Dominant Shemales Stories

19,683 results
Orientation
Length
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Infinite Scroll

Mistress Coco School Wayward Boys

by tawnysuede on Sep 14, 2017
Transsexuals & Crossdressers

Where Boys Become Girls, Whether They Like it or Not by Mistress Tawny Suede assisted by slave Holly Introduction In Which We Meet Rich Bitch Kimberly and Domineering Mistress Coco Kimberly Caldwell's head thrashed about on the silk pillows; a cry of ecstatic pain escaped her luscious lips as she cupped her heavy breasts, her crimson fingernails ra...

Shemale Surprise

by silkstockingslover on Oct 21, 2019
Transgender & Crossdressers

SUMMARY: A married man is seduced and taken by a friend of his wife's. EDITING THANKS: Thanks to Robert, goamz86 and MAB7991. NOTE: This story is dedicated to Robert who requested the fantasy...sorry but the story ended up a lot longer than originally planned. ***** "You can stay with Robert if you wish," Mary said on the phone. I looked up from my lapt...

Shemale Surprise Ch. 02

by luckybaldrik on Sep 16, 2017
Transsexuals & Crossdressers

I woke up to find myself staring at a nice ass hanging over my head. That ass belonged to heather, an extremely attractive shemale who tricked me into letting myself get gangbanged by a group of shemales. She then let me stay in her apartment, as my clothes had been stolen a long time ago. I then realized that I was being sucked off by heather. She had gotte...

Femboys, Traps & Twinks

by badboi94 on Sep 26, 2017
Cheating Spouses

Mark Morrison is a 50 year old wealthy businessman. Using his wits, good looks and college education was able to create a very profitable media company in LA. He always told himself he wanted money, a big house, a gorgeous wife and some kids, that was his dream. But when his dream became reality something didn't sit right... His wife Elena (41) was a beautif...

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Of Dickgirl Mistresses & Dickgirl Sissies

by keemt on Sep 24, 2014
BDSM

There was a knock on the door, here in your top-level apartment. You open the door and look down to find a woman, kneeling on the carpet with her head facing down. Her long, straight black hair flows over her pale naked figure. Although you can't see everything of the woman's body, she is obviously in good shape. Her hair and posture is even blocking a view...

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The Sexiest Shemales Ch. 02

by cleanly_shaven on Sep 13, 2017
Transsexuals & Crossdressers

Holly and I didn't want to waste our day so got up and got ourselves in the shower. We stripped off our g-strings that we were still wearing from our sex fest and turned on the hot water. We always shower together. Sometimes we will fuck each other in there or suck each other off but we just had sex so we just soaped up each other's bodies and cleaned the cu...

Futa Debauchery

by Random Anonymous 268 on Aug 4, 2020
Fetish

Main characters are all futas (futanari, hermaphrodite: a female with both a pussy and dick with balls optional). Here are my three original main topics, you can make your own if you want. Pregnant: You go about life impregnating, and getting pregnant. Any holes except oral, and anal are available for baby making. Pred: They only unbirth/eat. If they are unb...

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Mikes First Transgendered

by SamanthaMeyers on Nov 16, 2020
Transgender & Crossdressers

This is an absolute true story. Mike loves transgendered I had just turned 30 and was about 1 year out of my divorce. I was dating a Filipina lady named Mika who was not the best person for a relationship, for many reasons. During our relationship Mika used to take me to this Filipino dinner restaurant which had food and late night live musical shows. Duri...

Birth of a New Sissy Ch. 01

by AltErik on Sep 18, 2017
Transsexuals & Crossdressers

Usual disclaimers, though if you are already browsing stories on this site, you must have an idea what you're getting into by now. ;-) This story contains male to male sex, Crossdressing and Dominant/Submissive themes, so if this is a problem . . . wave off! This story is fictional story based on a fantasy of mine. While it is fiction, I did use myself an...

Fun with Chrissy

by WhiskeyIsGood on Feb 12, 2018
Transsexuals & Crossdressers

I know this is a bit short, compared to some of my other stories. There will definitely be more to it later on though, I assure you. I apologize for my lack of posts lately. I've just started a new job and it's been keeping me busy. I don't intend to stop writing anytime soon though. ***** I can remember the first time that I stumbled upon trans porn. I wa...