Trans Mistress Stories

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Orientation
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Infinite Scroll

From a Husband to a Dutiful Sissy Ch. 07

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Seven will also advance the time of my story here a bit. To move my story along into a lifestyle changing story I will have this chapter set seven months after Phil was outed as crossdressing sissy named Chantel. Over the last seven months, life for Chantel has become entrenched as a sissy maid and slut. The sex video productions put up online have...

Diva Las Vegas Pt. 01

by tgirl_Mary on Sep 12, 2017
Transsexuals & Crossdressers

My wife Rona was sitting on the sofa with her popcorn as I finished up the supper dishes. "Hal! Hurry up Hal, it's about to start," my excited wife beckoned. "One second honey. I'm almost finished," I answered while putting away the last plate. My twenty-six year old bride of three years had a tendency to get intense when her favorite show came on TV. She w...

Roommate's Surprise

by Eroreader55 on May 21, 2019
Transgender & Crossdressers

My name is Tom and I recently moved to a new city after graduating from college. I'm 24 and I didn't know anyone in my new city so I was looking online for roommates. I tried to find a guy roommate but had no luck finding someone who was clean and fit the bill for what I wanted. I work in the medical field so I am on 12 hour shifts and I needed someone to ac...

Mistress Jade

by AudibleRaines on Mar 30, 2020
Transgender & Crossdressers

Part I -- Dread and Desire Aaron stood at the door in the silent, faintly lit corridor of the condominium building where he'd been directed. Having knocked and waited several minutes, he contemplated turning to escape the uncertainty, to escape his racing pulse, but his legs would not respond to his inner message to retreat. It had been several weeks since...

A Queen

by Eterriswolf on Jun 11, 2019
Transgender & Crossdressers

A/N: This is a fictional story. No characters in this story are under the age of 18 and they are not real people. Any similarities between the characters and real people are pure coincidence. In addition, this story involves activity between gender nonconforming individuals, one of which is a Trans Lesbian. If this is not something you are comfortable with...

Jaime and Mike Pt. 01

by LadyMelodyDarkheart on Nov 20, 2018
Transgender & Crossdressers

This is my first story but not my last. More to come in this saga. *** It was 3 days before Halloween, and as usual, being a chef, I was going to have to work that night. Fortunately, there was a party this evening at a local club and I was set to go. I had found an old tux with tails in a second hand shop and after I'd done my sugar skull make up, I was...

The Sub Club: Buffet Night

by TheWolfNose on Dec 17, 2018
BDSM

The Hostess' smile radiated a sort of vulpine cleverness, with teeth so white they were on the verge of inventing a new color for them, called Pristine Truth. He'd heard of her, of course; it was said her beauty was etched onto the mind of every person who entered The Club, and if you were lucky, she forced you to your knees to worship her. He hoped he would...

The Third Clearwater

by Damos on Jan 5, 2019
Fantasy

The Arrival It was a rainy day in Forks and looking out the window was met by Sue, my Aunt staring at me through her mirror at me, "It's Okay Damian, Charlie will take care of it all!" "I just can't believe she is gone! it was only yesterday when I was sat there watching the game with her and now she is gone!" she nodded before smiling sp...

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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...

You Too?!

by dreadknots on Oct 12, 2020
Transgender & Crossdressers

Janice didn't know WHY her roommate had to work out every day, but it aggravated her to no end. The pandemic had shut down all the gyms, meaning the 6'2 goliath had to use their shared living room as a personal workout space. He was usually thoughtful enough to clean up afterward. Usually. But the scent of sweat lingered in the air for hours afterward. "48....