Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

Escaping Curtis Brown

by JimBob44 on Apr 17, 2018
Transsexuals & Crossdressers

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: This story has been edited by myself, using Microsoft Spell-Check. You have been forewarned. *.*.* He was used to the constant bullying. That didn't make it hurt any less. It just made it an expected torment. Curtis Brown was short, only f...

Kinky Virgins: Feminization

by SubtleDeviance on Apr 18, 2018
Transsexuals & Crossdressers

Characters are at least 18. The title is kind of a misnomer at this point. Probably should have thought that through. Also, mind the tags. This story has cross dressing, feminization, snowballing, and pegging. If that's not your thing you might want to skip this one. ***** "Good morning, cupcake," Renee whispered as she awoke and gave Chris a sweet littl...

The Girl for Me Ch. 01

by bleepblorper on Apr 18, 2018
Transsexuals & Crossdressers

"Oh, don't stop," Phoebe moaned at me. Her hazel hair lay flopped back and forth on the pillow as her head flopped back and forth. "Don't stop! Fuck me, Will, fuck me!" I wondered why she thought I would stop at this point, with my dick already pounding her tight little pussy, or how I would even manage to. I was really just trying to hold back the flood of...

Bryan & Carla after the Supermarket Ch. 04

by Spencerfiction on Sep 18, 2017
Romance

04 BRYAN & CARLA RECONNECT MORNING GLORY "Oh my gosh, Carla, I can't think of any better way to wake up to than with you sucking me off. But do we really have the time for this?" "Mmm," Carla said, removing her mouth to respond and replacing her lip and tongue action seamlessly, using her hand to squeeze and pump him. He groaned again, opening one eye,...

Lynn and Leif Forevermore Ch. 45

by mich80new on Sep 15, 2017
Interracial Love

Dear Readers, Thank you for your feedback as you are reading the story. Your comments keep me going. I appreciate the patience of each and every one of you who is sticking by this story and enjoys reading about the sexuality and emotional growth and development of these two characters. I'm writing the story for each and every one of you....

Not the Way I Planned It Ch. 03

by jealouscuck on Sep 25, 2017
Loving Wives

Traci and I had our business and our social life which were both very important to us. Our sexual adventures had taken us to exciting heights. Traci had convinced me that much of our hang-ups come from conditioned responses of our early lives. It was not that we detested society and rules; it was that she believed in reality instead of pretense. Much of her...

The Dividing Line (2016 rewrite)

by Adrian Leverkuhn on Sep 16, 2017
Romance

May 7th Sara Wood lived in darkest shadowlands, and she kept to her shadows -- lived to blend in, to disappear; if caught in light of day, she simply faded away into the pale warrens of the city. Sara Wood was an expert in the fine art of disappearance, of camouflage, of falling through cracks in the few systems left to deal with girls of her sort: homeless...

Kiefer's Wild Party

by TheMoody1 on Sep 16, 2017
Celebrities & Fan Fiction

I would like to stress beforehand that the events depicted in this story are purely fictional and have only occurred in the deepest and most wicked regions of my – sometimes twisted – brain. The story was written from the *perspective* of Kiefer being bi-sexual, not the *knowledge* thereof! I have absolutely no hidden knowledge of Kiefer's sexual preferences...

A Boiled Frog Pt. 01

by noobdude on Sep 25, 2017
Transsexuals & Crossdressers

Author's Note: After three months of trying to find an editor or get some feedback, I'm giving up and will just post my story and see if I can get any feedback to help it out. It's my first attempt at writing a story and I know it needs work, so please be kind. Any helpful feedback is appreciated. ***** Chapter 1 With the last pass over my lips with a...

The Goddess

by carvohi on Sep 19, 2017
Loving Wives

Prologue: March, 2014. Frieda slowly squeezed open one eye. Her worry wart husband had called earlier, awakened her, and try as she might she hadn't quite been able to get back to sleep. She peered lazily over at the man snoring beside her; drool, like the drip of a leaky faucet was seeping from his open mouth. She could see his fillings and the lighter br...