Smutty Sissy Stories

7,249 results
Orientation
Length
Source
Infinite Scroll

A week of

by Sissysub on Apr 29, 2025

||Reminder to make your nickname a feminine version of your name, sorry I made the default Faggella, I was horny but that’s probably not the best option, if you know how to change that please leave it in the comments|| Intro: Alex White’s mother, Jennifer, died when Alex was 15. But before that, she married an awful man, Dave, who Alex absolutely despised. H...

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A Cross Dressers First Time

by webbyhose on Sep 13, 2017
Transsexuals & Crossdressers

I was in my mid 40's and divorced and living a great life. I ran my own successful from home and lived in a large house in it's own grounds at least 5 miles from my nearest neighbour. Whilst I was single I had an active sex life having been lucky enough to know 3 ladies who were unattached and had no need for a long term relationships but were happy to meet...

Eledei's Smutty Gifts

by Eledei on Apr 22, 2025

Here we are at the beginning! Every story will be futanari, and from the perspective of the dom. The sub may be female, or futanari, just depends. Will contain a lot of degradation, musk, and cum. I'll give a brief description of each girl here, so you can take your pick~ Also! Some of these characters are based on D&D characters that I play, or well, TT...

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A Body Re-awakened Ch. 02

by Fluffybunny2020 on Oct 6, 2020
Exhibitionist & Voyeur

A body reawakened: the watcher It might be helpful to read my first short story of the same name to get some context for this one. Jack was on a high. Fifty lengths of the pool and he felt great. As a researcher in the university he often needed to find a way to release pent up energy. His job was tedious at times, but necessary to work his way up the lad...

The Art of Writing Smut

by Boxlicker101 on Sep 14, 2017
How To

Writing smut, like any other kind of writing, takes a certain amount of skill and knowledge. Some writing skills are not required, such as establishing characters or plot development, because the only thing the dedicated readers of smut care about is graphic sex, and the more detailed it is, the better. Character is less important than the sizes of his cock...

My Big Fat Pornographic Wedding

by GratefulFred on Sep 1, 2017
Humor & Satire

(C) - GratefulFred I still remember the day when my papa was giving me a lift to school with my buddy Jimmy. “Jimmy, did you know that most words in English have a root in Pornish? Give me a word. Any word will do,” said papa who once again embarrassed me as usual. “How about “Frosty the Snowman” Mr. Cockinpussypuss” Jimmy asked. “Yes…Frosty is like Frig...

The Library

by mrguitarmn on Sep 13, 2017
Exhibitionist & Voyeur

One Late night while studying in the library. Jack wandered around in the basement where all the bookshelves that slid together were. He slid some together so that no one would bother him. It was finals week and he knew no one would be in his section seeing how it was already close to midnight. It was Saturday and most of his friends from the music departmen...

Legend Of Echo

by KourtneyB on Jun 29, 2019
Fantasy

Before the adventure begins, a quick description of the star of the show, Echo: An 18 year old human woman. Her lithe, 5'5" body is topped with shoulder-length shiny Raven hair. Her back and chest have the fairly easy job or supporting a pair of perky B-cup boobs with small areolas and very sensitive nipples. Past the slight but pleasant curve of her hi...

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A Mother's Sonnet - Audio Version

by mejau71 on Nov 2, 2020
Audio

Disclaimer: This audio is made by an adult FOR adults, and it's purely fantasy. All characters are fictional and are 18 years and older. The slow gentle burn of a Mother's love that embodies the allure and romanticism you've always craved. Give in as your mother takes you through an aural kaleidoscope of forbidden delight that all men madly crave. Not a qu...

Gardner's World

by Trudydoes on Oct 31, 2018
Group Sex

"They're here." Shouted Jane up the stairs to her husband Charlie. "Ok, be down in sec." Came the muffled reply, through the closed bedroom door. There were three of them; a couple of young lads in their late teens or early twenties, and a bloke of about mid-thirties who was clearly in charge. He introduced himself as Mick. They were here to landscape t...