Shemales Stories

429 results
Orientation
Length
Source
Infinite Scroll

Finishing School for Shemales Ch. 03

by Imogen_TS_2020 on Sep 25, 2017
Transsexuals & Crossdressers

Please note, all characters portrayed in this story are over 18. * Davina stood outside Mistress K's study, her knees trembling as she tried to smooth down her wild auburn hair. She sniffed back tears and adjusted her short, pleated skirt, knowing all the time it was useless. Her tight white shirt was ripped at the front, giving anyone who glanced in her...

Afro Stress Relief Ch. 11

by llts1970 on Oct 5, 2020
Transgender & Crossdressers

At work on Monday, things were once again running as usual, no one mentioned the Beer Bust, well almost no one, Mary cornered me when I was getting a coffee. "Would you like to know what I did this weekend?" Mary asked coyly. "Er...yes sure," I answered, trying to sound completely uninterested. "Well, I was recruited by a black pimp! I'm a real prostitute...

Blackmail

by Jay626 on Dec 2, 2019
Transgender & Crossdressers

**I did this for a fan who asked me to write a TG story. This is not my typical story, but I enjoyed writing it.** Caleb Thompson walked into the cafeteria thinking about the next class and the ninety minutes of boredom that lay ahead. Math was his weakest subject and college level math was a chore for him. He just knew that a B in the class was all he need...

Trying It On For Size Ch. 01

by kelmag on Sep 25, 2017
Transsexuals & Crossdressers

I was twenty minutes early for my one o'clock appointment so I found a shady spot in the parking lot of the upscale chain motel, kept the engine running to power the air-conditioner on the warm Sunday afternoon, took a few deep breaths and tried to relax. My mind wondered back over the series of events that brought me here. The "here" I speak of was at the v...

The Golden Orb Ch. 01

by hawke56 on Sep 18, 2017
Transsexuals & Crossdressers

Synopsis: An 18 year old high-school student, named Sam, and his girlfriend Jane find a strange, magical, golden orb, which grants them wishes. The girlfriend uses the magical orb to turn her boyfriend into her feminine transsexual girlfriend. What are her intentions and how will this affect Sam's life? Disclaimers and warnings: This story is a piece of f...

Training Him to Take Dick Ch. 05

by magic_tantra on Sep 19, 2017
BDSM

Chapter 5 (The Lost Cherry!) (Chapter five is the end of this fictitious series about a submissive man named Michael who finally loses his virginity to another man with the blessings of his dominant wife! I dedicate this last chapter to the fantasies of all those out there who wonder what it would be like to have bisexual sex. I do not encourage or condone...

The Yellow Pill

by PandaPensif on Sep 19, 2017
Transsexuals & Crossdressers

This is a fantasy story based on the "X-change" concept. You don't need to know "X-Change" to read the story. This story has not been edited, but I had a beta reader (CindyUSA) who validated it. It was a Wednesday; I met Rick while I took a break for a coffee. He seemed so excited that I asked him what was going on. "Oh, I shouldn't tell! But I am just...

The Will and Testament

by YKN4949 on Sep 19, 2017
Transsexuals & Crossdressers

Chapter 1: A Job Lalana Sukha stepped out of the van a looked up at the mansion that towered over her menacingly. It was a huge, gothic building that was dripping with ornate stone and unforgiving iron fixtures. The windows looked like tiny slits that didn't appear as though they would allow enough light to fill a small bathroom. To Lalana the mansion and i...

Don't Lie Ch. 01

by Scribler on Sep 13, 2017
BDSM

All I can say is don't lie to you wife. If I didn't I wouldn't be in the situation I found myself in. It really wasn't that big of a lie but it was enough as far as my wife was concerned. It started a few weeks before we got married, five years ago. My wife Dawn decided that she wanted to tell me everything about her sex life before we got married. She sai...

Life's Changes Ch. 13

by Scribler on Sep 16, 2017
Fetish

I woke up Wednesday morning feeling quite good. Pam was there with my coffee, and Jeri was still lying next to me. I had a strange feeling that today was going to be a good day. I asked Pam "How is you bottom today?" "It's still a little red and a little sore when I sit but other wise it's fine. Thank you for letting Glenda stay with me last night." "I h...