Ladyboy Fuck Guy Stories

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Orientation
Length
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Infinite Scroll

Inheritance Includes a Houseboy Ch. 04

by walterio on Sep 14, 2017
Novels and Novellas

AUTHOR'S NOTE: This story contains encounters involving gay sex, bi-sex and straight sex which is why it was categorized under Novels and Novellas. ***** BETSY'S WEEKEND Betsy arrived early Saturday morning as she wanted to get started early. She was accustomed to morning sex with me in the office so I wasn't surprised. When she arrived I introduced her...

Addicted to Pream's Cream Pt. 02

by Vodka_Jim on Sep 26, 2017
Transsexuals & Crossdressers

Author's Note: I'm sorry it took me so long to complete Chapter 2 of this story. I plan to be more regularly submitting stories. I have a couple more in the works and then will probably come back to the Pream story line. I hope you all enjoy. I welcome your comments. *********************** My heart is beating so hard in my chest that I can almost hear it...

Transgender Avis's Incredible Power

by justincbenedict on Jul 4, 2018
Transsexuals & Crossdressers

Skokie, Illinois, 2009 Aiken Aycock was sad to be losing her brother Aiden to the operation. He was a great guy, but he gave Aiken the beatings and torture she needed. But he'd finally gotten the money to do the big change. Aiken had really enjoyed supporting Aiden, letting him live in her apartment...stripping naked when she got home, and taking a few fro...

The unexpected housekeeper Ch. 02

by manhasso on Mar 30, 2020
Transgender & Crossdressers

For finding out how our heroes started living together, please read "The unexpected housekeeper." This is the continuation of their story, presenting how a lonely, overworked lawyer had his life changed by a not so regular housekeeper. 1.Friday evening After that day's marvelous morning, and having a good day at the office, I got home around 8 pm, as usual...

Patricia

by Victor Field on Sep 12, 2017
Transsexuals & Crossdressers

This is inspired by, and sort of about, the incredibly beautiful Brazilian transsexual porn actress Patricia Araujo - Machado is her real last name (though in this story she doesn't do porn these days a la Elisha Cuthbert in the underrated "The Girl Next Door," the only actual similarity - no proms or award robberies here!). Apart from her, none of the chara...

She Sucks She Cock by the Sea Shore

by FredTR on May 21, 2019
Transgender & Crossdressers

It felt like it had been years since Liz had been able to take a day and just relax. Her first year at college had been a whirlwind of papers, tests and classes. And her job at the bookstore. Sure she'd gotten laid a few times (okay, maybe more than "a few" times), but that just seemed to stress her out more because she always felt guilty and worried her boy...

Exotic Escapades Ch. 03

by exroticdistant on Sep 14, 2017
Transsexuals & Crossdressers

The smell of wood and coffee filled the quiet house as Tammy slowly picked herself up from a plush couch. Daggers of sunlight blinded her eyes as she eventually got on her two feet. Her body ached, and she noticed a small pink bandage on her left leg. The terror and pain of last night shook her as she slowly tried to find the kitchen. In the distance, she sa...

Poolboy's Bi-sexual Clients Ch. 04

by walterio on Sep 12, 2017
Group Sex

THE PARTY Jack, his mother Audrey and Jack's girlfriend Mandy had arrived at Cindy's and Ricky's home at 4:00 PM as planned. Shortly thereafter Monica arrived with her son Larry, his wife Janine and their friend Bert. They were followed by Cassie and her new lover Nichole a Eurasian beauty. Sophia and her brothers Karl and Stan were the last to arrive. Ever...

Twisted

by StiffClit on Sep 14, 2017
Transsexuals & Crossdressers

"Baby, are you sure this is the place?" Eve squealed a bit too loudly, her voice both high-pitched and thick from the third Cosmopolitan. "This looks so, I don't know; fancy-shmancy for a full on mix-it-up ladyboy bar. I know, I know, this is South Beach and everything here is la-de-da, but still, I thought it'd be more of a dive." She leaned deep into the f...

Seduced and Hoodwinked Ch. 03

by walterio on Jan 4, 2018
Transsexuals & Crossdressers

THE CLUB IS OPERATIONAL It had been five months since Darin moved in with Jasmine and her ladyboy hand maidens. The women's club took off very quickly and they now had nearly twenty women using the spa services offered at Jasmine's house. Each woman paid a $100 annual membership fee and then they paid for services when they received them. Darin was kept bus...