Shemales Stories

429 results
Orientation
Length
Source
Infinite Scroll

Finding Dana

by PedalPower on Sep 16, 2017
Transsexuals & Crossdressers

It would always happen, without fail. I'd begin jacking off to regular, everyday porn, like everyone else. A man doing a woman, maybe two. Sometimes two women. Sometimes a woman on her own. But it never ended with that. The same thing would always happen — I would only come from watching a transgender girl. On the porn sites, they called them "Shemales." I...

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 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...

Open in Reader

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...

Open in Reader

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...

Open in Reader

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...

Mistress Jasmine Made Me a Slave

by Gretatv on Sep 18, 2017
Transsexuals & Crossdressers

Since long I haven't written a story so maybe I am a little rusty but I hope you enjoy it anyway. There are some autobiographic parts in it but most is fantasy, which part is real and which is fantasy I leave to you. Like any other author I do love comments too, whether they are good or bad. So please leave some words of praise or critics. Those critics whic...

Tits Have Benefits Ch. 05

by hottchic on Sep 18, 2017
Transsexuals & Crossdressers

Thank you yet again for everybody's support for this on-going saga. And no, Andrea is not going to become a cock sucking slut if that is what you were thinking. The thing is that Andrea is an open minded girl and she is clearly attracted to other shemales as I expect many people are, and in the end Andrea is prepared to be accepting of her latent bisexual te...