Ladyboy Stories

221 results
Orientation
Length
Source
Infinite Scroll

Not Divorced

by foozzzball on Sep 16, 2017
NonHuman

Becky twitched an eyebrow at Anne. "So what is it now, anyway? Treyer or Salcedo?" Anne hadn't seen Becky in three, four years? It'd seemed like a wonderful, wonderful idea to try and catch up. "Still Treyer." She scratched the back of her neck, just under the first fronds of short hair. "We were thinking we'd hyphenate and be double-barrelled, if it ever b...

Kasey's Confession Ch. 15

by KaseyLegs on Sep 12, 2017
Transsexuals & Crossdressers

Dr. Duckworth, who looked just like the crazy shrink Gary I'd met while apparently imagining myself as a prostitute, had apparently been consulting with Dr. Bennett and others during my coma. He was very interested in the psychological effects that being in a comatose state for an extended period of time had on a person. When he informed me that he was willi...

Two Birds with One Stone

by erectus123 on Mar 7, 2018
Erotic Couplings

Dear readers, all sexual events involve persons above the age of 20. A lot of the dialog is dialectic and its rendition is not necessarily grammatical but does honestly represent the way people talk and think these days. ***** TWO BIRDS WITH ONE STONE Best friend's girl grabs your cock? Waa-ta-do? Can't believe it, did I say that. Can't believe, dam I ca...

Guilty Pleasures

by trevorm on Sep 16, 2017
Transsexuals & Crossdressers

Trevor parks the car at the far end of the large car park so we're not seen arriving together. That's very important. We play by my boyfriend's rules. I have no choice in the matter. "Come on you little slut," he says, killing the headlights and switching off the ignition. He doesn't smile, only puts his hand up my dress and feels my crotch. "Jesus!" he say...

Cockatoo Pt. 01

by nikkiesilk on Sep 14, 2017
Transsexuals & Crossdressers

I live for feedback. ***** It's a cliché, isn't it? Man comes home early and finds his wife in bed with someone else. Only slightly less of a cliché in my case, as the 'someone else' was my wife's closest girlfriend - closest in every sense of the word. It was a quick divorce; no kids, only a rented flat, so the only squabbles were about books and cds. In...

Housemate Deception

by EnojadoConsado on Sep 16, 2017
Transsexuals & Crossdressers

I watched my Amelia, my new flatmate walk to the kitchen. I took a moment from my videogames to watch her walk past. She was only wearing a shirt and panties. It hadn't taken her long to get comfortable around me, her having only been here for a month. She reminded me of myself a few years ago. I was only three years older, but I noticed despite being a girl...

Cockatoo Pt. 43

by nikkiesilk on Oct 8, 2018
Transgender & Crossdressers Stories

Chapter 43 "Shoot him." Aki's voice bounced around the walls of the garage as I stared down at the gun in my hand, unable to grasp what was happening. Aki stood behind me, wrapped my fingers around the stock and pushed my forefinger through the trigger guard. He held his hand over mine and pointed the pistol at Jandaeng. "Shoot him and you will be rid of...

A Very Different, "Three's Company" Ch. 02

by walterio on Sep 13, 2017
Group Sex

AN INSATIABLE MORNING It was a Saturday morning and the three roommates were just being to stir. Jack got out of his bed with his morning piss hard-on and headed for Chrissie's room. He loved to fuck the pretty blonde into submission with his morning erection. They didn't get to have morning sex too often but when they did it was wild and mind blowing. He f...

Cockatoo Pt. 34

by nikkiesilk on Sep 14, 2017
Transsexuals & Crossdressers

I was getting seriously pissed off being everyone's punch bag, but he had me backed into a corner, and I knew I would have to go along with him. But, it gave me a glimmer of hope that I could get Jandaeng off my back. With my head in my hands I said, 'I have no choice, I agree.' He pushed my phone and wallet back across the table. They had been taken from m...

Vanilla Fudge

by bb1212 on Sep 13, 2017
Transsexuals & Crossdressers

This story could have gone into either the non-consent / reluctance or into the transsexual / cross dresser category. It contains explicit description of a non-consensual encounter between a transsexual and a straight man. If this is not your thing please pick a different story. I am happy to receive feedback, positive or negative, about the characters or st...