Shemale Girlfriend Stories

56,648 results
Orientation
Length
Source
Infinite Scroll

Nic and Sophia Ch. 01

by sweetangelkisses on Sep 15, 2017
Romance

She stared outside the floor to ceiling windows which surrounded her office. She wasn't really looking at anything in particular. Just staring. Today was a very bright sunny day, expected of a typical mid summer's day in Los Angeles. Sophia sat behind her glass desk on the soft black leather chair. "Time to start the day," she said to herself with a sigh...

Julie and Scott

by kinkink on Sep 17, 2017
First Time

It had taken less than half the movie for Scott Fester to fall asleep, which left Julie sitting on the couch next to him in a fume of aggravation. He'd been the one who picked it out, after all. Historical period pieces like this weren't a favorite for either of them, but Scott had a thing for one of the stars and pleaded with Julie until she gave in. Damni...

Naughty Pictures

by B_Couric on Sep 13, 2017
Fetish

Exhibitionism turns to light cuckolding with bi-elements. On the first day of her third year of college Lia was surprised to find her boyfriend Jason's roommate Matt in her writing class. She noticed him as he walked through the door, her heart skipping a beat. He took a seat on the far side of the room. On the second day he sat next to her and she was thri...

Andrew & Candace Ch. 01: Sharing

by DesmondDesmond on Aug 31, 2017
Group Sex

Lying on our big bed I watched my girlfriend's face closely. A few strands of her blonde hair had fallen out of the bunch she was wearing it in and had drifted across her face. Sweat had smudged her mascara slightly and left a sheen on her delicate face. The painted fingernails of her right hand were bunched in the sheet like she was afraid of falling away f...

Finale

by GreatTim on Sep 17, 2017
Group Sex

This is a work of fiction based loosely on one man's fantasies. Please leave any comments you wish, only constructive criticism please. This is my first work. Some information about the characters: Tim is 5'8" with a crew cut and goatee. Military build (broad shoulders, thick legs, decent looking) with a bit of fat from years in class and not in the gym. Ma...

Ally - Born To Dominate Ch. 06

by sex4every1 on Dec 24, 2019
BDSM

A lot of readers wanted to know what it's like to be Ally's boyfriend. Well, my name is Roger and I am here to tell you all about it. I'll first give you an overview of what my (sex) life was like before I met Ally, then I'll share with you a very special story from the very beginning of our relationship. I am a fucking loser; this is especially so, now th...

Crazy Little Thing Called Love

by bordeaux on Oct 22, 2019
Letters & Transcripts

A little background info: These letters are from an online relationship I had with a guy I met in a sex chat room in late '01. The relationship began as a friendship, progressed sexually after a few month, then drifted back and forth between the two. We were together on and off for the last two and a half years and talked on the phone almost every day. Altho...

Lesley: An Older Woman

by Nikkiejanes on Oct 21, 2019
Mature

This is a true story set in the early to mid-1970s and is based on events related to me by one of the participants, and told from the males perspective. Enjoy it for what it is, a story about lust and longing and eventual release. Both characters are over the age of eighteen when things unfold and are willing participants to all that takes place. * This is...

Futanari Notebook Ch. 33

by sexgundam666 on Jul 6, 2020
Sci-Fi & Fantasy

"What?" Rachel snickered, skimming through the rules of the Futa Note. Their clothes were back on haphazardly, arousal tempered by a mixture of worry and intrigue. "It's exactly as I said. It changes people. I write their names, add details, and..." Carmen shrugged, "Don't you think it's weird that everyone's name in the book has a penis? Your sister, Mary,...

Business Trip Escapade Ch. 02

by Smallville on Jul 6, 2020
Loving Wives

Disclaimer: This is a work of fiction. All characters depicted are fictional and over 18. Business Trip Escapade Ch. 2 It has now been 2 weeks since that fateful weekend where Kim seduced her boss Jackson while they were on a business trip. Needless to say, things have changed greatly for the both of them. It was a typical day at work for Jackson. He was i...