Huge Shemale Stories

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My Journey Ch. 01

by npanxx on Sep 19, 2017
Transsexuals & Crossdressers

I found myself in a midsized college town working on a problem that didn't want to be resolved. With assistance from my co-workers two and a half hours away I was finally able to correct the issue, and system operation was restored. It was late, I was more than three hours from home, and decided I did not want to make the drive. Instead I chose to spend the...

Misogynistic Man Owned!!!

by Ovid71 on Sep 12, 2017
Transsexuals & Crossdressers

You're sitting in a bar with his friends, talking about how there is this rumor that a pack of women are going around raping unsuspecting men. You all talk about; how all the men who were victims don't ever talk about what had happen that night, nor do they give any details. You say... "I can't believe it", I would tell everyone if I had fucked that many wo...

The Making of an Angel Pt. 01

by AngelLawrence on Jul 29, 2019
Transgender & Crossdressers

This is part biography and part reminiscing. I've changed names to protect people's identities and skewed some of the locations to make it difficult for people to be identified. All persons are over the age of 18 at the time of what happened. I wish I was still 18... I would have had my surgery much earlier! ***** My name is Angel Lawrence and I'm a 48 ye...

A Shemale Shock: A MILF Falls

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Mom catches her daughter with a teenage shemale and.... Note 1: This is a Nude Day 2017 Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, and David for editing this story. I was having a bad day. I'd spilt coffee on myself on the drive to work. I'd gotten a rip in my nylons. And I'd forgotten my notes for tonight's intervi...

The Arms Of A Woman

by Samuelx on Sep 13, 2017
Transsexuals & Crossdressers

San Francisco. Mariah walked out of the Bordello. She was getting sick and tired of that place. Sick and tired of working endlessly to satisfy the depraved desires of those people. How she loathed them. Since she began working at the Bordello, she had seen a side of humanity she had never thought was possible. The worst imaginable side. She was just anoth...

Transwood High Pt. 01

by BoobVillian on Sep 16, 2017
Transsexuals & Crossdressers

The Shemale Bully Authors note: All the characters in this series are over 18, this is my first ever story so be nice :-) The story has a few main characters, which will be introduced over the course of the stories. ***** WAH WAH WAH WAH WAH!! Lauren groaned as she rolled out of bed and turned of her alarm clock. The day she knew she was coming all summe...

8mm Queen

by dedimm on May 22, 2019
Transgender & Crossdressers

(This was written after viewing Lilith's video. She is a very, very sexy shemale. The way the video is shot it looks like an 8mm film you would see in the old-time smut booths of a dirty bookstore. Porn in the 40's 50's 60's 70's was not easily accessed like today with the internet. The fact you risked being seen entering an adult bookstore coupled with the...

Isekai Futanari Monster Girls

by G Man on Apr 10, 2019
Transsexual

t was 7:30 pm at the university. You and others were working on a particular project know the Metal suit although you can easily and quickly build it by yourself and make it ten times better than this piece of junk. But it was a team effort, and they pour their heart and soul into it. You can't just ruin the team effort. You were only assistance and pretende...

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The Sexiest Shemales Ch. 02

by cleanly_shaven on Sep 13, 2017
Transsexuals & Crossdressers

Holly and I didn't want to waste our day so got up and got ourselves in the shower. We stripped off our g-strings that we were still wearing from our sex fest and turned on the hot water. We always shower together. Sometimes we will fuck each other in there or suck each other off but we just had sex so we just soaped up each other's bodies and cleaned the cu...

Shemale Shock Continues

by standingstones on Sep 12, 2017
Transsexuals & Crossdressers

I met Cheryl at a party thrown by my sister. I asked Cheryl to come to my place afterwards and she agreed. That was where I discovered Cheryl was a shemale. I did something I had never done before. I sucked on Cheryl's cock and I took her load down my throat. After that I ended up fucking Cheryl's tight ass and giving her my own load of cum. We had now been...