Masseuse Shemale Stories

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Tribal Ecstasy Ch. 01

by icemania on Sep 16, 2017
Transsexuals & Crossdressers

Denise pressed her hands as hard as she could over her ears as she tried to block out the low thunder of drums and the faint shrieking moans that had become her only companions. Her head still throbbed a little from the injury she had suffered in the car crash, but it hardly figured on her list of concerns right now. She had woken up here in this dark musty...

A Shower with a Masseuse Named Eve

by Legatus on Nov 2, 2017
Transsexuals & Crossdressers

Foreword: This is my second submission, I hope you enjoy it. This is a direct continuation of my first story: A Masseuse named Eve. I will be messing with the format a bit, and I may end up breaking the series into smaller chapters. I am going to focus on this series as a way to develop my style, as a testing ground for future settings/characters. I may con...

My Treasure

by Tetris07828 on Sep 19, 2017
Transsexuals & Crossdressers

I drive truck. Have all my life, ever since I was a kid. My dad took me to my driver's test in a jacked up Ford 150 pickup and had to explain to the examiner that this is what I practiced with. Since then I got my CDL license and have been driving the big rigs. Got to admit, I love the life. You have to love it or you're going to be one miserable bastard. Th...

BBC Shemale: A Beginning

by silkstockingslover on Sep 9, 2019
Transgender & Crossdressers

Summary: A lonely white woman in a gated community befriends new black neighbour. Note 1: This is a Summer 2019 Contest Story so please vote. Note 2: Thanks to Tex Beethoven for a massive edit to this story. Note 3: Thanks to Tex Beethoven and Robert for editing this story. BBC Shemale: A Beginning "Thanks for stopping by," the very pretty black woman, m...

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.....

Pam's Shemale Experience Ch. 11

by majicman21 on Jun 1, 2020
Transgender & Crossdressers

Content warning: one scene with a golden shower. "Ah, what a way to start the day," Tanya sighed, letting her cock slip from Alex's pussy. The shemale had just filled it with a load of cum, dribbles of that gift already leaking out. Pam smiled from next to them, at the possessive yet affectionate way Tanya slapped her cock onto one of Alex's thighs and...

Shemale Utopia

by Lewd_Ruby on Jun 15, 2016
Transsexual

*De-De-De-De-Deep* *De-De-De-De-Deep* *Click* I gently pressed the large red button atop my alarm clock to stop the annoying racket of those high pitched beeps. Sitting up I began to take a look around at my surroundings, Beige wallpaper spread across the walls, the odd video game poster stuck on lazily with some blu-tack. Letting out a small sigh I swung my...

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Pam's Shemale Experience Ch. 08

by majicman21 on Mar 11, 2019
Transgender & Crossdressers

Content warning: one scene with a golden shower... Pam woke with a start. It took her a few seconds to hear her alarm ringing. Next to her, Tanya was still asleep, and further down on the bed, Alex was as well, her head resting on Tanya's thigh. Pam reached over to the bedside table and quickly turned off the alarm. Neither of the other women stirred....

The Gym Ch. 4

by Kip Carson on Sep 14, 2017
Group Sex

John arrived at Kate's house at 6:50 pm. She answered the door in a very tight fitting short dress. "Damn, you look good" John told her. "Sorry I'm so early, but I was so excited about tonight" he added. "That's fine, I'm always ready early" she said. "And you look pretty damn good, too" she added. She eyed him up and down. He was wearing black dockers, a ni...

The Sexiest Shemales Ch. 03

by cleanly_shaven on Sep 13, 2017
Transsexuals & Crossdressers

I woke up laying on Daisy's inner thigh. Her cock was lying right in front of my face. It smelled so good. It smelled like sweet perfume and cum from our previous romp. I smelled it and began rubbing the tip of my nose on it and then slowly I began kissing it. Daisy began to slowly wake up and did her cock. It grew more and more as I continued to kiss it and...