Sissy Stoner Stories Stories

63,888 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Writing Erotica For The First Time

by LitKate on Sep 16, 2017
Transsexuals & Crossdressers

I always found it somehow difficult to type on a laptop when it was actually on my lap. Even more difficult when crammed into a car that's driving around on bumpy af roads. But I had wanted to try writing erotica. Nothing overly fetishy or magical. Just something that spoke to what it's actually like being like a modern trans girl or whatever. I just wished...

Judging Beauty

by subtlekiss on Sep 10, 2018
Romance

Author's Note:- I wish to thank all my readers and fans for their support during these two months. I have received both praise and criticism on my works and I appreciated it all. I had always loved writing ever since I was able to hold a pencil. The past few years had been challenging years for me, and I abandoned quite a bit of my writing. I am very slowly...

Office Hours

by T0ny_Parks on Sep 16, 2017
Romance

They had eyed each other over the last year. He always dressed in grey pinstripes. She always dressed in a high-neck blouse over a dark midi skirt. They often arrived at the elevator together, going to work on different floors of the same high-rise. But they'd never talked, and it seemed they never would. Deb was an aide in an HMO office. She had three kids...

Sammi Goes to College

by Sissy_Sammi_ on Dec 10, 2017
Transsexuals & Crossdressers

4th part to Sammi's story. After Sam graduated from high school, and knowing he'd be moving to college by the end of the summer meant he was just killing time until then. He worked for most of the summer at a restaurant as a server, and at night Sammi worked as a cam whore. He made some extremely good money by the end of the summer, and he was extremely pro...

Cam Slut Pt. 01

by GavinIsaNuisance on Oct 26, 2020
Transgender & Crossdressers

This story is entirely fictitious. Any similarities to persons or things living or dead is purely coincidental and entirely unintentional. All persons depicted in a naked/sexual nature are 18 and up. Eighteen year old Jeremy Briarstein is forced to remain home while his parents go on an extended twenty year anniversary vacation. He is further dismayed to dis...

Patriotic Duty

by Stormbringer on Sep 19, 2017
Interracial Love

Note: This is my version of a story called "Civic Duty" that has been on the web for nearly as long as I've been writing. Unfortunately, the copy I have does not list an author or I'd give him credit for the inspiration. I've also lifted my personal prohibition against use of the "N" word after taking a poll on the E&I universe fan group with the vast majori...

Diary of a BBW Ch. 02

by bellacbritt on Sep 16, 2017
Interracial Love

Sept 23rd – Wed 8pm: Hello diary I am still messed up from last night. I need some weed. Guess what "Mr. Sex Addict" called. I didn't expect him to call this soon. It seems like I got him real good. I told him he was a porn star. He told me he liked my emerald green eyes and short blonde hair. He knows how to say things that make a woman feel good. Oh so s...

I am Number Four

by princessnocturne on Sep 18, 2017
Transsexuals & Crossdressers

I stood silently in the middle of my living room, surveying my very own new apartment with a weary satisfaction. I still had boxes of small stuff to unpack, dishes and books and the like, but the furniture and appliances were all in place, and the heavy lifting was more or less done. I felt a warm glow of pride as I saw it take place before my eyes, my first...

H1W1

by Nosmel on Oct 19, 2017
Fantasy

It's been several years since the epidemic broke out, effecting everyone in the world nearly simultaneously. Due to its symptom free nature, at least initially, as well as the quick incubation time and airborne transmission vectors, the whole world was infected by the time the first signs began to show in earnest. It had some official designation, H1W1 or so...

Open in Reader

Rekindling a Dying Ember

by CynderElla1 on Oct 5, 2020
Erotic Couplings

"You aren't real and I'm not playing anymore." Lori finally recognized and accepted all the signs of a scammer setting his trap and finally said goodbye. All she needed to do was Google, "Word With Friends and Google Hangouts," and the stories of lonely women 50 plus getting swindled out of retirement funds and lifelong savings came pouring forth. The sign...