Big Dick Shemale Stories

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Infinite Scroll

Craving Shemale Cock Ch. 01

by jeritza on Oct 22, 2019
Transgender & Crossdressers

I stood nervously on the dark cobblestone alley street, in front of the unmarked door, running through the possibilities in my head, speaking under my breath. I was thinking of all the events that led me to this moment - the perverted path I had gone down. This is it. This is finally happening. No turning back now. Dear god, no turning back now. *** I was...

TGirl4Life

by spitzharder on Sep 15, 2017
Transsexuals & Crossdressers

The multi corporation, 'TGirl4Life' had combined cloned human DNA and Nano-technology in what they called an 'Androgenous hybrid,' to all intents and purposes a living, breathing human. This new person, however, was created from artificial bones and flesh and already the equivalent of a nineteen year old. Their factory was in a discrete area of an ordinary...

Somewhere else.

by latexdoll on May 23, 2010
Fantasy

Waking up this morning I bet you didn’t know it would be the last day you spent here on earth. Climbing out of bed you hit the alarm clock for the third time, you can’t quite place what is wrong, you just can’t seem to get out of bed. Getting ready for work is more of a chore than usual. For whatever reason nothing seems to want to cooperate. Your shower hea...

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Shemale Surprise

by silkstockingslover on Oct 21, 2019
Transgender & Crossdressers

SUMMARY: A married man is seduced and taken by a friend of his wife's. EDITING THANKS: Thanks to Robert, goamz86 and MAB7991. NOTE: This story is dedicated to Robert who requested the fantasy...sorry but the story ended up a lot longer than originally planned. ***** "You can stay with Robert if you wish," Mary said on the phone. I looked up from my lapt...

Swallowing My First Shemale

by Nitromethane on Oct 14, 2017
Transsexuals & Crossdressers

It's been a couple of years now that I've been intrigued by shemales, and though I've met up with a few I've met online, I've still not gone any further than some stroking or letting them blow me. I'm not sure what my hangup is, since I can't seem to stop watching these gorgeous girls on all the websites, but I'm still so nervous about taking that big first...

Rebecca's Secret Ch. 02

by Wannabe Chick on Sep 12, 2017
Transsexuals & Crossdressers

Synopsis: This story is partly based on fact, partly a fantasy. It is the story of a young man on vacation with his girlfriend and the night they have sex for the first time. The girlfriend has, up to this point, been reluctant to try sex. The big night finally comes for the two of them and the young man realizes, at last, what has made her so hesitant to sh...

Shemale Beauty: 1st Female Conquest

by silkstockingslover on Sep 13, 2017
Transsexuals & Crossdressers

Summary: 18-year-old discovers her powerful sexual persona. Note 1: This is the first of potentially many shemale stories starring the beautiful seductress Kara... Note 2: Thanks to... Tex Beethoven, Robert, and David for editing this story. Shemale Beauty: 1st Female Conquest Everyone has hobbies. For most people, hobbies can be activities like trav...

T's First Escort

by HORNYWRITERTS on Sep 26, 2017
Transsexuals & Crossdressers

I'd been waiting for about twenty minutes before the doorbell rang. Earlier that evening I decided I would finally take the plunge. I went online to Craigslist and, under the Casual Encounters Section, I found the list for Men Seeking Transsexuals and another list for Transsexuals Seeking Men. Of course, pretty much all of the ads were for escorts. A few ye...

SheMale Sirens

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

Of the many mythological creatures invented in the mind of man over time. Some are believable, while others are known to be simple stories created to scare people with weak constitutions or to frighten children at bedtime. Werewolves, vampires, demons... all such creatures are what I am referring to. But the one myth that I had never heard of as a child was...

SheMale Sirens Ch. 04

by WhiskeyIsGood on Sep 25, 2017
Transsexuals & Crossdressers

I never thought I would wind up in what many would have thought was just some fantasy world. I would have considered myself one of those people who thought it was just someone's fantasy. I happened to stumble upon Anthemusa by total accident, which I would later learn was really how the majority of the men on the Island came across it. I had been heading t...