Crossdresser Caught Stories Stories

187,637 results
Orientation
Length
Source
Infinite Scroll

Carrying On Ch. 02

by Betrayer_of_Skalathrax on Sep 19, 2017
Romance

Well folks, it's been a while and I deeply apologize for the delay. Life gets in the way and soon the wife and I will welcome a new baby boy. This should be an interesting chapter and it took quite a while to get it the way I kinda wanted it to go. Before we get to the good parts, I have a request to you, my readers. Which direction should this story take?...

My New Neighbours Ch. 06

by csm1967 on Jul 30, 2019
Transgender & Crossdressers

Following Tilly and Angie's departure, I used what was left of the morning to mow lawns and tidy up around the garden. Katie went out to visit a new friend she had made at work, which was unusual as we kept pretty much to ourselves (next door neighbours notwithstanding), and said she would be a few hours. I finished the gardening and had just gotten out of t...

Anal Stories: The Subers

by velvetpie on Sep 16, 2017
Anal

ANAL STORIES: JANA SUBER ** The ad was on the fourth page of the newspaper's classified section. Small print, no header. Dr. Ana Von Gaarten, Ph.D. is seeking stories of anal sex for a sex study. Must be personal and must be well-detailed. If the story is accepted for inclusion into the study, the writer will receive $1,000 dollars and will be required to s...

Paula: The Girl Who Couldn't Say No

by Wyatt on Sep 19, 2017
Loving Wives

My wife's best friend. Also one of the best looking pieces of ass in the district. That's Paula. Five feet four of pure, unadulerated sex, all wrapped in the one gorgeous 26 year old package. I'd wanted her since the first time I'd seen her. Her short, honey blonde hair and to die for hazel eyes were set on the face of an angel. She looked about a 34C in the...

Miss Linda Ch. 05

by Bluepen451 on Sep 13, 2017
Erotic Couplings

Hi. It's me, the really nice, polite little second grade teacher—who likes tell you stories about her kinky sex life. I know you haven't heard from me for a while and you have probably been wondering what happened to me. You probably thought I joined a nunnery. No? Well I can see why you wouldn't think that, given the stories I've told you about my sex life....

A Horrible Diagnosis Spawns Adventures Ch. 02

by LadyIlsa on Sep 17, 2017
BDSM

Part Two: The Doctor is 'IN' Michael Robbs, MD was a man of contrasts and conflicts. As an oncologist, many of his patients were very ill. Sometimes his diagnosis was a death sentence and sometimes he could deliver wonderful news. He originally wanted to be a family doctor, but life sometimes changes your path without really consulting you first. A close f...

My Whore Wife Natalya Ch. 03

by cornferry2 on Sep 19, 2017
Loving Wives

I am resubmitting these stories under a new profile. They are my stories. I changed some names for personal reasons. ***** My obsession with my wife's past sex life changed our relationship forever. A few months ago, I met Natalya's previous lover in the Ukraine where I confirmed that she had indeed entered into a sex for money relationship. A few weeks l...

Turn Around and Do as I Say

by HardandFrustrated on Sep 12, 2017
BDSM

Separated by some 3,000 miles, I wrote several stories for my girlfriend, hoping to keep us in touch and sexually connected. This and other stories are fiction based on her fantasies and written with her as the first person. I tried using details to evoke visions of what the characters would see, hear, feel, smell and taste—something I believe is missing fro...

Trey

by chocolatecherry on Sep 12, 2017
Interracial Love

Trey pulled me to him, kissed me deep, and stroked his long, dark fingers over my smooth, wet pussy. Moaning into his mouth, I came, reveling the in the wild sensations his fingers brought me. The sound of his soft, breathy laughter filled my head, making me moan. When he pulled his lips from mine and started whispering into my ear, I lost it. Legs shaking,...

Putting on a Show

by gk_811 on Dec 16, 2017
Loving Wives

"She's gorgeous," my wife said, "No way is he marrying her!" My wife was commenting on the fiancée of my close friend, Raj. Raj was a good looking guy, with a decent build, but his wife-to-be was drop dead gorgeous. Black/brown wavy hair, 5' 7", almost pencil thin, with a small perky ass and boobs that were just the right shape and size that complimented th...