Ladyboy Massage Stories

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The Booted Barberess Ch. 03

by trasaro on Sep 16, 2017
Fetish

After some fantastic leather-clothed and booted sex, I was about to take the lovely Emma out for a pub supper at "The Stag in Rut" in Bodling. I had only met her earlier that day at the barber shop in Bodling, where she worked, when she had given me rather more than a haircut. We had quickly realised that we shared a number of fetishes, including boots, leat...

Cockatoo Pt. 17

by nikkiesilk on Sep 19, 2017
Transsexuals & Crossdressers

Previously in Cockatoo James, recently divorced, travels to Bangkok on business for a fresh start. He meets Alex, a friend from their university days, whom he discovers is now transgender. Alex and her partner, Areeya, a Thai girl, run a successful restaurant and ladyboy bar on Koh Samui, an island off the coast of Thailand. James falls in love with Alex an...

Makati Ch. 09

by massageaddict on Jul 15, 2020
Novels and Novellas

Chapter 9 At 7:45 I rode the elevator down to see that Sam had the car ready and was waiting for me. I motioned that I would be getting in the front seat and told her to go to the Hotel where we would be picking up Jack and Yomi. I looked down at Sam's long legs encased in her stockings and felt a stirring of my dick. Damn, I needed to get laid tonight. We...

Home Again

by PeggyBuxton on Mar 6, 2018
Fetish

The senior year at the university was over at last. Tom had already broken up with Carrie. She was his mother's age and married. It wouldn't have lasted no matter how good the sex was. There had been two others before her, both similar ages, both married. He was handsome and could have had his pick of beautiful coeds. They never seemed to offer the same exci...

28-year-old Bisexual Stepfather Ch. 18

by walterio on Apr 16, 2018
Novels and Novellas

AUTHOR'S NOTE: Reader feedback was to continue with this series. Thank you! Reminder: This series contains straight sex, bisexual sex, gay sex and incest. ***** DAY TWO OF THE CRUISE That morning Dustin was up early and decided to get a quick workout in before breakfast. He went to the fitness center whish was virtually empty. There were only a few other...

Swiping Right for Susan

by aussie_101 on Sep 12, 2017
Transsexuals & Crossdressers

I very nearly swept left. I mean, she was gorgeous. Better than gorgeous, quite honestly. She had the body: curves and boobs, legs and rump. She had a very pretty face, and a beautiful smile - a real light-up-the-room beamer, a genuine smile. I was drawn to her, and I don't mind admitting it. And that's exactly what I was looking for: a connection, an attra...

A Very Different, "Three's Company" Ch. 03

by walterio on Sep 24, 2019
Novels and Novellas

Jack, Chrissie and Janet had been roommates for months. Chrissie and Janet loved staying at Jack's house with the private swimming pool, jacuzzi and sauna. Most of the time they spent in the backyard they were naked. The three of them were tan from head to foot. They often had sex when outside and sometimes in the pool and jacuzzi. Chrissie liked to ride J...

Once Upon a Laundry Ch. 02

by thekestrelkid on Aug 7, 2018
Transsexuals & Crossdressers

At 7 sharp I knocked on Jessy's door nervous and anxious still not entirely sure what I was doing. I couldn't believe how hot a time I had down in the laundry room with her making me finger my own ass like a "pussy" and jerk off for her. The thought of taking it to the next level was exciting. Jessy answered the door dressed only in an over sized t-shirt a...

Cockatoo Pt. 21

by nikkiesilk on Sep 16, 2017
Transsexuals & Crossdressers

I live for feedback. ***** Following the call to Kritsada, I stayed in Cockatoo, chatting to Nin who had brought me another beer. I asked her to join me for a while, and we talked about last night. She had really hated Tony and was delighted with what we had done. I was quietly impressed; she was pretty, her English was excellent, had a great sense of humo...

Me & My Wife Are Sisters Now Ch. 02

by gayindia1980 on Sep 16, 2017
Transsexuals & Crossdressers

This story is in continuation of my last story Me & My Wife Are Sisters Now Ch. 01 ***** Next morning, we both slept quite late then our usual time, I don't know about Shivika but I was still feeling cum inside my ass. Last night my wife, Shivika was fucked by 2 sexy men in a 3some and then one of them fucked me really hard. Shivika woke up around 9:30 an...