Sissy Master 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

Julie is a Whore Ch. 11

by Pretty_Sissy_Julie on Sep 28, 2020
BDSM

This is a story about BDSM and pleasure. Please understand everything done was consensual The scenes are no worse than you might see in the movies. There is no actual "snuffing." All of the women involved savored the experienced and had intense orgasms. This story is for your entertainment only. If you really want to enjoy this story, you need to read Chapt...

Butch's Bar Slut

by sissymissyct on Jan 7, 2020
BDSM

(A bit darker than most of my tales. It would fit in gay or nonconsent as well. Gay sex, sissy sex, chastity and punishment.) *** I love this bar, Butch thought to himself as he finished another beer. And why shouldn't he. It had everything a Leather Bear could want. Plenty of hot men in leather, and some women as well. A bunch of trans girls and some siss...

The Scientist

by fp2012 on Sep 16, 2017
Celebrities & Fan Fiction

Chapter One 1943 I know they only invited me to that dinner out of pity. I knew they all knew. It wasn't like what it is now, not a bit. Now, it's... well if you've grown up in modern times, it's hard to explain exactly what it was like then; how repressed we all were, especially when it came to sex. It's much better now. Bobby was the year above me in...

Sissy's Special Night

by mdw_dark_angel on Sep 17, 2017
BDSM

This girl was so excited as Master had agreed to a special surprise for sissy from angel. Master took sissy to work and came right away to fetch angel to return Home and ready things for angel's surprise..."Sissy's Special Night". Y/you see, this slave has belonged to Master... though one has not always retained one's physical collar... since Master first c...

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...

Master and Four Subs

by totk6432 on Apr 17, 2018
Fetish

This is a fantasy written by myself for fun. It contains spanking, humiliation and fetish; if this bothers you please seek other authors. All characters are 25 years old or older. ======= The rule is simple: I ring the doorbell and let myself into Master Daddy's house. Susan, my 25 year old personal assistant, is with me. She is in charge of me at work. Sh...

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...

Enslaved by Myself Ch. 05

by Lausunaht on Sep 14, 2020
Fetish

I had fully accepted my place as my clone's personal slutty sex slave and did anything he asked. I became his cum bucket and fleshlight and secretly became addicted to being his. I was still attracted to girls more than guys, but I hadn't seen a girl in months, in fact I hadn't seen anyone in person for months, except for my master. I had no choice but to...

The Sexy Cuckold Couple Pt. 02

by cuckcpl4play on Sep 26, 2017
Fetish

While neither of us slept great, we did manage to get a little bit of rest before we were suddenly woken up with Jen's phone blowing up. She checked her text messages to see that Brian had requested we meet in his office at noon today. He made it clear that unless there was an emergency or other, he would expect to see us both there. We were a bit surprised...

Jesse's Journey Down a Rabbit Hole Ch. 06

by sadkins116 on Sep 19, 2017
Illustrated

As I mentioned in the previous chapters, this story is a collaborative effort between me and Rebeccsm. She has provided the art, and a lot of the plot, god I love how her mind works, and me for the text. Please let us know how you feel about our efforts. Comments and votes are welcome. It is the only way we will know if you like our work. I would like to th...