Ladyboy Massage Stories

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Shemale Orgy

by xploring96 on Nov 14, 2017
Transsexuals & Crossdressers

The following story includes transgender characters, Domination/submission and derogatory terms used to humiliate. If this offends you please do not read any further. Feedback on my stories is always appreciated. ***** All Ron could think about while he stared into her sultry eyes with their smoky dark eyeshadow was, how lucky I am that I am a faggot....

Made to Obey Ch. 01

by madetoobey on Jun 18, 2019
Transgender & Crossdressers

Let's get this straight. I'm not gay, not a sissy or faggot, I'm a normal 30ish heterosexual guy okay! So why you might ask am I writing this dressed in a dark blue dress, black stockings with suspender belt, light blue panties with a white polka-dot pattern and bow, matching bra, 3-inch-high-heels, with my cock in a chastity-cage and with my hair, make-up,...

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...

A Teen Seduced and Hooked on Anal Ch. 08

by walterio on Aug 5, 2019
Group Sex

AUTHOR'S NOTE: For this episode I changed the category from Gale Male to Group Sex because there are threesomes and straight sex in the story. TUESDAY'S SHOOT Eric was up early and worked out at the fitness center since the filming was set for late morning. He had eggs for breakfast again after his workout. He was at the studio by 9:30 and the filming was...

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...

First Suck

by mercury7259 on Dec 10, 2019
Transgender & Crossdressers

Donna I'm sitting here looking out the window, seeing, but not really looking. My mind is racing, not being able to single in on any one particular thought. I see puffy cotton ball clouds and a radiant blue sea as the voice comes on and says "We'll be landing in Manila in 30 minutes. The current temperature is 86 degrees and clear. We hope you have enjoyed...

Meat

by xploring96 on Sep 15, 2017
Transsexuals & Crossdressers

The following story includes a transgender character, Domination/submission and derogatory terms used to humiliate. If this offends you please do not read any further. * James was supposed to meet a friend for a late dinner at "Meat," the best steak restaurant in town. Then just as James arrived, he received a text informing him something had come up, and...

Anal Anywhere, Anytime Ch. 01

by walterio on Jan 22, 2020
Anal

PRELUDE It was the first time that Charlotte had ever come to my place. We had fantastic anal sex on Friday night and we were up for more on Saturday morning. It was a rainy summer day and we were in no rush to get out of bed. She had ridden my cock until she orgasmed and now it was time for me to take that scrumptious ass again. I caressed her ass and tea...

Marion's Turn Ch. 01

by jomar on Sep 13, 2017
Fetish

I stood in the foyer. She was gorgeous. Hair up, dressed in black; corset, stockings, panties, high heels. And a strap-on. "You really gave it to me good last month, baby. I didn't expect those other guys. At first I was a teensy bit mad...but I gave into it and I couldn't get enough cock, could I, baby. Mmm, those cocks in all my holes, all slippery with...

A Pornographer's Apocalypse

by eneo on Sep 1, 2017
Humor & Satire

[Inspired by and dedicated to a very lovely Swedish woman The screenplay was submitted separately] Director's Diary 12.1.2011: We're waiting for Moi and Soi to get here, they're the asian ladyboys we've booked to play Toi and Noi. From their pictures they seem super hot and I think we'll get a boxcover that people will love. I picture Soi sucking off Moi...