Gay Transformation Stories

30,213 results
Orientation
Length
Source
Infinite Scroll

Developing Emma Ch. 04

by Sputnik57 on Sep 19, 2017
Transsexuals & Crossdressers

Emma took comfort in the shoes he'd bought her as the days passed, and as she slept she thought hard of the warm suitor's face and kissed her pillow; her anus tingling sweetly on the butt plug, imagining the beautiful sensation she'd experienced when he'd mastered her for the first time. She yearned for him and hoped he'd not just used her for a moment's ple...

An Obsession

by Marcus_Cicero on Jul 30, 2019
Transgender & Crossdressers

It would have been after that documentary. The one with a feature on online dominance-submission relationships on Fetlife. Because before that moment in time life had been so vanilla. Marcus had been queer and had had a boyfriend or two... or three since turning 18. Well, hell, he'd been to the bathhouses since turning 20. He'd even gone as far as to create...

I'm Now Called Dee Ch. 05

by RomeoDelta on Mar 5, 2018
Transsexuals & Crossdressers

Saturday night came at last, we were going out clubbing to a gay bar. We'd both showered, shaved, moisturised and generally pampered and preened ourselves. Put on our sexiest lingerie and our new glam dresses, hiding my Adam's apple with a choker. I also had sling back shoes, new matching clutch bag, into which I'd put certain feminine items including some...

The School Slut

by cherrybubblebutt on Sep 12, 2017
Transsexuals & Crossdressers

At the start of my transformation I was a young guy in Cornwall a rural county in the UK. I played a lot of sport and was considered one of the 'cool' kids, I was kinda small and petite and had a feminine figure but that didn't matter I would go from girl to girl whenever I wanted. But then it all changed, by 'accident' I clicked on a gay porn link and wat...

The Proof is in The Pudding

by desireethtttv on Sep 16, 2017
Transsexuals & Crossdressers

When my girlfriend of two years mentioned she liked to watch female impersonators perform, I seized the opportunity to confess my lifelong addiction to cross-dressing. The expected reaction of disbelief was no surprise but her reply of, "Well, let me see you dressed," was although welcomed, a bit of a setback. I'd not planned the truth to be revealed at suc...

Margo's Weekend

by margobicd on Sep 14, 2017
Transsexuals & Crossdressers

Finally it's Friday morning and soon it'll be quitting time. I've been waiting for this day for 3 weeks. This morning I got up early and took extra time in the shower to make my body nice and smooth once again. I love the feeling of being smooth all over. Only an hour to go till quitting time, 60 minutes till my weekend starts. Finally I'm out of the office...

Ellie's Weekend

by RomeoDelta on Apr 10, 2018
Transsexuals & Crossdressers

This story is a work of fiction. Any similarities to persons living or dead is coincidental. The story has been inspired by things I have seen, read or conversations I've had. - - - o 0 o - - - I'd finished reading Carly's latest email. She had just invited me to spend the weekend with her in Brighton. We had never yet met in person, although we had been c...

Losing My Maleness To Become A Girl

by Lyricala on Sep 14, 2017
Transsexuals & Crossdressers

This is the first part of a story describing the path to a dramatic transformation in my life changing my sex from male to female. I did it for a Nigerian man at his request and I must confess I am truly happy. I certainly did not expect this to happen when we first met but now that I have made the journey I realize the girl I am now was always in me. It jus...

Transformation to Julie Ch. 01

by muffinstud on Sep 13, 2017
Transsexuals & Crossdressers

It started innocently enough. My new girlfriend, Kallie, was doing a beauty course and needed someone to practice make-up on. "Keep still while I pluck your eyebrows," Kallie said. "Ouch, that hurts," I moaned. Pretty soon my eyebrows were perfectly shaped. "I'm not sure about this Kallie," I berated. "You'll look great," Kallie replied. "That's what I...

Robin's Adventure

by RobinTVDaniels on Sep 14, 2017
Transsexuals & Crossdressers

I wanted him to have me completely and totally. I couldn't believe I was feeling like this as I sat in the passenger seat of his car. His cock felt so large in my hands. I.... well I guess I'd better explain who "I" am. My name is Robin Daniels, I'm transgendered. I guess I've known it for a while. I used to pray each night when I was younger that when I wo...