Sharesome Sissy 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

Valerie

by WishFull on Sep 15, 2017
Erotic Couplings

She was little. She wore sandals and a natural linen sundress, short, with shoulder straps that were no more than strings. Around her neck was a narrow choker of lavender-colored velvet. Her name was Valerie. What had I done to deserve Valerie? Not a damn thing. At that cafe on a muggy afternoon in Amsterdam we just stared at each other, sipping wine. Momen...

Don Venuto's Sissies

by marybethsanford on Aug 18, 2017
Fetish

Players: Capo De Matzo, counsel to Don Venuto. Don Venuto also known as the Godfather; Mario Venuto, son of Don Venuto; Ms. Rosa Cappella, professional dominatrix; Carol Evans, mother of Mark Evans; Mark Evans aka Martha Evans; Helen Andrews owner of the Little Miss Muffin Boutique; Ralph Summers, a friend of Mark, aka Robin; Steve Franks, friend of Mark, ak...

A Little Twist Over the Road

by mdw_dark_angel on Sep 17, 2017
BDSM

Master is an OTR driver for a national corporation. That could make things very difficult for O/our relationship as W/we would not be able to see Him very often, for very long at a time, except that - sissy, affectionately known as pet, and angel, referring to this girl - are His relief drivers. W/we travel with Him everywhere so it makes life a bit more exc...

From Princess – Mistress

by subway1962 on Sep 17, 2017
BDSM

This all started about 6 months ago on a Saturday afternoon, my wife had said that she would be out all day, shopping with her friend, then she was going to the cinema to watch a film and said she would be back about 10pm. My little princess (Ana) was having a sleepover with her friends so she was out for the night, that's when I realized I would be by myse...

Coming Home, Coming Out Pt. 05

by EiryCGar on Mar 30, 2020
BDSM

Author's note: This fictional series continues with part five. Both Dr Sara and Paul and Dr Mary and Clarice (Cee) have secrets to share. The narrative in this chapter takes place in the week prior to Dr Mary and Cee leaving their respective jobs in the city, and moving go the village of Cwm Pechod, to take up new posts in the medical practice headed by Dr S...

All the Cock She Ever Wanted

by luvpsy on Sep 16, 2017
Interracial Love

This story is dedicated to Jill who asked me to write it for her. * Lightning flashed across the dark sky as Steve lifted his travel bag from the open trunk of Crystal's Taurus. He opened the door for her and said, "I see my new roomie is home. It will be raining cats and dogs by the time you get back to the Campus. You might as well come in for a drink or...

The Dragon Ring Ch. 05

by Beatnic_jazzman on Sep 25, 2017
Sci-Fi & Fantasy

Councillor Cadwill was there already, having arrived minutes in front of us. "The talk is all of Prince Hallit being wrong footed. There are some that want to press forward, take him down a peg, but there are some that worry about reprisals; sabotage of their place men. It's turning into a kerfuffle large enough to attract the vultures of the café commentat...

Wrestling in the Metropolitan

by goldenmyst on Aug 20, 2018
Mature

My hawk gaze follows her in the saffron skylight of our cathedral of solitude. I have hidden for three days in the ruins of this building which once soared into the heavens. I look at her with thirsty eyes and drink in the vision of woman. It has been months since I've seen a female of the species. I sometimes contemplated that I might be the last person on...

I Fell in Love with a Ghost

by qhml1 on Sep 19, 2017
Romance

This is not a Halloween story. I just added the bit at the end in honor of the holiday. Hope you enjoy. ................................................ He just showed up one day, and the bar owner did everything but kiss his ass in front of everyone. He even set up a small table in the back near the restrooms, and no one was allowed to sit there except h...

Introducing: Black Master Olu Ch. 03

by dsoul on Sep 16, 2017
Interracial Love

Arnold was diligent at his job. In the week since he arrived, he'd taken him less time to settle in and get adjusted to the rhythm of his work office, which was as Projection Design Manager, located at the Federal Light terminal of the Port Harcourt/Onne Jetty. His routine was simplistic and downright frugal, an observation that wasn't lost on the other expa...