Shemale On Femboy Stories

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Classroom suprise

by william125 on Mar 10, 2015
Transsexual

A recently qualified teacher, today is your first day at Tower sixth form college. You stand at 6' 2" and keep your self in good shape. On your way in this morning you saw a group of girls giggling and looking at you. Obviously talking about the new teacher. The bell rings and a little nervous you welcome in your 18 and 19 year old students. Note to r...

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Father-In-Law Shemale Adventure

by greyhound_guy30 on Sep 16, 2017
Transsexuals & Crossdressers

My wife's parents were visiting LA from back east. We live in a small one-bedroom apartment in the valley. She wanted them to stay with us but we didn't have room. They got a room in West Hollywood. My wife and her mom had gone shopping for the day. I was supposed to be at work but at the last moment I decided to take the day off. Since the girls were out, I...

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...

Shemale Shock Continues

by standingstones on Sep 12, 2017
Transsexuals & Crossdressers

I met Cheryl at a party thrown by my sister. I asked Cheryl to come to my place afterwards and she agreed. That was where I discovered Cheryl was a shemale. I did something I had never done before. I sucked on Cheryl's cock and I took her load down my throat. After that I ended up fucking Cheryl's tight ass and giving her my own load of cum. We had now been...

The Villa

by Cyberweasel89 on Aug 13, 2020
Exhibitionist & Voyeur

Dylan Goldberg wasn't what most people expected from her looks and origins. Long, naturally blonde hair, green eyes, buxom and curvaceous body, and born and raised in California. Despite all this seeming to make her the stereotypical valley girl, Dylan was actually self-conscious, insecure, socially awkward, and something of a shy nerd. She'd come to Italy's...

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Getting What You Want

by lowtouch on Apr 5, 2021
Transsexual

You don't know why they always pick on you, the guys who live in your building. You never give them any trouble when you pass by on your way out the front, where they like to stand in their sweats, either working out or hanging out, but they never let you go without something. Usually it's a just a comment, or blocking your path and making you shuffle around...

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Tales of Kirkjufell

by Alvae on Feb 23, 2019
Miscellaneous

"Hey, you are finally awake..." A strange creature speaks to you, sitting atop of pile of bones, and skulls, tapping on unbeknownst skull of what appeared to be a grey ogre, as there is only one eye "Let me bend your ear for a moment, and tell you stories about an Orcess who dared to defy the Gods, and has been exiled from their place, unright...

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ShemalePrey.com

by Wazzfup73 on Apr 24, 2019
Transsexual

(Apologies that this is not in the Guidelines, but the term 'shemale' is used only for the purpose of erotic fiction and should not be as a term or to represent trans women in real life. Apologies to any people it may offend) As the alarm clock goes off on my phone and your mom shouts your name 'Ryan' to come down for breakfast I jump out off bed to look at...

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ENM: Embarrassed Nude Males

by 57 on Jun 27, 2017
Exhibitionist & Voyeur

Welcome to all of you! This story will be centered around the ENM (Embarrassed Nude Male) theme. As one of Chyoa users say in a fórum thread, there isn't much ENM stories, which is totally true. As the ENF situations, the ENM situations are also very interesting to read or write about, because it involves not only the embarrassment of being seen nude, but al...

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The Sex Star Ch. 01

by pinata on Sep 12, 2017
Sci-Fi & Fantasy

Priscilla awoke to the pleasant sound of a woman moaning in lust. She had been a lesbian all of her adult life, and the sound of a woman about to cum immediately made her juice up. She opened her eyes and looked around the room. There were several other women in there with her, and all of them were very attractive and completely nude. Most were still asleep...