Mistress Shemale Stories

27,874 results
Orientation
Length
Source
Infinite Scroll

Making More Dreams Come True

by Writer345 on Apr 4, 2018
Transsexuals & Crossdressers

Just a couple of points, this story is written in British-English so the spelling and grammar may well differ from that of the particular dialect in which you were educated. It is also FICTION: anonymous please take note! The events depicted in this story take place in the months following the end of Making Dreams Come True and so may possibly make more se...

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.....

Up to Scratch

by spitzharder on Sep 14, 2017
Transsexuals & Crossdressers

Pushing away the coffee cup, the flash of my red painted nails caught my eye in a nearby mirror. Judging by the reflected sideways glances from men in the café my facial surgery had worked even better than I had thought. I was a 24 year old Shemale, with long dark hair and breast implants to die for. New in town due to a job transfer, I wondered what I shoul...

Dark Angel Ch. 01: The Meeting

by ReiverToo on Sep 12, 2017
Transsexuals & Crossdressers

It was after 10:30 pm when my Japanese business associates had finally had enough sake and karaoke to call it a night. Maybe they were just off to see if they could score some company for the rest of the evening. Who knew? They were all on huge expense accounts, so buying a girl (or boy) for the night was not a financial problem. Some had even offered to inc...

HypnoSissy: Educated to be Pegged

by silkstockingslover on Aug 13, 2019
Fetish

Summary: Cock sucker's training is advanced to hypno videos on anal sex. WARNING PLEASE READ: -This is a hypnosis story with potentially influential subliminal messages within it. -The story also contains hypnosis video scenes. -So if you begin behaving differently after reading this story and all your friends start pointing fingers, don't come crying to...

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 Spider's Brothel

by Miles63 on Sep 13, 2017
Erotic Horror

Author's Note: Well, a chapter of a story I have been working on has been deleted as my external hard drive is bust! So I finished this story for the Halloween contest, a late late entry but enjoy. This has since been re-edited on 10/25/2013 as I feel the bad grammar mistakes have effected the rating of this story which is unfortunate as I'm very proud of t...

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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The Backdoor

by lfullback on Sep 26, 2017
Transsexuals & Crossdressers

It was only my first time in the club and my hands were shaking beyond control. I almost didn't make it through the front door I was so nervous. I felt so out of place. Everywhere I looked, it felt like people were staring at me, judging me. It was like they knew I had no clue what I was doing. I had heard about the place a few weeks ago. The Backdoor it wa...