Caught Dressed As A Girl Stories

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Orientation
Length
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Infinite Scroll

Amy's Fascination Ch. 05

by MontanoIR on Aug 1, 2018
Interracial Love

Amy collapsed back onto the bed, covered in sweat, her pussy filled with a black man's cum. She had awoken in Treyvon's bed that morning with his hard black cock poking her in the thigh. She couldn't resist waking him up with a blowjob, which soon led to her riding the fat black shaft until it was shooting its seed inside her once again. Even when they were...

A Time to Play, and Grow Ch. 07-08

by Metalopn on Sep 14, 2017
Transsexuals & Crossdressers

Disclaimer: This story is a work of fiction that came to me in a dream. It contains many sexual practices including straight, gay, and bisexual actions, and is based heavily around transgendered sex and life. There may also be talk and possibly some levels of BDSM. This is not a fantasy, only the imagery of a world unfolding inside my own mind. CHAPTER SEV...

Rita Ch. 01: Guardian Angels

by PapaBear76 on Sep 14, 2020
Erotic Couplings

This is a work of fiction. Any similarity between this story and any other is coincidence. This is a different kind of story for me. It is my attempt to reach for a higher level of story. This de-emphasizes the erotic (sorry pervs) and yet entertains and builds characters. I intend this to be a four-part series, but who knows? Please remember that all of t...

New Punishment System Demonstration

by TUnicornLiterotica on Jun 15, 2020
Transgender & Crossdressers

DISCLAIMER: This story involves the degradation of a trans character, this is not meant to be read as transphobic scripture. The writer, being me, is trans, not that makes it automatically okay, but just understand, this is a fantasy, and it fulfills some of my submissive desires. Characters all 18 years old above etc. * * * * * Carla had just been pulled...

Forced Ch. 02

by GoodGameBadMan on Sep 25, 2017
Novels and Novellas

Please Comment. My work is inspired by your words. I want to hear what you think. --------------------------------------------------------------------- Chapter Two Tonight, was a night he had taken considerable special effort to get together. Asking his mother if he could borrow her car was the final touch to the outcome he had in mind. She had acquiesced...

Hooter's Waitress Humiliation Ch. 03

by exhootersgirl on Sep 19, 2017
Exhibitionist & Voyeur

The cab ride home was degrading. I was obviously disheveled and looked like I had been treated the way I had. Plus, I was a young woman, holding a wad of cash, staggering out of a luxury home where she had been in the company of a bunch of older men. I felt sure the cab driver, a small Middle Eastern man, knew exactly what I had just done. The rational par...

After the Shock Ch. 04

by DonLeeds on Sep 13, 2017
Novels and Novellas

42) One day I opened up my special e-mail account and there were two messages. One was from Tom Griffin's first wife. I opened up the e-mail. "Thank You! I just loved your present. I would love to meet you, whoever you are. Anxiously awaiting your reply. Mary." The second e-mail was from wife number two. It was short and sweet. "I knew he was scum, but...

Clarissa's New Job Pt. 05

by Lisa_Sweety on Dec 7, 2017
Erotic Couplings

Thanks for reading my story. This won't make much sense if you haven't read the other parts. :) ***** Emma opened the door as I approached and I saw her standing there in all her beauty. I smiled as I approached but let my eyes wander downwards, enjoying how she looked in her red shirt, denim shorts and black stockings, the tops of which were just visible...

Angie's Valentine's Gift

by parts guy on Sep 16, 2017
Loving Wives

Well, Joe left a few weeks ago. after saying "good bye" to Angie. Apparently they did it out on the deck, then Angie gave him head in the airport parking lot. The details made me very horny, and we had great sex while I thought about her with other guys. The only problem I had was the fact that she enjoyed it too much. Just like the previous encounters, no...

[K][T] and Family Ch. 06

by pocketrocket on Sep 14, 2017
Novels and Novellas

Author's note: As the wedding approaches, many threads draw together. Pardon if I miss a couple. The next installment will conclude the story. Chapter 18—Releasing Steam Interlude: 25th Anniversary Cindy: Aunt Francine's famous party ended fairly early. I think it was because of the drive home. In any event, Mom went up to Dad, while Aunt Francine, Aunt...