Massage Shemale Stories

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Infinite Scroll

The Midnight Alley (continued)

by MrGenius on May 9, 2018
Transsexual

Apologies for making another story. I lost my previous credentials so I cannot continue the previous story. Without further ado, lets proceed... Continuing from: You gasp... There you were, pressed up against the wall and being railed in the ass by this mysterious black woman. Even though it seemed there was no way it could've gotten worse, it had. Your frie...

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Amanda and Me Ch. 02

by Tallnhard1 on Sep 11, 2017
Transsexuals & Crossdressers

I rolled over after reading Amanda's note with a big smile on my face. I couldn't believe that after all the time I had spent masterbating to shemales and fantasizing about meeting one it had actually happened. Not only had it happened but it had been the most amazing sexual experience of my life. As I lay there thinking about the night before I was surpris...

Lab Rat

by agbsyamaha on Dec 28, 2017
Transsexual

("All of my writing is on hiatus until further notice, however, the story is still here and fully available. Any interaction, be it a like or a comment is immensely appreciated! If you have an idea for a chapter, be sure to let me know and I'll see what I can do! That being said, enjoy "Lab Rat"!) "Dear Jason, Congratulations from our com...

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The crazy ex girlfriend

by zbloutch on Sep 5, 2019
Fantasy

-I think there’s someone at the door. Peter sighed and looked away from the newspaper he had been reading since he had started his breakfast with his family. He looked at his wife and smiled. After sixteen years of marriage, as both were approaching their forties, he was still in love with Laura. Her brown hair, her blue eyes, not to mention her generous cur...

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Mardi Gras Surprise

by HerLittlePiggy on Sep 12, 2017
Transsexuals & Crossdressers

"Is this what you want bitch?" Tiffany asked sternly as she waived her hard cock in front of my face. "Yes," I hissed as I looked into her dark sexy eyes. "Good answer bitch now open wide and suck my cock," the sexy shemale ordered as she rubbed the head of her cock across my lips. Precum oozed from her cock and coated my lips. I closed my eyes and ope...

The Gym Ch. 3

by Kip Carson on Sep 14, 2017
Transsexuals & Crossdressers

The day after they shared his wife, Carl ran into John at the gym. "well, did you enjoy yourself last night?" Carl asked. "My wife sure had a good time, and is asking when you will be back again" he said. "Yes I had a wonderful time, your wife is very hot" John told him. "I'm going to go do my workout, maybe I will see you after while" Carl told John. "S...

Erin and the Shemale

by kimberlykitten on Sep 25, 2017
Transsexuals & Crossdressers

Erin was up bright and early on Friday, getting a good hour jog into her schedule. She didn't have to be in class until two hours from now. As she was jogging, earlier male joggers had passed her by with their eyes directly on her bouncing melons. Even wearing two sports bras and two regular bras weren't enough to hold Erin's gargantuan jugs down. Erin did...

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...

Connie at an Adult Bookstore Ch. 01

by cmorehead on Sep 13, 2017
Transsexuals & Crossdressers

Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. * Let me start by introducing myself. My name is Connie and I am a 40-something tr...

My Stepmother's Surprise

by sissybr on Sep 12, 2017
Transsexuals & Crossdressers

This is my first story, so I would appreciate some tips and comments. Please enjoy ^^ * My name is Robert, I'm 18, skinny and not too tall. I've never had much luck with girls, in fact I never dated one and I used to spent my days playing games on my computer and watching porn. Shemale porn. Dominant shemales fucking men. I wish i could be one of those men...