Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

Cinderella

by macymadison on Sep 14, 2020
Transgender & Crossdressers

The original Grimm's fairy tales were not quite as homogenized as the current versions and were meant to scare children into being good. Although this particular version of Cinderella does not include anyone getting their eyes plucked out, if non-consensual sex bothers you, you may want to skip this fairytale. *** The afternoon sun had shifted in the sky...

Accidental Daddy: A TS/CD Novella

by RoryOmore on Dec 24, 2018
Transgender & Crossdressers

Authors Notes: This is an edited and consolidated version of "Accidental Daddy," originally posted in separate parts between November 2017 and March 2018. ----------------- This was my first attempt at a TS/CD story, written to explore the reactions of a straight older male on encountering a sissy for the first time. Tory Buckingham was inspired by my im...

From Friendship Comes Love Pt. 01

by 65rebel on Mar 21, 2018
Transsexuals & Crossdressers

Author's Note: This is a work of pure fantasy. The story contains sexual activities and situations between a man and a transgendered woman that are to be read only by readers above the legal age of consent. All characters are above the age of 18. As you can guess from the title, this is a love story between the two main characters. That's means if you're...

Soul Sisters

by frezrevup on Sep 19, 2017
Transsexuals & Crossdressers

Novella Length ~ 35,000 words For those that can't wait: Ch.19 - First Date with black man Ch.20 - Sissy Sex Soul Sisters Chapter 1 Lori swept into our lives like the hot August winds of Tucson. My wife, Erin, and I moved there for the fall semester when I got a job as an assistant professor at the law school. Erin found a job at Lori's dad's small acc...

A T-Girl Fairy Tale

by ruwild on Jul 15, 2020
Transgender & Crossdressers

Jared tossed the last bit of horse manure onto the highly stacked wheelbarrow. With a heavy sigh he gripped the handles and lifted. His muscular arms strained and bulged as he pushed the unwieldy load out the stable door to the large pile where he would deposit it until it was needed for the gardens. Sweat ran in rivulets down over his mostly hairless chest,...

Zenit

by LewisCrane on Jun 5, 2019
Transgender & Crossdressers

1 The neon glare from St. Petersburg's Nevsky Prospect was the only light that shone in Sergei Arkedyvich's dim, spartan office. The gangster was seated in an armchair by the wide window, burning cigarette dangling from his meaty lips. He considered the liquid line over halfway down the vodka bottle before him, and regarded the paunchy man sitting across fr...

The Inheritance

by TstormF1 on Sep 25, 2017
Romance

It must have been my week for shocks. It started Wednesday at work. I received a telegram telling me that my Uncle Roger had died. I didn't even know he was ill. He had canceled our usual summer campout but I thought he must have just been busy. An even bigger shock was the line that required me to be at the reading of the will. They even sent me instruction...

A Gift in Disguise Ch. 13

by Talespin on Oct 14, 2017
Novels and Novellas

After my weekend back-to-back sessions with Bethany on Saturday and Karen on Sunday, I would have expected to be dragging badly on Monday morning. Why would any graduate student in his right mind sign up for an 8 a.m. class on any day, let alone Monday, Wednesday, and Friday? To my great surprise, however, I awakened Monday morning about 5:30 a.m. feeling r...

A Merry Christmas Lock In

by Louise69 on Dec 25, 2017
Transsexuals & Crossdressers

Dear Reader, this is my penultimate submission, but one that I wrote a year ago. It's one of my favourites and is more of a gentle erotic story than some of my hardcore ones. I wanted it to titillate, but be suitable for a read next to your Christmas tree. I also wanted it to be filled with a little more hope than some of my recent output. Transgender or tra...

A Healthy Adolescent Sex Drive

by RaistlinMajere on Jan 8, 2019
Transgender & Crossdressers

CHAPTER 1 - WOULD YOU LIKE TO HAVE SEX? Jessie sighed and breathed out. Hot water splashed down her soft back and she picked up the bottle of soap. Squirting some into her favorite loofah, she started to scrub her body. Being a high school student, she cared very much about her appearance and standing in high school. Therefore, she couldn't afford to stink...