Tranny Stories

1,390 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

Balls On The Line In City Trading Ch. 02

by gomorrah on Sep 16, 2017
Transsexuals & Crossdressers

So with much apprehension, I turned the handle on the blue door. Stepping through, I struggled to adjust my eyes to the brilliantly white light streaming out of the other side. I raised my hand to try and filter the glare, and heard the door click shut behind me, and then double-click again. Instinctively, I tried for the handle on my side, but there was no...

Coromandel Ch. 01

by Tantalus17 on Mar 12, 2018
Sci-Fi & Fantasy

Note: This is another piece I had written but not submitted over the past year or so. There are several more chapters written, unlike Take a Chance. Yes, the NerveGear comes from an anime/manga series, Sword Art Online. The series raised some questions, I thought, that could not be explored in that format, because of the age of the target audience. The wor...

My First Boyfriend

by DailyReader on Sep 13, 2017
Transsexuals & Crossdressers

I groaned as I rubbed myself through my black lacy panties. As my hand moved, I began to grind up against it, my hard cock pressing against the soft material. Whimpering, I began to squirm, unable to help myself as I came, soaking my panties and leaving me a sticky, cummy mess. It had become my daily routine -- get up, go to class, walk back to my dorm room...

The Cabin

by Miles63 on Sep 18, 2017
Transsexuals & Crossdressers

Author's Note: I have had this story stuck in my head for some time, I hope you enjoy it and it is a bit long. Don't worry, I will get back to my other stories soon, promise. "Edited 20/07/14" * * * Jake looks at his watch in frustration, they should have been at the Cabin hours ago. Mike is driving through the woods, looking at his Sat-nav like he wants t...

Sweet, Young Stephanie

by RegularGuyinOly on Sep 25, 2017
Transsexuals & Crossdressers

I live in the mellow town of Olympia, Washington. A nice place, though quite rainy, with lots of places to hike, kayak, and backpack. Bicycle too if you don't mind getting soaked. I'm an average, middle-aged guy, in pretty good shape, and I love the tight, fit women that seem to be everywhere around here. After getting divorced a few years ago, I found mysel...

A Sissy Saga Ch. 11

by Snurge on Sep 15, 2017
Novels and Novellas

"Your financial accounting is abysmal, Miss Hancock." said the man from the Department of Inland Revenue. "Some of the necessary records are incomplete and others are totally missing. How can you hope to complete a Tax Return for your business without appropriate qualifying evidence?" Miriam Hancock eyed him with some malevolence as he poked the documents i...

What We Do For Our Children Ch. 02

by wieliczka on Sep 18, 2017
Romance

For the first few weeks at home and in her counseling sessions, Sue continued to play the aggrieved wife to the hilt. It is what she had done all her life. It covered up so many things so well. The problem was that her individual therapist was not a push over. The song that Sue was singing started to get old very quickly. She was confronted on her behavior,...

Hi, Polly

by MawrGorshin on Sep 16, 2017
Interracial Love

In Pattaya Beach, Thailand, Polly, a short, pretty young Thai prostitute, was chatting with her ladyboy friend Anchali. They were sitting on the steps of the entrance to an eatery owned by Polly's older brother. As the two friends were chatting, Polly watched the white male tourists as they walked by; she smiled at the better-looking ones. Anchali frowned....

Demoted Ch. 01

by maidashley70 on Sep 12, 2017
Transsexuals & Crossdressers

Monday I had been working in this office for a couple years, I was a floor supervisor had my own office and a few people under me. It was very easy and never had any trouble at all. I am also a cross dresser and I didn't know it but my story starts with a page I had on the Internet. I checked my messages on it one day and forgot to close it out, but I didn'...

N Is For Natalie

by BethanyJ on Sep 13, 2017
Transsexuals & Crossdressers

It wasn't much of an auspicious beginning. The very first two words I said to Natalie were simply 'Good afternoon', and my first action was to lay my small mesh basket in front of her and smile. "Good afternoon" she'd replied, and reached to take my small bunch of bananas from the basket, ring up '65p' on her till, and put them into a small bag. But it wa...