Caught Crossdressing Stories

164,111 results
Orientation
Length
Source
Infinite Scroll

Liberation

by maxrifle on Sep 16, 2017
Romance

My wife and I had discussed our future on a number of occasions, most importantly how children fit into the picture. Quite simply, they didn't. We spent our first few years utilizing various birth control methods, but we eventually wanted to be free of worry. So we decided I would get a vasectomy. After having the procedure I was required to have a sperm t...

Descending Ch. 02

by missmetalhead on Sep 15, 2017
Erotic Horror

Soldiers left in the halls looked nervous at the unknown danger outside. His right hand man and the base boss man when Jason was asleep, Captain Barker, strode next to Jason as he made his way to Ane's prison. "What's going on Leutenant?" Jason steadied his frantic breathing and huffed, "I was standing outside for a smoke and I noticed there was nobody on t...

Six Weeks until Graduation

by jhammersmith80 on Sep 13, 2017
Erotic Couplings

I was 6 weeks from a new job and I could almost taste the freedom. No more grading. No more announcements. No more bullshit emails from parents about their precious children. I had been teaching dual credit World History to seniors at the same school for 5 years. They could get college and high school credit for taking my class and then passing the final e...

Teenage Centerfold

by Screnwriter on Sep 13, 2017
Erotic Couplings

It's a bright, sunny Saturday morning, and you and my sister are supposed to go to the mall together to shop for bikinis. You've been particularly looking for your first thong bathing suit, and are eager to try everything on that you can. You and my sister (she and I are twins) have been best friends for as long as you both can remember, and you feel as comf...

Kojak: In Sickness And In Health

by Pelaam on Sep 11, 2017
Celebrities & Fan Fiction

Kojak 3: Sickness and Health This story is dedicated to Milliemoons. In the subdued lighting of their living room, Theo and Bobby moved in concert on their settee to give and receive pleasure. They traded soft, loving kisses and tender caresses as their arousal grew slowly. Finally the need to unite to share their love proved to be irresistible. Theo arose...

My Punishment Ch. 02

by love4455 on Sep 16, 2017
Anal

Being in the house with Jason after he walked in on me was a little awkward. We were still workout buddies and we'd eat dinner together but there was tension behind our movement. It was like we tried not to get to close to each other or something. I hope Quinn won't notice it when he gets back tomorrow. I get to pick my man up from the airport at about 8:30...

The Inferno Ch. 02

by MaryMidnight on Sep 16, 2017
Novels and Novellas

The air inside the foyer rotunda smelled like Purell. There was a thrum of activity all around her, and high, well-lit ceilings that trapped echoing laughter and a general din, so that her initial sensation was disorientation, as if she'd stepped inside a shopping mall. This was nothing like the sticky-floored bar of her bathtub reverie, and she was confused...

One Night Stay

by memoriesanddreams on Aug 31, 2017
Group Sex

I pulled the card out of the lock and gently opened the door. As I stepped into the room I leant my head around the edge, looking at the double bed in the centre of the room. There she was, just where I left her, kneeling on the bed, ankles tied, blindfolded, and wrists tied loosely behind her back. Her hair hung freely below the blindfold and her lips were...

School Days

by Nightwork1 on Sep 13, 2017
Group Sex

I'd been on my motorcycle for over five hours. I knew riding from Los Angeles to San Francisco would be a long trip but I was pretty sure my goal at the end of this ride would be worth it. My destination was the Wabash School for Girls located in a rich suburb of San Francisco called Pleasanton. It was a boarding school my girlfriends parents had sent her t...

I am a Wanker Ch. 01

by robin35 on Aug 17, 2017
Fetish

"Hi my name is Roger and I want to tell you about my sexual life." "First of all let me describe myself. I am 47 years of age. I am 6ft tall with blue eyes and I am told I have broad shoulders and a taut butt. I live alone now although I have been married and have two grown up children. I used to work in the field of medicine but now I am retired on medical...