Shemale Doctor Stories

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Orientation
Length
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Infinite Scroll

Neighbors Sissy Son Ch. 05

by newfield1981 on Apr 18, 2018
Transsexuals & Crossdressers

For as long as Tiffany could remember she always envied real girls sexy curves. Clothing looks so much better on a girl with a nice set of tits and ass. Tiffany spent the night thinking about all the options Dr. Landry offered her. The most compelling option was that he could increase her bust size or ass size, without surgery and that counted for a lot. B...

Showing Off For My Wife's Pleasure

by HotJennieh on Sep 19, 2017
Fetish

A first time effort based on real events. * There I was lying on my back, on the floor of a cheap adult bookstore. All I was wearing were 5" heels, black thighhighs, and a nipple chain. In one hand, I was jerking my throbbing shaved shaft while I was using my other hand to fuck my ass with a double headed dong. Cum was glistening on my face and chest and r...

Sex therapist

by qaz on Sep 1, 2016
Miscellaneous

Who do we follow?What's next? A boy A girl What's next? A boy A girl...

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Medical Exam

by JWalker7 on Sep 14, 2017
Transsexuals & Crossdressers

I'd just finished my second interview for a new job and now it was time for a physical. I was nervous, really nervous because I knew that I was going to have to have a prostate check. My biggest fear was what would happen if I got an erection during the exam? And what if it was a male doctor? All these thoughts where going through my head. I didn't want to e...

Size Matters

by idahoboy on May 5, 2015
Science Fiction

Adam rushed into his room after school. His dick was already straining in his pants. It seemed like it was getting harder and harder to make it through a day of school without jerking off. The young man had taken to blowing a load in the toilet at lunch. Today, he couldn't find an empty stall before the bell rang. The boy dropped his pants wrapped his hand a...

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Futanari Fanfiction

by Wikia on Jan 29, 2017
Fan Fiction

We'll start writing right away. DICK GIRLS AHOY!What's next? The Barbaric Archipelago (How to Train Your Dragon) Motunui (Moana) Arendelle (Frozen) Middleton (Kim Possible) Quantic Universe The Human World (My Little Pony) Equestria (My Little Pony) The Tardis (Doctor Who) Coruscant (Star Wars Clone Wars) Quahog (Family Guy) Hogwarts (Harry Potter) The fles...

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A Shemale Christmas Carol

by ThomX on Sep 16, 2017
Fetish

I got a job working as a mall Santa at the local mall during the Christmas shopping season one year. It had been a real shitty year for me. My wife of almost twenty years left me for a younger man, I lost my other job due to layoffs and, on top of all that, my doctor diagnosed me with high blood pressure (gee, I wonder why?). So believe me when I say the las...

Making More Dreams Come True

by Writer345 on Apr 4, 2018
Transsexuals & Crossdressers

Just a couple of points, this story is written in British-English so the spelling and grammar may well differ from that of the particular dialect in which you were educated. It is also FICTION: anonymous please take note! The events depicted in this story take place in the months following the end of Making Dreams Come True and so may possibly make more se...

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...

Luke and Lelia Ch. 04

by Rob Conner on Sep 17, 2017
Loving Wives

Authors note: For a full description of the characters described read "The Peachtree Training Center" written by my alter ego Robyn Conners. It gives all the details and backgrounds. It's posted at other sites. The time frame for this story is three years after the original stories. It was less than a 30-minute drive to the Peachtree Estate. It sat about a...