Straight Crossdresser Sex Stories Free Stories

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Infinite Scroll

Michele and Buster: A Tranny Tale

by MicheleNylons on Sep 14, 2017
Illustrated

This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...

Yes, Dear Ch. 01

by qhml1 on Sep 14, 2017
Romance

This really isn't my story, it belongs to my only crossdresser friend, who I consulted while doing research for another story. It's her dream situation, and I agreed to write is as a thank you. I wouldn't let her see the finished story. She has to read it here. Hope you enjoy, Anne, this one's for you. I was going to put it in the transsexual and cross dre...

Carrie And The Substitute

by eroticorgasm on Sep 13, 2017
Mature

The temptation of high school senior girls was too much. He was glad he hadn't become a career teacher -- one of these girls would have surely seduced his cock into her body by second semester -- if not by lunchtime on day one. His morality and ethics were pretty strong. He didn't have to have sex with every beautiful woman he met -- however, that didn't m...

Dexter the Photographer

by Moonraker_Bond007 on Sep 14, 2017
Erotic Couplings

TO THE READER: this story includes several characters from the series of Jason Garrett stories; however, this story is not part of that series. Hi there. My name is Dexter Malcolm. I take pictures for a living. I used to ruin - or sometimes improve - people's careers for a living. I would take photographs of them in particularly compromising positions, and...

When Angels Cum Ch. 11

by CapDragon121 on Dec 25, 2018
Sci-Fi & Fantasy

Author's Notes: Finally have an editor/proofreader. DankMemez. If you find the quality of writing/sex scenes in the chapter to be greatly improved from the last, it's mostly due to his efforts and suggestions. He has been stupendously helpful. Special Thanks to VibrantDragon, FlyPenguin & W00tdiew00p for supporting my work Schedule: A couple of you ask...

Heather Jenkins

by mindwiper on Dec 18, 2018
Sci-Fi & Fantasy

Fear isn't something I let control me. Sure, I'm not a bodybuilder, I'm kind of small for my gender, but I can handle myself. One on one. Being the target of a lynching had never crossed my mind until my girlfriend dragged me along to Las Vegas to attend a convention of the National Lesbian Alliance. I was thinking about this new-found fear when my girlfrie...

Love Your Readers: Categories

by Tx Tall Tales on Dec 9, 2019
How To

============================ Help Your Readers. Categorized Your Story Correctly. In Love Your Readers, I wrote about things you do to improve the reading experience for your readers. In Love Your Readers: Categories, I'd like to share my ideas on making it easier for the readers to decide to give your stories a read, by placing it in the right category....

Finding Himself in Her Ch. 03

by Mr_Owlow on Sep 25, 2017
Fetish

RING! RING!! RING!!! "Ummm ... Hello?" "Hi, I'm calling for Mr Jaime Baudelaire?" "Good morning, this is he." "This is Savannah from Dr. Simmons clinic, I'm just calling to confirm your appointment for three o'clock." "Oh, right, damn, I forgot about that. Thank you so much for calling!" "No problem, we'll see you at three pm, bye!" CLICK What a wa...

Neglected

by komrad1156 on Sep 13, 2017
Mature

*Author's Note: Two quick points. As I've said, I know from personal experience, older (even married) women will sleep with a younger man. Falling in love and actually marrying one is an entirely different thing. Without a job to support them, it's even more unlikely, and there are only a few jobs someone between 18-22 can have that earn enough (not a lot—en...

Isabella's Reversion Pt. 03

by silverbackteddy on Sep 16, 2017
Fetish

Note from the Author: This is a story about ABDL. The first word being Adult. All sexual encounters center around Adults, above the age of 18. This story also contains BDSM, plushophilia, watersports, and various other fetishes. For those that are grammar freaks, please don't comment on my improper grammar use. I could care less. At least it doesn't have...