Transsexual Reader Stories

11,075 results
Orientation
Length
Source
Infinite Scroll

A Black Businessman in Ottawa

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

What's up everybody? My name is Alain Joseph, and my friends call me A.J. I was born on January 30, 1987 in the town of Cap-Haitien, in the north coast of the island of Haiti, and my family moved to the City of Montreal, province of Quebec, in the summer of 1997. I recently graduated from McGill University with a Master's degree in Business Administration an...

Feminine Fate Fulfilled

by mattpantyhose on Jun 15, 2020
Transsexual

Like all of my other stories this one had been already published on Literotica. You can find it here: https://www.literotica.com/s/feminine-fate-fulfilled__ For whatever reason Chyoa doesn't include Crossdressing in the category of Transsexual and doesn't have a separate category for that theme. This story does not include any transsexuals, but I considered...

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Vacation with Aunt

by Alice Dragonslayer on Mar 19, 2018
Transsexual

Hello, you are 18, semi long black hair, feminine build, shy and submissive. You visit your Aunt Katy (looks like Katy Perry) for the summer. She may or may not have a daughter. She has a very feminine house and has a pink car. She dresses pretty hot. Her breasts are perfect and she's in her 30's. She doesn't have a husband and stays in an apartment with one...

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Melissa Ch. 03

by gummidurango60 on Sep 19, 2017
Transsexuals & Crossdressers

As I looked out the window I saw my mom turn toward the house. She peered at me, quickly assessing I was upset she excused herself and made her way into the house and into the office. "Honey, are you okay?" she said taking my hand. "Mom," I cried as I hugged her. "What's wrong?" she asked. "Sean..." I began. "Sean, what's going on?" my mom asked. "I as...

High School Friend Has A Secret Ch. 02

by horneyguy99 on Sep 12, 2017
Transsexuals & Crossdressers

It had been a little over a month since my first transsexual encounter and it still felt like it was yesterday. My night with Michelle had been a night of many firsts for me but I regretted nothing about it, only that I had to hide it from my girlfriend. I wasn't the cheating type and it did bother me to a certain extent that I was keeping this from Brittany...

Dream Lovers Ch. 01

by SplitLicker69 on Sep 15, 2017
Transsexuals & Crossdressers

Chapter 01 (edited) An Accidental meeting Doctor Matt Dillon treated scores of accident victims coming thru the Emergency Room. Cool under pressure, quick and aggressive, his record of successful treatment is impressive. His natural caring heart constantly battled the cool detachment necessary for the concentration needed in treating the ill or injured....

How My Wish Backfired

by Shelly7 on Oct 22, 2018
Transsexual

Hi my name is John, I am an 18 year old boy who loves blowjobs and when I found a strange looking golden coin on my way home from school one day. The coin felt strange in my fingers, but when I saw this small thing beautiful Spanish girl walking down the street, I said to myself " I wish I could get a blowjob" and then my world went black, waking u...

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A Surprise Stripper for My Birthday

by dirtyjoe69 on Sep 12, 2017
Transsexuals & Crossdressers

\ My wife and I have always been a little on the kinky side. We have been swingers for seven years and have done many wild things during this time. Every Friday night we have a thing called dirty night where we go up to our room and watch two of our favorite shows Bliss and Kink. Bliss is a weekly series that has mild erotica in it aimed at couples. Kink i...

Transsexual Sex with Vinnie and Jam

by BOSTONFICTIONWRITER on Sep 17, 2017
Non-Erotic

Gayle and I were relaxing naked on her bed. She was having a drink and smoking a cigarette while I was just enjoying the buzz that I had from having consumed nearly two full glasses of Jack after having had anal sex for the first time. The next thing that I know, the doorbell rang and Gayle scurried off the bed putting on her nightgown. In walks Vinnie with...

In Service to my Mistress Ch. 01

by Aprils_slave_marie on Sep 25, 2017
BDSM

This is an absolutely true story taken from my life's journey as a Transsexual slave woman. I've lived full time for over twenty years now. -------------------------------------- As I write this my Mistress is in the bedroom with one of her many Black Bulls. Her screams of lust and orgasm reverberating through the house as he grunts and thrusts himself int...