Sissy Friend Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll

Sissy Amy Loves Mummy Belinda Ch. 01

by Sissy Adele Howells on Sep 17, 2017
Fetish

My world had turned upside down, when realising that my favourite fantasy was about to come true. The story that I am about to narrate, is about my obsession of being a kinky, sissy, little girl. Everything seems so real and I could not stop myself from falling deeper into this kinky world of fantasy. For the benefit of the reader I am forty eight years of a...

A Sissy Saga Ch. 24

by Snurge on Sep 13, 2017
Novels and Novellas

The early morning sun made the windows of the great house sparkle, and the ancient, dappled walls of Fairyfield Grange looked like they'd been daubed with gold. Abigail swept across the back patio and admired the recent changes. The large windows facing onto the terrace had been taken out and replaced with French doors. It was a facet of his mother's ultima...

Robin and Jimmy Olsen - Sissies Ch. 06

by tawnysuede on Sep 15, 2017
Celebrities & Fan Fiction

"Miss Robin! Surely you can't be serious!" "Introduce us, Alfred! Just like any other guest arriving, we deserve to be introduced to the crowd!" demanded the lovely sissy! Robin and Jamie were dressed in very attractive summer dresses - Robin in blue and Jamie in green which accentuated his green eyes and emphasized his bright red hair! The dresses would ha...

Robin and Jimmy Olsen - Sissies Ch. 05

by tawnysuede on Sep 15, 2017
Celebrities & Fan Fiction

Jamie Olsen hated Mondays, because on Monday morning she had to go back to being boring Jimmy Olsen after having spent all of the weekend as Jamie! Sunday evening had been disappointing. As usual she had been out on her street corner on the stroll. Last night she had chosen to look extra trampy, wearing torn stockings, her five inch heels, and her black lea...

My Wife's Sexual Awakening.

by wunderboi on Jun 3, 2019
Interracial Love

My wife and I had been married for six years and we had recently moved to Hawksville a bigger town or small city in the south and were finding it hard to establish friends in our new location. Other than that, life was the usual routine of work for us both, looking forward to the weekends when we could drive to the beach, or just hang by our pool. I had mar...

A Starlet is Born

by gynarchite on Jun 4, 2019
Sci-Fi & Fantasy

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** The now-nameless slaveboy looked around the crowded hall at the array of bare human flesh on display, which elves – all female, he noticed – were busy inspecting and buying. All across the sumptuous, marbled hall with its grand skylights and rich, otherworldly paintings, we...

Mitzi Seduces Mrs. Robinson

by Tcs1956 on Sep 13, 2017
Exhibitionist & Voyeur

***** I think it must have been some kind of temporary insanity. What other way is there to explain where I found myself that day? Driving in my car, naked from the waist down, not knowing exactly what was going to happen when I reached the address that was written on the paper lying on the seat between my bare legs. One thing I was sure about—the arousal...

Hazardous Waste Ch. 02

by NOIRTRASH on Sep 16, 2017
Loving Wives

All characters are adults. When I got outta the air force I needed a job but didn't wanna slave for a dollar forty minimum wage, so I got some business cards printed, and tacked them to bulletin boards around town. I got outta the air force with most of my mechanics tools, bought more, and bought an old Chevy pickup. I became a handyman. Calls came in alm...

A Sissy's Date Night

by nadia603000 on Oct 19, 2020
BDSM

Author's Note: Mistress Pepper and Sophie are "anonymized" versions of me and my slave-girl. The real me. All of my stories are (or should I say will be) my memories of a session with a sub. Thus, they are true stories. Only in this version details have been changed to protect the sub. I do live in Mobile about 10 months of the year (the remaining two I spe...

Dry Valley Ch. 20

by RedHairedandFriendly on Sep 18, 2017
Chain Stories

Finishing Touches Three days had gone by since the break-in and attack on Jessica and Bailey. The women had been moved to the Walker Ranch, much to Missus O's soft muttering. But she knew the ranch was the place the girls needed to be to recuperate, she was however out there every day just to ease the burden on her friend Sissy, though Sissy didn't find it...