Shemale Maid Stories

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Infinite Scroll

Jennifer's New Adventure Ch. 01

by JenniferTaylorTV on Jan 28, 2020
Transgender & Crossdressers

Author's note: This can be read as a stand alone tale but it perhaps better enjoyed after reading Dan's Dreams Come True. Thanks too for the wonderful feedback. It makes working on these stories so rewarding. Jenniferxxx ------------------------------- Dan was woken from his deep sleep by a loud knocking on the door. He stumbled out of bed, grabbing his dr...

Shemale Surprise

by silkstockingslover on Oct 21, 2019
Transgender & Crossdressers

SUMMARY: A married man is seduced and taken by a friend of his wife's. EDITING THANKS: Thanks to Robert, goamz86 and MAB7991. NOTE: This story is dedicated to Robert who requested the fantasy...sorry but the story ended up a lot longer than originally planned. ***** "You can stay with Robert if you wish," Mary said on the phone. I looked up from my lapt...

Stairway to Heaven

by smileymanav on Sep 16, 2017
Transsexuals & Crossdressers

Shruti sat next to her husband Manav in the dim light of their car as the driver drove past the park which was commonly known as the "Garden of Earthly delights". At night the roads were lined with hundreds of glistening bodies for hire to satisfy sexual pleasures and unspoken desires – male, female and everything in between. As the taxi slowly drove on the...

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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Welcome to the Party

by Sweetlisatv on Sep 14, 2017
Transsexuals & Crossdressers

Over the years I had dressed I had many experiences with guys, couples and dipped in and out of the Bdsm and fetish scene as I felt like but it wasn't until I was invited to a private interview I really got involved. It was a sunny Tuesday morning and as I awoke in my favourite purple satin baby doll and panties I felt the need to play so going online I sea...

Dan's dreams come True Ch. 02

by JenniferTaylorTV on Jan 20, 2020
Transgender & Crossdressers

Caroline giggled with delight at the look on Jennifer's face. "She never had any idea, Suzanne. She thought you were a real girl!" Jennifer felt like crying. She was so excited, so turned on by the beautiful Suzanne, she couldn't believe what she was seeing. But there in her delicate silky panties was a hardening cock. Bigger than Jennifer's own not tiny ef...

Hung Trans Lesbians Fuck Two Ladyboys

by mrstanley on Jul 15, 2020
Transgender & Crossdressers

I haven't written a Trans story this year. In this story I try to describe more intimate intense scenarios with a wider variety of details. If you enjoy the story please vote and comment. Feel free to read my Fetish and Mature stories as well. Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, A...

The Society Ch. 05

by Barno on Sep 19, 2017
Transsexuals & Crossdressers

"I don't think that I'm the right person for this. You need someone more experienced. What if I fuck this up? I'll get my balls snatched right out from under my cock!" I was more than a little nervous watching Serena and Corinna rifle through my closet. "Your balls were snipped off quite a while ago my dear and the woman who owns them has given you her orde...

Whore of the Dragon

by Conan The Librarian on Feb 19, 2020
Fantasy

There, amongst the remnants of the dead race, where their greatest queen reigned, two dragons lie dormant. One of pure evil, one of pure good, both yearning for a vessel, both lusting for a mate... She may be adequate for that purpose, our forlorn child... We shall see. "Silence, fools. We are close to the inner sanctum." The two mercenaries exch...

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The Society Ch. 02

by Barno on Sep 13, 2017
Transsexuals & Crossdressers

The French maid outfit was just a little loose. I was borrowing Corinna's dresses until I was fitted for my own uniforms and outfits. Actually Corinna and I were close to the same dress size yet our body types were different. I had a more feminine build with flared hips and hard round buttocks while Corinna's more muscular build created a deeper V shaped upp...