Sissy Friend Stories

145,580 results
Orientation
Length
Source
Infinite Scroll

Ghost Memories Ch. 03

by Heinz57 on Sep 14, 2017
Mature

Teri's eyes focused on the alarm clock... 0630 hours. She didn't know how she got here. Her hand touched a warm spot and memory flowed in. "Nancy!" Teri called. "Just a second," Nancy's voice called from the bathroom. "When did you come to bed?" "I don't remember how I got to bed." Teri replied sheepishly. "Then we both slept the sleep of the dead." Nancy...

The Sanctimonious Twit

by sophist801 on Sep 14, 2017
Loving Wives

Almost a year ago angiequesophie assisted with the editing of this little story. My thanks for the assistance! Rowan and William Muse The sun was about to slide, without fanfare or ceremony, to the far side of the Rocky Mountains. The Flat Irons were cast in shadow that made the monolithic black rock appear wet and slick. The few rock climbers that were sc...

Jolene Enjoys Labor Day

by meatmywife on Sep 17, 2017
Loving Wives

A story about my wife and I...she likes to fuck, I like to watch...If you don't like this type of story, please don't read it. If you enjoy or have enjoyed this type of event please read on...thanks * Labor Day is always big around our house, we love to have a big pool party and invite friends and family over for a great day in the warm Southern California...

Bed Buddies Ch. 01

by SpankMeDaddy on Sep 14, 2017
Erotic Couplings

As the credits for "The Sound of Music" roll over the screen, I look over at Barry. Everything a girl would want in a man. Tall, dark, handsome, funny, and a doctor to boot. Doesn't make sense that he is curled up in bed with me and Haagen Daas on a Saturday night. Not that I am a bad specimen to be curled up to on a Saturday night, mind you. At 5'2, with l...

Penny Learns Julie's Secret

by Brookell on Sep 12, 2017
Transsexuals & Crossdressers

Julie and I go way back, to my first moving here. She lives next door and was so shy at first that I wasn't even sure I had a neighbor. As I moved in I caught a fleeting glimpse of a tall blonde, but never got a good look. It was over a month before we formally met and I learned that it was because she is a very, very private person. Eventually my winsome pe...

The Vampire and the Goth Ch. 03

by JosephineKuo on Mar 2, 2020
NonHuman

Elizabeth fell asleep not long after I'd finished my story. I lay in the dark, listening to her breathe. I gently stroked her hair away from her face as she sighed in her sleep. I kissed the top of her head, wondering how this world could create a woman who felt comfortable sleeping in the arms of a monster. I didn't know how to feel. Was I lucky to have fou...

Dinner and...

by BelleCanzuto on Jun 4, 2019
BDSM

His best friend from college was in town, celebrating a milestone wedding anniversary. They were all going out to dinner together, even though it was her birthday. She felt kind of childish, having been irritated at the thought of sharing her man during a weekend she wanted to celebrate. But she was a grown woman, and he didn't get to see this friend very o...

Descent Ch. 06: Two for One

by imalaraida on Feb 25, 2019
Sci-Fi & Fantasy

"Sometimes I have a hard time believing how big your boobs are," Amelia said, holding up one of Emma's many dresses to herself, seeing how it absolutely wouldn't fit her due to Emma's more substantial assets. "Well, it's only been a few weeks for me," Emma said, sitting on the bed. "Sometimes I feel the same." "Really?" she said. "It's part of the dolling?...

Catching Fish Ch. 08

by isittrue on Aug 22, 2018
Erotic Couplings

Author's Note: This is the conclusion to the story of Kylie, Shannon and Coach Fish. I have never written a fictional story before...haven't written anything longer than a letter since school. I don't really know if it reads very well - when I read other's stories I stand back in awe. If you liked it, or have any input, I'd be interested in your viewpoint....

Son of a Witch Pt. 06

by Jwood23 on Jul 14, 2020
Sci-Fi & Fantasy

All characters depicted here are 18+ ***if you like my stories please consider leaving a comment or rating. Any feedback is always appreciated so i can improve my writing. Thanks to alice_looking for help with the editing :-)*** Barley jogged through his house to the garage to get his bike. Riding it out the door into the twilight and down the path to the...