Big Tit Shemale Stories

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Sister's Shemale Friend

by silkstockingslover on Sep 12, 2018
Illustrated

Sister's Shemale Friend Summary: Family seduced and dominated by an irresistible shemale. Note 1: This is a Summer 2018 Contest Story so please vote. Note 2: Thanks to DarkBreezly for creating the pictures in this story. Note 3: Thanks to Tex Beethoven, Robert and Wayne for editing this story. I came home from work a couple hours early, as our manager...

Just Another Story

by neoview on Oct 15, 2017
Transsexuals & Crossdressers

Once upon a time... "Wait, wait, wait! We're not actually starting the story like this, are we?" Said the short fat kid in his mid-twenties. "I'm neither short nor fat." He said while swallowing his stomach and lifting himself on his toes. "I'm not doing any of that. STOP GIVING THE READERS FALSE INFORMATION!!" The angry non-short, non-fat kid yelled. "H...

Fuck a shemale

by joachim on Dec 14, 2005
Fetish

Congratulations! You've been selected by AR Industries to take part in their AR Sex Suite Programs. Based on the responses you gave on our survey, we've determined that you have an interest in screwing chicks with dicks. Before we begin, we'll just need to figure out what exactly you're looking for: your partner's race, breast size, penis size, and outfit th...

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Ex-Cellmate Looks Him Up

by SugarandSalt on Sep 11, 2017
Transsexuals & Crossdressers

Everything was going to be perfect. Nathan hummed an upbeat tune to himself as he set the table. His girlfriend would arrive for their dinner in any time now. Nathan checked the food simmering on the stove for the second time in as many minutes. He heard a knock at the door. "Be there in a minute," Nathan called out from the kitchen. He quickly ran a comb...

Amatuer Strip Night

by Travel_by_day on Sep 13, 2017
Transsexuals & Crossdressers

Sasha had just had her breasts done, and now fully healed wanted to show off her beautiful new C cups. She wandered around for a few days in low cut tops and certainly got a lot of attention, but she was aching for someone to really worship them. Flipping through the paper, she saw an ad for an amateur striping contest at the local topless bar. "Do I, as a...

T-Girl Van Sex

by available269 on Sep 12, 2017
Transsexuals & Crossdressers

Pulling up to the curb near the bookstore one recent night, I happened to notice a nice looking custom van drive by very slowly. Looking intently at the driver as it passed by, I noticed that the driver was a very sexy looking woman, and she gazed at me intently as she passed by. The van pulled up to the curb in front of my car and parked. Shortly afterwar...

My Wife, the TOP ONLY Malay Shemale

by yarracuda on Sep 19, 2017
Transsexuals & Crossdressers

Hi all, my name is yarra (not my real name perverts!!) and I am a proudly married matured male, now 57 years old. My wife, 52 is a (or was a) biological female technically, been married to me for the past 24 years. Let me tell you my fantastic and totally out of this world story. Flashback to 24 years ago, that is the 1989, when i just reached my 30'ish a...

Sam and Jodie - A Fairy Tale

by 33shadesofmorg on Jan 21, 2020
Transgender & Crossdressers

THE CHRONICLES (AND THE CHARACTERS) OF SAM AND JODIE (A FAIRY TALE) PREFACE THE HORN I am looking for a unicorn. But I cannot find this beautiful and magical creature. Something so rare and special that few believe exist. But I believe. I know she is out there. I also know that when my unicorn and I find each other - boom - explosions of sparkle dust, a...

Alabama Nan in Atlanta: Round 1

by deathreaper on Jul 15, 2020
Transgender & Crossdressers

It had been three years since I had last seen my family for the holidays. I don't go see them often because none of them understand, except for my older sister Karen. This year I got brave again and decided to go. Knowing how much coming home bothered me, Karen was coming up to Atlanta from Mobile to get me. As I waited on Karen, I began to fantasize about w...

Pizza Boy Sissy Pt. 01

by BluntSlut on Sep 14, 2017
Transsexuals & Crossdressers

A fantasy fiction. ***** My name was Sam and I was a 18 year old pizza delivery driver. I just finished high school graduating early and started the summer working for Papa Pizzas. I had never really been a ladies man due to my non masculine body and long girl like hair. I was also really nervous to try to get with woman because I had a small penis. Becaus...