Crossdresser Costume Party Gangbang Story Stories

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Literotica Monthly Awards 2020: February

by Literotica on Jul 14, 2020
Erotic Couplings

Manu and I would like to thank all the authors who submitted during the month, and all the other months for that matter! We've tallied the reader's votes, and are happy to announce the winners of February's Reader's Choice Awards. First Place ($150 Cash Prize Winner):The Beast by Averagejoe1992Second Place ($100 Cash Prize Winner):Watershed by onehitwandaT...

Shopped

by Malinov on Sep 12, 2017
Group Sex

Cindy checked her phone again as she approached the building it designated. Unconvinced, she pulled a small notebook from her purse and checked the address written there. She compared the written address with the address her phone directed her to. She compared them both with the address carved on the facade of the building. A moment was wasted deciding wheth...

Eric's Dreams Pt. 03

by Genevieve_Ohara on Jul 14, 2020
Transgender & Crossdressers

Eric kept thinking about his sex problem. He was a crossdresser. But most gay men didn't like that. The sex, yes, but not the crossdressing. Gay men, at least most gay men, had no interest in lipstick and lingerie, and the thrill of passing as a woman. They wanted to fuck and be fucked by men. They wanted to have their cocks sucked by men. And they wanted to...

Kerri's Costume Party

by CorsetCutie69 on Sep 12, 2017
Transsexuals & Crossdressers

Let me start by saying that I have been a closet crossdresser since I was quite young. I have kept it a close secret for over 20 years now. I consider myself to be a semi-normal straight heterosexual married male with a liking for the softer side. I let my wife discover my secret about 3 years ago, after over 7 years of marriage. She was very supportive of m...

The Writer's Secret Ch. 07-08

by AnnMichelle on Sep 16, 2017
Transsexuals & Crossdressers

Synopsis: Loren had no idea what he was getting into when his agent suggested he write transvestite fiction. Nor did he realize how eagerly his wife Stephanie would embrace the idea of feminizing her husband. How far would they go? Chapter 7: Laura Buys Shoes. . . Lots of Shoes Loren rolled out of bed the following morning. He yawned. Despite having sex w...

A Sissy's Halloween

by Evangeline_E on Oct 29, 2018
Transgender & Crossdressers

Disclaimer/authors not: All characters in this story are over the age of eighteen. This is my first story so criticism is wanted as long as its constructive. I make these stories based on what I want and my own sexual fantasies. Thank you 😊 . * To tell this story right I need to start at the very beginning, the time where I first started to question my se...

Halloween: A Pussycat's Tail

by meowjennie on Oct 26, 2020
Transgender & Crossdressers

The Literotica Annual Halloween Story Contest is on! Read the scary sexy stories (new ones daily!) and submit your tale of terror for fame, fun, and a chance at cash prizes!" I smiled wistfully as I read the announcement on my computer screen. While I loved erotic stories almost as much as I loved writing, the unfortunate reality was that I lacked the talen...

Mary Becomes a Whore

by Juggerhead on Jul 30, 2019
Transgender & Crossdressers

Mark was like any other ordinary 25 year old guy with a regular 9-5 job as an office executive in an finance company. He was fair, around 5 feet five inch tall and had a slender frame. Often his friends and colleagues would ridicule him for his height and thing body. He had a boring life and didn't indulge in partying or clubbing. After his divorce he went o...

Create a porn star story

by fethishboy on Jan 23, 2010
Fan Fiction

There are many porn stars in the world. They are women who bring pleasure to men and women by performing the arts of porn. But what about their stories? What do they do in their spare time. Well these are their adventures. You could tell stories of the like of Gianna Michaels, Jenna Jameson, Summer Cumming, and many others. But who does the story star. Other...

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Augsburg Ch. 2

by Sigi on Sep 13, 2017
Group Sex

Things had gone well since the gangbang, the guys were real nice and polite and never mentioned that night, and it had been over six months since it happened and three of them had shipped out back to the states. I was feeling pretty safe and secure, then in December the young black MP and his family moved into the stairwell right upstairs from us, he was rea...