Ladyboy Stories

221 results
Orientation
Length
Source
Infinite Scroll

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...

Juliette Gets a New Dress

by Dreamstime on Sep 16, 2017
Transsexuals & Crossdressers

It builds up like a huge wave of excitement, lust and fear. My want for a dirty, no holds barred session with my wife. She knows it's building up in me, the grumpy comments, the early morning hard-on's that prod her in the back. Nice, romantic love making has its time and place, but the sexual animal in me is beginning to stir. "I want to be your sex...

Lin

by goldbloke on Sep 13, 2017
Fetish

It's time. Time to make my fantasy a reality. I book a flight to Thailand for the next day, only a cheap one to Bangkok International; I'll worry about a hotel when I get there. I land in the early evening and waste no time putting my plan into action, taking a cab to Pattaya as soon as I arrive and seeking out somewhere that manages to blend the seedy wit...

Blind Date

by VeniVici on Sep 16, 2017
Group Sex

"Hello, I'm supposed to be meeting a Mr. James here." The receptionist looked up from her desk and glared at Zil, seriously not smiling. "I believe you'll find him in his suite, on the first floor. The River Suite." She snapped, returning to her bookwork without giving so much as a second glance or a welcoming smile. Zil walked slowly, almost hesitantly...

Marion Turns Me Round Ch. 04

by jomar on Aug 30, 2017
Transsexuals & Crossdressers

You might want to read the earlier chapters for a bit of context.... On the other hand, you know what you're in for here. I hope you enjoy the kink, baby. ***** Earlier in the day Marion had my hair styled, made me up, decked me out in womanly attire and accessories then thoroughly fucked me on her elegant leather couch. It was now early evening. And it...

Lucy in the Sky

by DirtyyDom on Jan 16, 2019
Erotic Couplings

It was half past midnight at Club Sky; sweat was beginning to overpower the smell of cheap cologne and booze. On the dance floor what looked liked a large school of confused sardines, wriggled around to a rhythm. "It's your round, bro." Patrick asserted. "I've got two bids over there eyeing me in the corner. They're looking a little thirsty—parched, if you...

Letter from Lythgoe Heights

by justincbenedict on Mar 7, 2018
Transsexuals & Crossdressers

Dear Shoeblossom: I want to tell you about my male master, Emil. He is Austrian, and although I am, I think a heterosexual male, not really bisexual, or maybe a bit now... But Emil is a find! Just this morning I was being tutored in how to edge without cumming. When I got close, kneeling in front of Emil, he reached down and tweaked the mousetrap on my ri...

Amethyst: a Story of Fulfilment

by frillypanty on Sep 16, 2017
Transsexuals & Crossdressers

Leading an Idealistic Lifestyle [This may be the conclusion of the sequence of stories starting with 'Velvet: a Story of Obedience Ch. 1; we'll see. Whatever, I have to admit that this is the story that is closest to my own heart -- I only wish that my life had been like this. fp] I think I must be one of the happiest men ... women ... people alive. I sc...

Cockatoo Pt. 10

by nikkiesilk on Sep 16, 2017
Transsexuals & Crossdressers

I live for feedback. ***** We woke early as Alex had to be at the airport to catch the flight with Kritsada at 7am. He was going to pick Alex up from the flat in his car as he headed off to the airport. I was going to follow a bit later as I had to collect Samantha from her flight for our planning meeting. I lay in bed and watched as Alex got ready to leav...

Friend in Need is a Friend Indeed

by StarfireMayo on Sep 12, 2017
Loving Wives

Episode eight of the erotic photo journals of an English Teacher in Thailand. * Noi held me tight. I felt her warm body press against my back. I counted myself very lucky indeed to have settled down with this particular girl. Noi is always very attentive, loving, and obedient. Thai women are very shy and prude in public, and make up for repressing their e...