Swinger Sissy Story Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

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...

Mistake

by magmaman on Sep 13, 2017
Loving Wives

{This story has sex outside of marriage in it, so if you will be outraged, then be forewarned.} +++ Sissy lay there in the soft bed, her mind in a whirl. She could hear the soft snores of the man who lay beside her. The room kept blinking to a reddish hue, right outside were the motel's large neon lights. She remembered seeing those, the red portion was...

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 Craziest Sexy Love Story Ever

by silkstockingslover on Sep 13, 2017
Anal

Summary: Straight white, black stud, cheerleader, nerd & submission Note 1: Although a rather unorthodox love story...this is a Valentine's Day 2014 Contest Entry because I wanted to try something different and because I believe love can occur in so many ways. Note 2: Choosing a category for this story was a struggle as the more I wrote the more the st...

Teen Goes To Swinger Party Ch. 02

by Southernstud97 on Sep 1, 2017
Group Sex

I head back to the main room and decide to look around for a while. After looking around for a couple minutes, I turn to see two white BBW's approaching. They are about 5"8 and 5"5, with big tits and fat asses. The redhead introduces herself as Ashley and the brunette introduces herself as Carly. We start talking, they tell me how they always love breaking i...

Serving Gregg

by tatsaw on Sep 13, 2017
Interracial Love

The following story contains interracial, cuckolding, and male on male sex. If any of this offends you, you might want to avoid reading. My story begins when I discovered my wife Amy's porn surfing habit in her internet history folder. Not just any porn, but mostly interracial group porn. This discovery posed a bit of a thrill, and from time to time I br...

Sharing Dawn Ch. 01

by rodryder44 on Feb 12, 2019
Loving Wives

Fucking at the Club This story is narrated by the main participants Dawn and John to give a better feel for the plot dynamics. The married duo thinks they are on the same page regarding their sexual behavior, but they're not. There is group sex and more sex throughout this story. It could be a cuckold or a swinger story, but certainly Dawn and John put a...

Memoirs of a Swinger Ep. 16

by M4bloke on Oct 21, 2019
Erotic Couplings

This is the sixteenth episode of my unreliable memoirs. Each episode can be read individually but it helps a bit with names to have read the previous ones. I hope you have enjoyed it so far. M4bloke ****************** Life returned to a certain level of normality at the end of the summer of 1982. Going back to do my final year of university was a bit of...

A Happy Trouple

by Dennis_Kiros on Sep 14, 2017
Fetish

You should probably skip this story, if you don't like to read about men engaging in sexual activities with other men. ***** 1 Breaking up is never easy, but sometimes it's inevitable and absolutely necessary. I wasn't happy when Brit and I broke up, but I think both of us were relieved that our one-year-long relationship had finally come to an end. We w...

The Making of a Mistress Pt. 04

by EiryCGar on Jul 13, 2020
BDSM

Author's note: The saga of Mistress-in-Training Marie and her sissy Charles has reached the point of their marriage. After the ceremony, Marie achieves her ambition and becomes a hotwife, making Charles a cuckold in the process As in all my fictional stories, all characters are over the age of eighteen, and all sexual practices described are performed conse...