Fuck A Shemale Stories

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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...

A Shemale Shock: A MILF Falls

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Mom catches her daughter with a teenage shemale and.... Note 1: This is a Nude Day 2017 Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, and David for editing this story. I was having a bad day. I'd spilt coffee on myself on the drive to work. I'd gotten a rip in my nylons. And I'd forgotten my notes for tonight's intervi...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

Jabba's Shemale Slave Pt. 02

by mkh78 on Oct 8, 2019
Celebrities & Fan Fiction

This story is from the imagination of the writer and inspired by Return of the Jedi. I have used Huttese words in some parts. These are not of my own. *** 1:30 am. Tarno and the Twi'lek shemale prostitute he found and subsequently bought from the brothel's owner, were now quickly speeding across the Tatooine desert. He considered spending the night at a...

Wendy Wallin

by Musictaker on Apr 22, 2025

My name is Wendy Wallin and I am a Shemale. I've always been a bit on the heavier side and not just my ass and titties. Calling me chubby in high-school would have been generous, and oh boy were the girls of an all girls high school not kind to the only Shemale and person with a penis in the school. After everyone saw me pop a stiffy during gym class being c...

Pinch Hitter Ch. 01

by npanxx on Sep 14, 2017
Anal

This is a work of erotic fiction. All characters in the story are over the age of 18. ~~~~ My fascination with shemales had cost me my first marriage. I guess if I were to be honest with myself I would have to admit that the marriage was doomed to fail anyway. Barbara was as close to being asexual as a person could get, and in addition she was bitchy a...

Lust and Love with Leona

by cbachtland on Sep 17, 2017
Celebrities & Fan Fiction

This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not stop thinking of Leona and that I stayed at home fretting and loo...

Rod Sucks a Mystery Cock

by PinkDelphi on Sep 3, 2017
Fetish

Rod Gets Lingerie, a Strap-On and a Mystery Cock. He tastes cock for the first time. Part Five My other boyfriend was going to service Rod's decadent desires, and Rod did not know it. My friend Bill was sitting in his car just outside the house, waiting to come in at the right time, when Rod was really ready for his first taste of real cock. I had found o...

Sex Counselor Ch. 1

by Anal Slave on Sep 17, 2017
Fetish

I have been a sex counselor for 10 years and I have seen a lot of kinky and nasty things in that ten years let me tell you about a few sex treatments. First off I want to tell you a little about me I am married to the biggest slut in town there is nothing my wife Candy will not do sexually she will suck a cock or eat a pussy she will fuck a man or a women it...

Jasmine Fantasies: Becoming a Bimbo

by silkstockingslover on Nov 25, 2017
Illustrated

Summary: Student turns teacher into cum addicted slut for the day. Note 1: This is a Halloween 2017 Contest Story so please vote. Note 2: Thanks to Tex Beethoven, thor_p, and Wayne for editing. I've always thoroughly enjoyed Halloween. My holiday begins at the high school where I love seeing the creativity of my students, although that creativity somet...