Trans Mistress Stories

28,432 results
Orientation
Length
Source
Infinite Scroll

Did It Really Happen? Pt. 02

by Sluttysubj on Jun 19, 2019
BDSM

I am blindfolded. I am gagged. I've had nipple and cock and ball torture for about an hour. I am shackled to a St. Andrew's cross. I am half in sub-space, when the knock comes. "Who could that be?" Mistress says. I am bewildered. I cannot really hear what is going on down the hall at the doorway. "And here is my slut," Mistress announces. "Say hello slu...

Let Me Help You with That

by Eterriswolf on Oct 30, 2018
Exhibitionist & Voyeur

A/N: This piece is a work of fiction, the people in it are not real (well I am but the events and other people are not). Any similarities are coincidence, and should be dismissed. The first half of this story is based on real events, the walk and the pants, so have fun with that understanding. This story is about a Trans Woman, and I refuse to use the "tr...

Split Slave Ch. 07: Not Fair Pt. 02

by skaetlett on Jul 31, 2019
BDSM

Author's Note: This story contains adult content. Do not read if you are under the age of 18. Additionally, this is not an accurate representation of slavery or non-consensual sex at all, as it exists in a fantasy setting. Non-consensual sex or sexual acts and sex slavery in real life is highly immoral and illegal. All characters in this story are above the...

Katherine's Choice Ch. 02

by grover10 on Sep 14, 2017
Celebrities & Fan Fiction

(Celebrity, Pornstar, Transsexual, Seduction) (Copyright) Mainstream celebrity character suggested by another Literotica member. Main characters: Katherine Heigl, Jessy Dubai * Katherine stepped out of the shower and dried herself off. She hung up the wet towel on the back of the bathroom door. Katherine opened the door and stepped out into her hotel roo...

My Neighbor makes me Her Pussy Slave

by redwolf555 on Feb 12, 2019
Fetish

My name is Steve and I am a 56 year old widower with salt and pepper hair. I was in two loveless marriages so I masturbated a lot. After my second wife died, I got into the habit of wearing women's lingerie during my masturbating sessions. First it was a bra, then slips and then dresses. I would wear them not because I want to be a woman, or I'm gay. It just...

A Trans Woman's Submission

by ahbedeah on Aug 20, 2018
BDSM

Mistress can't blame you. She knows that you need someone to do your thinking for you. She knows that you need someone to control you. But she wasn't there. Sara was there. You couldn't remember why you were in the bar or what you had ordered. All you knew was that your glass was half-empty when you first noticed her. Her hair was black, streaked with th...

She Chose Me

by darklace on Sep 16, 2017
BDSM

"Mistress. Will there be anything else, Mistress?" I asked after curtsying to my Mistress and her guest. I had finished tidying up after dinner and had served them their post-dinner coffee. I stood off to the side, eyes lowered to the floor, my hands behind my back with one wrist lightly clasping the other. My chest was thrust out, and one high-heeled foot w...

Retired to a Whole New Life Ch. 02

by sissymissyct on Feb 11, 2019
BDSM

As my fate was now sealed by the lock, Mistress Michelle handed me the key and instructed me to put it on Cara's ankle bracelet. I gently undid the clasp and attached the key as instructed. I re-fit the bracelet and lovingly kissed her foot, and then Mistress Michelle's. They helped me too my feet and we went back out to the living room, Michelle locking th...

Tutor Trouble

by Ballcrake on Sep 27, 2020
BDSM

You are a 19 year old male and you are back home from your technical institute. Your parents ask you to sit down. "Son, we are so disappointed with your school performance! From now onwards, you will be having a tutor to help you with your studies!" Your mom said in an angry tone. Before you could retort, your mom says, "Me and your dad have a...

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My Mother's Boss Pt. 02

by phoenixcinders on Oct 8, 2019
Transgender & Crossdressers

Hey, here's pt. 2 of an ongoing series about a 18 year old high school student submitting to a milf with a cock. Hope you enjoy. Please comment below what you thought about it. Follow me for more. ***** School the next day I couldn't focus during school the next day. I was too busy trying to convince myself I wasn't gay. It was hard seeing how I sucked a...