Trans Mistress Stories

28,432 results
Orientation
Length
Source
Infinite Scroll

Tormented by a Mature Dominatrix

by Harryj34 on Jun 4, 2019
BDSM

A text appeared on my phone: "You have some nerve messaging me again boy". I had contacted mistress online some time ago but lacked the courage to go through with the meeting, she was very unimpressed... She was a mature mistress of around 40 and was in search of an "inexperienced and innocent plaything" and I had decided I would be a suitable candidate. S...

A Queen Pt. 02

by Eterriswolf on Jan 20, 2020
Transgender & Crossdressers

A/N: This story is completely fiction. While both characters are based on real people none of these events actually transpired. Any resemblance to these characters hold to people you know is completely coincidental and should be dismissed as such. In addition, both characters or over the age of 18 and all events are completely consensual. If you are return...

Teach Me Trans-Mistress Ch. 01

by JoannePare on Sep 12, 2017
BDSM

It was Sunday night, and I was having many problems about going back to the office. I am a high level executive who has to make decisions all day long. Since I love to be in control this is the ideal occupation for me. After a thoroughly relaxing holiday week-end with one of my favourite slaves and one of my girlfriends. Yes, I am a she-male dominatrix and b...

Bambii's New World

by mikhaylacumme on Sep 12, 2017
Transsexuals & Crossdressers

My mind was racing the whole time. I couldn't believe where I ended up. But the sensations were running through my body. A 9-inch cock was ramming my boy pussy as hard as it could. Another cock, at least 10 inches, was being forced down my throat as his hands wrapped around my head, forcing me to deep-throat his amazing piece of man meat. Once he allowed...

The Spirit of Lady Macbeth Pt. 05

by alyssawinters on Oct 19, 2020
Transgender & Crossdressers

Olivia spun around in high heels just to see the petticoat swirl its layers in front of the floor mirror. Unlike the full-out 'sissymaid' one he had the moderate sized petticoat had the ruffles move into a sheerness at the panty-waistline while its length reached only his upper thighs. In the process of readying for the early evenings duties with the stockin...

Lulu Exposed

by lulu_dools on Apr 25, 2018
Transsexuals & Crossdressers

My name is Louis and i'm 35 years old. I am just a normal guy with an average build and really long brown curly hair. I like a beer on the weekends when i am watching the footy, used to smoke weed but have grown out of that except for the odd occasion. Every once in a while i also like to have a line of speed and this is where my problem started. You see, w...

Lost in a Female's Pleasure Pt. 08

by LucysFox on Jul 3, 2019
Transgender & Crossdressers

Synopsis: Damien was looking forward to a relaxing weekend free from his abusive father but things quickly took a downward turn when he got kidnapped. It appeared that maybe it was for the best, or at least not as bad as staying with his dad would be. Things start to become more complicated though as Damien reaches the brothel... Authors Note: I just want...

Lynn and Peter - The Day After Ch. 02

by lateknew on Oct 5, 2020
Transgender & Crossdressers

Story involves consenting adults. Lynn has ordered a latex cat suit for Trish and in between is prepping her for Tessa who is also interested in dominating her. I´m grateful to Nance who has edited this story. ************* The week started with Lynn and Tessa gossiping about me, so in a way Tessa has now a good idea of what I'm like. The same Monday at...

A Master PC Tale

by radiedwa on Dec 31, 2010
Science Fiction

Welcome John Doe to the Master PC Universe. Don't know what that is well you are in for a wonderful treat. To get started just select your sex below. Or if you wish to read more for background and history... I suggest a word from JR Parz himself... http://www.asstr.org/~JR_Parz/MasterPCUniverseWriters.htm Also, all the stories he found to his liking, along...

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Why I Prefer Sex Work to Dating

by ShyTammy on Sep 17, 2017
Non-Erotic

First off I want to apologize for not posting anything. Emily and I are working on the next chapter of her story and I still have it on my desk to finish the "Our Secrets" series. So hopefully you'll have something new to read soon. In the mean time I wanted to get this out there. So it is the morning after Christmas when I started this and I am feeling so...