Shemale Piss Stories

24,697 results
Orientation
Length
Source
Infinite Scroll

Cuckold in the Family Ch. 12

by swmichcuck on Sep 15, 2017
BDSM

After a fun filled night at the BDSM club in Detroit, as promised I prepared our little trio for a trip to Chicago to an underground sex club that a Dom had turned me on to. After researching the club on it's website, I registered us and paid the stiff fees that the club required. I had a meeting with Kayla and Cassie to let them know what to expect. They b...

Shemale First Time

by Canine51 on Sep 13, 2017
Transsexuals & Crossdressers

First time Sex with a shemale. Intro. I have read several stories of first time sex with Transexuals and none relate to my experience. So for those who are truly curious about how to go about it and what it is like this is my tale. I have always been a straight guy as far as I know. Married for over 15 years and never strayed once. Early in my life I was...

Lois Lane's Night Out

by exxxidor456 on Aug 13, 2017
Fan Fiction

As with all my stories, I welcome other authors to add chapters! Remember to like and bookmark your favorite chapters! Regular chapters with 5+ likes get a sequel, chapters with 10+ likes get two. End chapters get an epilogue with 10+ likes. Chapters with the most likes & bookmarks get updated first! All characters in this story are at least 18 years old...

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Making Francesca Ch. 02

by Spango on Sep 12, 2017
Transsexuals & Crossdressers

While slowly beginning to come to, Frank heard low voices somewhere off in the distance, but was unable to make out what was being said. As the grogginess began to wear off, a flood of memories came rushing into his mind; getting drunk at the bar and being caught wearing panties, being Tazed on his front porch, waking up chained to a wall in an S&M dungeon w...

Pam's Shemale Experience Ch. 10

by majicman21 on Dec 2, 2019
Transgender & Crossdressers

Pam woke up, and as she remembered what day it was, a smile crept across her lips. Earlier in the week, her owner had decreed that she would not fuck Pam until Wednesday. That had been Sunday night, and now, with Monday and Tuesday past, today would be the first time in a long time she would feel that magnificent cock opening her up. It's been too long.....

Misogynistic Man Owned!!!

by Ovid71 on Sep 12, 2017
Transsexuals & Crossdressers

You're sitting in a bar with his friends, talking about how there is this rumor that a pack of women are going around raping unsuspecting men. You all talk about; how all the men who were victims don't ever talk about what had happen that night, nor do they give any details. You say... "I can't believe it", I would tell everyone if I had fucked that many wo...

Shemale Utopia

by Lewd_Ruby on Jun 15, 2016
Transsexual

*De-De-De-De-Deep* *De-De-De-De-Deep* *Click* I gently pressed the large red button atop my alarm clock to stop the annoying racket of those high pitched beeps. Sitting up I began to take a look around at my surroundings, Beige wallpaper spread across the walls, the odd video game poster stuck on lazily with some blu-tack. Letting out a small sigh I swung my...

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The Gym Ch. 4

by Kip Carson on Sep 14, 2017
Group Sex

John arrived at Kate's house at 6:50 pm. She answered the door in a very tight fitting short dress. "Damn, you look good" John told her. "Sorry I'm so early, but I was so excited about tonight" he added. "That's fine, I'm always ready early" she said. "And you look pretty damn good, too" she added. She eyed him up and down. He was wearing black dockers, a ni...

The crazy ex girlfriend

by zbloutch on Sep 5, 2019
Fantasy

-I think there’s someone at the door. Peter sighed and looked away from the newspaper he had been reading since he had started his breakfast with his family. He looked at his wife and smiled. After sixteen years of marriage, as both were approaching their forties, he was still in love with Laura. Her brown hair, her blue eyes, not to mention her generous cur...

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Por que

by Ssrd33 on Apr 22, 2019
Transsexual

We're all super, for some reason my mouth felt tired and had a taste, my ass hurt, the other night we were having a great time on a record. It's the only thing I remembered from the other night. Suddenly the teacher said that a new student was going to enter. We were excited by a new student, fresh meat. The teacher said that his name was Melany, for some re...

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