Sissy Erotica Stories

1,000 results
Orientation
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Infinite Scroll

Sissy for a Day

by silkstockingslover on Oct 16, 2018
Fetish

Summary: With his wife's help and support, a man becomes a sissy for black cock. Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further. Note 2: This is dedicated to the real Paul who requested this story. Note 3: Thanks to:...

Sissy Powers Ch. 00 - Prologue

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

Hi! My name is Leo Solo. I used to be a normal guy, just like you. Well, maybe not just like you. I have an 8" cock, for starters. And over the years, I've supplemented that with extensive study of Tantra and other sacred sex, learning how to elevate my lovemaking game to the level of the gods. My fiance, Clara, is very appreciative of my devotion to her ple...

Sissy/Cock Sucker Dictionary

by silkstockingslover on Jun 12, 2019
Reviews & Essays

Summary: A list of terms to aid in understanding the activities and nature of sissies and cock suckers. Note 1: The author's source material isn't Webster's Dictionary or anything similar, but is drawn from many years of interest in matters sexual and countless conversations, both spoken and online, with other perverts. Note 2: Thanks to Tex Beethoven and...

Sissy Hubby

by rj1774 on Mar 18, 2020
Fetish

In case these are not the fetishes you like; this story features pegging, CEI, and sissy training. * It had been a very long week at work, but I had finally made it to Friday at 3pm and was excited to relax over the weekend. Then a text from my wife of five years came in that started the snowball rolling down a steep mountainside. "Hi! I have to run a few...

Black Sissy For White Goddess

by Samuelx on Sep 16, 2017
Interracial Love

Finally, I feel like I am where I belong. Picture this, if you will. A big and tall, muscular Black man clad in a pink tutu and frilly White panties, my face fully made up and my lips properly rouged. I am kneeling before a six-foot-tall, slender red-haired White chick and sucking her strap-on dildo. My Mistress Amelia Heinrich smiles at me as I suck her dil...

The Naked Bleached Blonde "Sissy Barbie Bimbo"

by Crissy on Apr 22, 2025

Did You Know? According to a study conducted on 293 female college students at the State University of New York in Albany, exposure to semen can lower symptoms of depression. And it’s mighty healthy: One teaspoon of semen contains over 200 proteins and several helpful vitamins and minerals including vitamin C, calcium, chlorine, citric acid, fructose, lacti...

A Sissy Cuckold to another Sissy

by Gemsissy on Sep 26, 2017
Fetish

"Christ, Bob!" snaps Julie. You just sigh as you feel your skinny cock throb and spurt into the condom next to her bottom. "What about me?" "I'm sorry, honey. You're just too sexy! I came so fast!" you say, blushing in embarrassment that you couldn't fuck your own wife for more than 30 seconds. "Are you some fucking teenager dweeb?!" She spits as she glare...

A Sissy Saga Ch. 12

by Snurge on Sep 15, 2017
Novels and Novellas

Poppy returned to the dormitory much earlier than had been planned. Most of the students at the Grange were in special detention and occupied in doing things in preparation for Open Day, but he was no longer a proper pupil and for a while that afternoon he was a free agent. He was feeling active and restless, but he arrived to find the room occupied by the...

My Passion for Mustang GTs Ch. 03

by SusanJillParker on Sep 17, 2017
Non-Erotic

Not all just about writing erotica, this story is about car buff stuff for car buffs. Susan discusses her other passion the automobile. Never comfortable with the Camaro Z28, just my personal preference and opinion, I didn't feel as in control of the car as I felt in the Mustang GT. A heavier car than the 3,500 pound Mustang GT at the time, comparable in we...

Hermaphro-Love

by JaJimLy on Oct 26, 2020
First Time

Erotica 10 – Love Found It has been a long day. Deborah, although longing, has never been much for the world of romance. Her calendar never leaves her much time for building seriously a relationship that could support that kind of thing. She was always more pragmatic, trying to figure out how to survive or, when surviving wasn't an issue, and college offere...