Shemale Suprise Stories

1,639 results
Orientation
Length
Source
Infinite Scroll

Classroom suprise

by william125 on Mar 10, 2015
Transsexual

A recently qualified teacher, today is your first day at Tower sixth form college. You stand at 6' 2" and keep your self in good shape. On your way in this morning you saw a group of girls giggling and looking at you. Obviously talking about the new teacher. The bell rings and a little nervous you welcome in your 18 and 19 year old students. Note to r...

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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...

The unknown

by Wallman2018 on May 4, 2016
Amateur

I finally got through my first year of high school. Today is the start of my sophomore year. My first 4 classes were alright but a little boring. Same thing for 5th, but something happened as I walked out the class. I get some water out the fountain and then when I turn around I see this girl with HUGE ass cheeks in some black leggings. Her name is Anabelen....

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Shannon Gets Her Revenge

by Rob Conner on Sep 26, 2017
Loving Wives

The wind blew through Jeff Emerson shaggy hair as he rode in the back of the old pickup truck. The scenery was beautiful, but lost in thought, Jeff didn’t notice. He wondered how he his life had gotten to this point. He looked like a bum down on his luck. Jeff had the grand total of fifty cents in his pocket, was badly in need of a bath, and needed to run...

Bridget's New home

by aroes on Mar 3, 2017
Exhibitionist & Voyeur

It’s my first day officially in my new condo. The day is largely over, and night is fast approaching. I currently live alone, and now that I have finished moving my stuff in, I can relax a bit. It’s Thursday now, and I don't start till next week so I have a few days before my job officially starts. I now officially work as a secretary at the nearby Clinic. T...

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Mom's Suprise ...

by Shelly7 on Aug 24, 2018
Transsexual

I have known since I turned ten years old that I had been adopted at birth, it never changed my views or feelings of my mom and dad. I never have had any brothers or sisters and I guess you never know what your missing if you have never had it, so I was fine with being an only child. It actually worked out for me, I mean I always got a lot of attention from...

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Short Tales of Fortitude

by DoctorD on Aug 27, 2020
Miscellaneous

This is a collection of short stories that I have written. Some form a storyline, thin though it may be, which is about mind control, a harem, and primarily, sex. It is primarily written for action, and often features different things, such as domination, abuse, cum inflation and futa. It should be known that it gets quite violent. Those stories do come toge...

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Searching for Sex

by eroticdolphingirl on Sep 16, 2017
Romance

One day a woman named Katiana woke up to start her day but couldn't because she was really horny. She didn't have a boyfriend so she didn't know what to do since she didn't have a vibrator or dildo so she searched the house. She could not find one thing that might help her reach orgasm. The only thing she wanted was a hard fleshy dick inside her. She got dre...

Necessary Roughness

by chukk33 on Sep 12, 2017
Erotic Couplings

The look of suprise on your face was priceless as I walked through the door of your bedroom. I knew you wouldn't be expecting me at all. That's why I had to come. It has been too long for both of us,and today we will get what we both need. I waste no time and cross the room purposely. You let out a breath in suprise as I pull you forcefully to me,crushing...

Pam's Shemale Experience Ch. 10

by majicman21 on Dec 2, 2019
Transgender & Crossdressers

Pam woke up, and as she remembered what day it was, a smile crept across her lips. Earlier in the week, her owner had decreed that she would not fuck Pam until Wednesday. That had been Sunday night, and now, with Monday and Tuesday past, today would be the first time in a long time she would feel that magnificent cock opening her up. It's been too long.....