Sissy Pornstar Stories

7,967 results
Orientation
Length
Source
Infinite Scroll

Internet Affairs

by Sabrinaseales on Sep 17, 2017
Group Sex

Ha ha ha...yeah you're one crazy mother fucking bitch, she told herself with a smile...she had just mailed her spread eagled cunt half way round the world to France to be exact...heh heh you couldn't do that type of hocus pocus shit twenty years ago with ease, she thought. The world was changed, but there was so many amazing things to get out of it...so, in...

Boy Brides Ch. 7

by yano on Sep 14, 2017
Fetish

Darren and Claire's day of punishment was to end in more familiar territory for him, a place where he felt relaxed and had appeared as a kinky bride hundreds of times before. His punishment soon became pleasure as he tells us now: "After three gin and tonics and some discussion with Robert in the bar, we made our way to the bridalwear store. I was amazed at...

High School Futa Ch. 09

by ToSexorNotToSex on Mar 23, 2020
Transgender & Crossdressers

Author Note: All characters are above the age of 18. --- Before she could make a decision about the whole Pornhub deal, Emma had one thing to take care of. A wager she'd lost. It had been a few days since everything kind of converged, and Emma wasn't particularly busy. So, in between making light-hearted fun of some "ugly" pictures Lindsey took of herself...

The Music Awards

by Kip Carson on Sep 17, 2017
Celebrities & Fan Fiction

*** This story is a work of fiction. It is in no way endorsed by or associated with the celebrities mentioned. *** Mike was a reporter for a large newspaper in LA. He was excited when he was told to cover the Music Awards Show at the local arena. He put on a rented tux, took along a photographer, and excitedly entered the backstage area. The first people he...

The Academy Ch. 02

by DK54 on Feb 20, 2018
Group Sex

Chapter two: A Mother is the Best Teacher A group of protesters have begun to form outside of The Academy. Before the mass of individuals even began to shout, their energy radiated with hate and intolerance. Faces of disapproval and spite were found in spades; and the faces weren't regulated to one demographic, all ages gathered to protest the first day of...

Successful Businesswoman

by mattpantyhose on Apr 17, 2018
Group Sex

"It's a man's world and it's tough to be an independent woman" some say, but I tend to disagree. My name is Samantha, before I prove my point, let me tell you few words about myself. I am thirty seven years old, but remain in a perfect shape; I eat well, exercise regularly and use all the latest cosmetics that supposedly stop the process of aging. All these...

The Sleaziest Agent Ch. 01

by DickThePimp on Dec 11, 2018
Celebrities & Fan Fiction

This is a porn parody... It's a fantasy only... It ain't real This is a two part story based in 2012 and stars Chyna aka Joanie Laurier... R. I. P. "Yeah... that's right Steve. You get me 4 tickets to Madonna's LA show and I'll hook you up with Christy Canyon. You scratch my back... I'll send you some big titty whores." Christy smacked me as I fucked her...

Mao Meiliang meets Andrew Jackson Ch. 01

by AndrewStories on Jan 1, 2019
Interracial Love

Synopsis: Naive young Chinese woman gets tricked, seduced and corrupted on business trip to seedy Bangkok by tall American hotel owner. This story is based on actual real world events. Please please write something to me either here as a comment or through my profile. Every little word from someone reading my stories is wonderful. Thanks to user OrcDominio...

Lonely and Horny

by Scarce on Sep 17, 2017
BDSM

- Ashley was lonely and horny... She was getting ready to go to Matthew's party. They'd known each other since she used to work at the bookstore. He'd been a regular customer there getting all his professional books from them. He didn't read much else than textbooks. That's what he'd told her when she struck a conversation with him. She had kind of a crush...

More Rob, Robin and Darin Ch. 02

by insatiablerob8 on May 11, 2020
Group Sex

"Put it back in...oh god, put it back in...Rob, put it back in me...just for a bit." That's what she recalled from our morning rendezvous...Robin always loved waking-up with a good fucking. She poured herself another cup and leaned over the island, wearing cum-stained panties and an old flannel shirt, she found in my closet. On weekends, she usually had err...