Trans Mistress Stories

28,432 results
Orientation
Length
Source
Infinite Scroll

Chaffernaught 02

by MistressColleen on Sep 15, 2017
Fetish

Chapter 02: A Little Bit of It turned out to be a bright summer day and once on the platform I retrieved my cigarette case and opened it. As I took a cigarette from it a flame appeared and I was treated to the tiny tinkle of his bell. Though itching to have his tongue buried in my behind I remained cold and indifferent by ignoring him. True, I wanted my pus...

Clara Bow's Academy for Ladies

by Sputnik57 on Sep 15, 2017
Transsexuals & Crossdressers

Peter had had no choice in the matter from an early age. As he car drew up to the huge ivy clad castle-like building, having entered through electronic gates in a ten foot wall, he felt doomed yet excited. His cock was erect in the tight panties his Stepmother has chosen for his introduction, his anus tingled and gripped the soft rubber plug she'd also chose...

My Slave's Birthday Gift Ch. 02

by MistressMichelle111 on Jan 27, 2020
BDSM

I awoke the next morning and stretched, looking out the large windows to the vast blue sea and white sandy beach, memories of last night dancing through my mind. It had been exhilarating to watch my slave's reactions to being stripped, tied down, displayed and used to teach other women how to properly tease and spank a man. He had been embarrassed to have t...

Cissy's Pegging Parlour

by Pinkmanties on Mar 18, 2020
Fetish

Fella's are you looking for a little backdoor action? Maybe you want those cheeks to feel the sting of a riding crop, or you want your boipussy filled with a firm supple dildo, or maybe you're just looking for a girl who will put your manclitty in a cage and tell you what a bad boy you've been! Come on down to Cissy's Pegging Parlour where your dreams become...

Hurt by Grace

by venus_monroe on Jun 1, 2020
BDSM

He met this woman in his Statistics class. Grace was a Senior who avoided taking math until her last year of Nursing and they'd been seeing each other for a couple months. It was nothing serious, but it was still hard to see other girls after being with someone so exceptional in bed. She was blonde and half-Japanese, with pretty brown eyes and a slim frame....

Vex and the Badminton Club Pt. 03

by Pocketrocket2 on Jun 2, 2020
BDSM

This is the third part of the series Vex and the Badminton Club. All characters are over 18 and the acts described are entirely consensual, and follow the progress of a young man Vex and his introduction to sex by the members of the Badminton Club, women in their thirties and forties, who have a penchant for younger men, young submissive men who they deem fi...

Irresistible Raven Pt. 06

by redhazed on Sep 14, 2020
Fetish

It was Friday afternoon, and the middle of summer. That meant half the staff at the agency was off, and probably at the beach. Raven told me today was special, and I would have to wait until after work to find out why. So I waited, patiently. There wasn't much I could do, so I put my feet up on my desk. I intended to nap. But suddenly a voice said, "There's...

Mistress K Letters 09: Game of Chance

by Sexykit on Sep 28, 2020
BDSM

Sweet slutty pet How I miss you when you are away from my sight. How should a Mistress find her pleasure without her eager pet to toy with? What power does a Goddess wield without a devout slave to worship and serve her? I find myself torn between wanting to pet you, to use you and to punish you. And so, tonight, we shall play a game. I see you've noticed...

Night With Chantz Fortune Ch. 02

by lilguy on Sep 11, 2017
Celebrities & Fan Fiction

I laid there on the bed pass out till Chantz got horny again. She laid in her expensive bed with satin seats. She smoked her cigarette and took a look at my ass. She smiled as she saw the ass cheeks redden with hand prints. She saw my ass open with her strapon and looked at it. She loved looked at an ass that she just fucked with her baby. She called her str...

A Night's Work Ch. 6

by Knowme on Sep 12, 2017
BDSM

"Has your mouth recovered yet?" "Still pining for the taste and feel of that raging hard cock in your mouth?" "I know you wanted to feel his hot load explode in your mouth - you are such a cum hungry little whore!" "Don't worry, there is plenty of cum in this room just waiting to make its way into your belly - and ass for that matter." "In the meantime,...