Ladyboy Massage Stories

55,680 results
Orientation
Length
Source
Infinite Scroll

Blackmailed by a Bitch

by HarlanPilate on Sep 25, 2017
Transsexuals & Crossdressers

'I got it,' Laura said, running into the kitchen. 'I got the job!' That's great,' Dave said. He hugged his fiancée, full of joy at the news. Laura had been desperate to find a new job. Anything to get away from the place where she worked under her nightmare boss, Gloria. 'When do you start?' Laura's smile disappeared. 'As soon as I get my reference.' 'Fro...

The Lab Rat Pt. 04

by TheMarlboroMan on May 13, 2020
Transgender & Crossdressers

The Lab Rat Part 4 Karla Wasley, Leah Guzman, Robin Venters, and Anna Edwards were standing there in an observation room watching me in my total nakedness via the eight-foot wall screen thanks to hidden cameras in the examination room as I came all over the ladyboy's face after he could no longer swallow what I was spurting fast enough. What struck them as...

NOT Waiting For Godot XXX

by eneo on Sep 1, 2017
Humor & Satire

Characters: Noi Toi Moi, the ladyboy actress who plays Noi Me, the writer, director and DP (director of photography you dirty-minded people!) Yes, I appear in all of my movies, usually as the lead actor, a balding Jewish nebbish who gets the best and prettiest asian ladyboys. and featuring Ron Jeremy, as Marlan Bondo Opening Scene: [Dialogue between T...

My Treasure

by Tetris07828 on Sep 19, 2017
Transsexuals & Crossdressers

I drive truck. Have all my life, ever since I was a kid. My dad took me to my driver's test in a jacked up Ford 150 pickup and had to explain to the examiner that this is what I practiced with. Since then I got my CDL license and have been driving the big rigs. Got to admit, I love the life. You have to love it or you're going to be one miserable bastard. Th...

The Club

by SweeetLee on Sep 13, 2017
Transsexuals & Crossdressers

They entered the club and were greeted warmly by a long-time acquaintance. She was a dark haired beauty, and the one who had first told them about this place and used her membership to get them in. It wasn't that it was exclusive. It was off-limits to outsiders. You had to know someone just to learn the address. She ushered them through the very legitimate...

The Neighborhood Ladyboy Ch. 01

by Rstyusameg on Sep 16, 2017
Transsexuals & Crossdressers

All characters are fictional, except me, everyone in the story is over 21. My stories will involve, male/male sex, crossdressing, racism, bad language, and drug use. So if this offends you please don't bother reading. * Wearing my favorite low cut denim jeans, showing off the "tail" of the whale from my stringy pink thong, I walked into Albertsons. A loca...

Learning About Kathoeys

by walterio on Dec 2, 2019
Transgender & Crossdressers

PRELUDE Andy Morris was waking up slowly and as he stirred, he felt the presence of another body in bed. He rolled to his side and saw the lovely Jasmine who had stayed the night. She was on her side facing away from him and he took in her naked beauty. He recalled the night before and the marvelous sex they had together. As he looked at her incredible ass,...

Business to Improve Sex Lives Ch. 05

by walterio on Oct 23, 2018
Novels and Novellas

MORE EROTIC TRAINING ON THE AGENDA Trace and Brittany woke up in a spoon position with his morning erection pressed into her curvy bottom. His hands encircled her upper body and fondled her lovely breasts. If they didn't have a client that day they would have made passionate love as they always enjoyed each other so much. "I really love your body and cares...

Face Down Ass Up

by Junglist187 on Jun 1, 2020
Transgender & Crossdressers

A few years ago whilst living in Manila in the Philippines I met and formed a very strong friendship with Leslie. Leslie was a very petite ladyboy I had met online on one of the dating apps, we had chatted for a few days and then we planned on meeting each other face to face. I had already told her that I'd only ever met one ladyboy before and had really...

Makati Ch. 05

by massageaddict on Jul 15, 2020
Novels and Novellas

I sat at my favorite table smoking when Lilly showed up to ask if I needed anything. I asked for a bottle of Perrier and she smiled and said "Right away Mr. Bob." I sent off a few emails, sent some pictures of the new place to my wife and then scrolled through my WeChat deleting all the whores wanting to connect then checked my Whatspp. I had a message from...