Shemale Cuck Stories

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Length
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Infinite Scroll

Punished in Paris

by maia24 on Sep 16, 2017
Transsexuals & Crossdressers

Maria the very pretty Irish transvestite had arranged to meet the men in Paris. She had agreed to be taken to a house in the suburbs to be punished, abused and sexually defiled by a number of men. She was dressed in a purple mini dress and wore very expensive lingerie. She was totally smooth and as she walked to the avenue to meet one of the men she was full...

Dick World

by darkness_drearing on Dec 25, 2019
Bisexual

For contributors As was stated at the top: while there were will be two general threads to go off of (for a guy and girl), feel free to create your own characters or scenarios. The only shared premise among them needs to be that they find themselves, however you decide that happens, in this universe and, as The Eagles would say, "You can check out any t...

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Shemale Fun

by orangemaestro on Sep 26, 2017
Transsexual

You are a good-looking man in your mid-twenties. You are 5'10, 170 lbs., and in good shape, with some muscle definition. You have always considered yourself a man's man, but lately you have developed a curiosity about women with...something more. When you fantasize, you sometimes find yourself imagining a cock between the girl's legs. Pretty soon, that's the...

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Brazillian Punsihment

by Ravenarioch on Feb 7, 2018
Transsexuals & Crossdressers

Frank Shepard a private detective who is trying to find his luck in Rio de Janeiro awakes in his bed during the day of Carnival, the sun's rays hitting his eyelids he turns himself over in bed and looks at the sky on this lovely day. His sky blue eyes thinking about what a horrible day to be a private investigator, his case was to find the little brother of...

Willing Cuck-Slut Husband

by mokey482003 on Sep 14, 2017
Fetish

Waking up, he walked naked (as required by her very strict rules) into the kitchen to make coffee, his wife of 15 years already gone to work. Even though she was nearing 50, she still had a hot body that men were more than willing to sample, 5' 2" and 125 pounds. She had fairly large tits with huge nipples that swelled up when she was hot. On the counter, he...

BBC for Hotel Hottie

by SirReal7 on Oct 29, 2018
Interracial Love

I stepped in the hotel room and looked the cuck up and down. He was pasty white and dressed in only pink panties. Blueberry candles scented the room nicely — not too sweet. I turned to the bed, and sitting on her knees atop multicolored blankets was a slender brunette. Her cropped hair was angled perfectly covering one eye. Her red lips parted in a devilish...

Blossoming Shemale Ch. 02

by TheTitLover on Sep 25, 2017
Transsexuals & Crossdressers

This is inspired by:http://www.literotica.com/s/reluctant-shemale tawnysuede's Reluctant Shemale if you enjoyed it, I hope you'll enjoy this series. * * * My name was James. It was, before everything that happened, anyway. I'd come from pretty good stock, as the snooty, upper class would likely say. I guess I still did, although it would take a DNA test to...

When Sara Met Bob Ch. 05

by yellowfrog on Sep 14, 2017
Fetish

Bob remains the love of my life, the fountain of my admiration! Handsome beyond words, virile and composed, sexually insatiable in many ways, Bob has become what every woman wants - in addition to her own husband, of course. In the intimacy of our extra-marital affairs I enjoy massaging his prostate, deeply and slowly, my fingers moving very deliberately to...

Susan Russo's heels create a cuck

by profperverse on Dec 3, 2019
Fetish

The minute I spotted them under her desk my fetish kicked in. They were sexy red high heels and their allure to a fetishist like me could not be denied. I had walked into her office just after hours to drop off a file she needed. Susan Russo kept the heels in the office to wear but stored them under the desk when she left for the day. They were only worn in...

A Dream Come True Ch. 01

by severomi on Sep 18, 2017
Transsexuals & Crossdressers

This is a two part story. Part I is reality and true while part II is my Dom's dream. PART I - The truth I'm an American abroad, been in Europe most of my life, now 58 years old and have been married twice with little success. I decided to change what I'm looking for, after having reflected on my previous relationships, where I had also two TG/TS relatio...