good as he got, but seemed to come off second best. Eventually, with the last of the coffee drunk, it came time to leave. Andrew said his 'goodbyes' to Trish, kissing her cheek, and repeating the process wi...

Teacher Finds a Master Ch. 06

by StoryTeller07 on Sep 18, 2017
BDSM

Slave is puppy trained Mrs Watson was shamefully sitting in her classroom, without panties. Every one of her students knew she wore nothing under the short skirt, which added to the humiliation. She squirmed on the hard seat, grinding her pussy into it. Knowing the seat would show a wet sticky stain when she stood up, made her squirm and flow all the more....

Sandler Finishing School Ch. 02

by humanoid_typhoon on Sep 18, 2017
Fetish

Introduction "Welcome to Sandler Finishing School, Miss Kennedy" I looked away, panting, embarrassed. I pulled my legs together to hide myself and shuffled up in my seat. Pleasure was still pulsing between my legs and flowing through my body as I breathed deeply, mortified at how I reacted. Professor Goodwin didn't seem to care. She walked around her desk...