Shemale Massage Stories

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"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...

Ugly Shemale adoption

by reachNWA on Apr 22, 2025

A couple houses down from them lived Neddie, an ugly, fat, looking as midget shemale with an ugly face and terrible personality. She was humiliated because of her disgusting behavior and appearance. She'd been caught peeping and stealing underwear many times. She often got her ass kicked by women who caught her. She was a horny bastard, Neddie knew every sex...

How I Met My Shemale Pt. 04

by Eroticalover1968 on Sep 25, 2017
Group Sex

Ever hear of the expression, 'Led around by the balls'? Well, it brings back visions of an epic fuck up. Whose fault? It hardly matters. Joyce peeled around the corner, cast a delirious water-eyed glance at me. She drove over a curb—our suitcases jostled around like they were fucking. "What the hell just happened? How does Cheryl have a cock? She put it in...

Sally: His Perfect Shemale Partner Ch. 1

by PunkFan on Sep 16, 2017
Fetish

I am in senior year of school and anyone who has been to school at 18 will know it is not a pleasant time to be working when your friends are all out drinking and enjoying themselves but I needed to go back to school to go the university I wanted to go to. I am a tall fairly muscular straight guy who has had a few sexual experiences before this chapter in my...

Sally: His Perfect Shemale Partner Ch. 2

by PunkFan on Aug 31, 2017
Fetish

Thanks to everybody who e-mailed me, sent me a message on Yahoo messenger and voted for the 1st chapter. Being my first attempt at writing it made it worthwhile to know people enjoyed it. It has been a busy few months so writing this has being very difficult however next update/story will be much sooner. If you enjoy this chapter please vote for it and send...

Jimmy Olsen Shemale Bimbo Ch. 01-02

by tawnysuede on Sep 17, 2017
Celebrities & Fan Fiction

Chapter 1 - Junior reporter on the job! Jimmy ran the brush through his shoulder length hair one more time and stepped back to admire himself in the full length mirror. The wig looked good. It was the same wig he wore each time he dressed up. He took the cap off of the lipstick tube and applied a generous coating of the scarlet wax to his lips, and then bl...

Buyers Beware

by XtinaSmith2017 on Feb 6, 2018
NonHuman

Shemale Orc x Trap human ***** "You're kidding? Right? You want this one?" the man laughed, pushing his hands in his pocket, idly toying with a few coins out of habit as he glanced back over his shoulder at the merchandise, "No, no, look, you want strong and powerful, you want this, sure, but it ain't pretty, ain't clever and really ain't safe." "How much...

Sister's Shemale Friend

by silkstockingslover on Sep 12, 2018
Illustrated

Sister's Shemale Friend Summary: Family seduced and dominated by an irresistible shemale. Note 1: This is a Summer 2018 Contest Story so please vote. Note 2: Thanks to DarkBreezly for creating the pictures in this story. Note 3: Thanks to Tex Beethoven, Robert and Wayne for editing this story. I came home from work a couple hours early, as our manager...

Jabba's Shemale Slave Pt. 01

by mkh78 on Sep 24, 2019
Celebrities & Fan Fiction

This story is from the imagination of the writer and inspired by Return Of The Jedi. ***** The Hutt's sexual appetite was growing. He had been thinking about expanding his harem of gay sex slaves to include a transsexual. This was all due to a drug dealer who caught the eye of the exalted Hutt. Although they had done business only two times in five months...

Pam's Gangbang Experience

by majicman21 on Oct 14, 2017
Group Sex

Author's Note #1: This is a continuation of 'Pam's Shemale Experience' from the Transsexuals/Crossdressers category. Although reading those stories is not necessary to appreciate this one, it will enhance the experience. Either way, enjoy. ***** The splashing in the hotel pool provided an aural backdrop as John read his Kindle, learning about the history...