Bdsm Sissy Stories

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Orientation
Length
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Infinite Scroll

Mistress Joan Ch. 01: Punishment

by slutty_sissy_nikki on Mar 10, 2020
BDSM

BASED ON A TRUE STORY! All characters are over the age of 18. This is my first short story and I welcome constructive feedback. PRELUDE The cane cut through the air to deliver another mark onto my plump bum. I tried, unsuccessfully, not to flinch when I heard the wish sound of the cane travel through the air. Knowing it was coming was the worst part, or ra...

Sindys Undoing

by SindySuxALot on Sep 26, 2017
Transsexuals & Crossdressers

Lucy had been following Dr. Cornelius for months now. He had been one of the 20 endocrinologists in Orlando on her list when she started this quest, and he seemed to her to be the most likely candidate to help her with her goal. She had ruled out almost all of the others after delving into their backgrounds. From what she could tell in her research, Dr. Corn...

Suggestions from Her Kinky Sister

by timeagain93 on Sep 16, 2017
BDSM

Mistress Patty had a kinky sister. She had been dominating her husband for years and according to my Mistress the man was her complete slave. Naturally they gossiped and soon I received a text listing questions regarding limits, safe words and playtime. The safe word was her hometown. At any time I could say it and break out of the scene. Playtime was desi...

Trapped as a sissy in a fanasy world.

by Duke Montefort on Nov 14, 2019
Fetish

Eugene has an obsession with video games almost shutting out his friends and family. Feeling they have no choice the family begs a videogame company to help them bond with him. The company agrees they test the family can beta test the game, and bond. They even promised that he could not come out until he had properly bonded with each family member seprately....

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Complete Submission

by MRatedOnly on Jun 3, 2018
BDSM

Throughout my childhood I always had a strange fascination with girl's clothes. I would try on my Mom’s and sisters constantly. As I got older, this turned into a more sexual fetish, where I would become aroused wearing sexy girls clothes and acting like a girl as much as I could. I was for all intents and purposes a little sissy slut. I fantasized about a g...

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The Babysitter Takes Over

by sissysherry2 on Mar 13, 2018
BDSM

"I know your secret." These were the words that I had both dreaded and longed to hear from my babysitter. Let me start at the beginning. I am single and have a couple of kids at home who aren't quite old enough to be on their own when I have business obligations. I share custody with my ex, who left me to be with another man, who happened to be black. I ge...

Spanking Night Ch. 07

by Angelscuck on Sep 14, 2017
BDSM

The shower felt good against my freshly shaven skin. I was covered with cum, urine and pussy juice. I knew if I took too long, I would be punished by my wife and mistress so I cut it short. After towel drying, I put on a clean pair of my wife's panties and hurried down stairs. "Well, here's our little sissy bitch now. It took you long enough!" Mistress Sh...

Slave History

by timeagain93 on Sep 17, 2017
BDSM

These are my recollections of my slave history. Four Goddesses have dominated me. I'm writing this to let my current Mistress understand my story. Mistress D read "Variations" magazine and spanked me with a wooden spoon. She tied me naked to a chair and blindfolded me. She made me sit there in silence. I was wearing her panties while talking on the phone w...

Mistress Chantel, Tranny Dominatrix Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Prefix: Welcome to my next erotic story. This story will be written from the point of view of a Transvestite Dominatrix. It is a new twist in my mindset as I normally identify as submissive and as a sissy maid and slut to a dominant Master. It's my 'kink' but I have danced around in my mind a story from a position of Chantel being a true Transvestite Dominat...

Sissy's First Day

by whispy_sub on Sep 13, 2017
Transsexuals & Crossdressers

Sissy let out a disheartened groan as he closed the classroom door. He looked down despondently at the discipline demerit clutched in his gloved hand, "It's my first day and already I screw something up; I can't believe this." It was only his fourth hour here at the Academy, and already he recieved a demerit. He wasn't quite regretting his decision to enrol...