Sissification Stories

145 results
Orientation
Length
Source
Infinite Scroll

Miss A's New Play Thing Pt. 03

by Pornenthusiest on Dec 2, 2019
BDSM

Alex, the 23 year old virgin, had just left his first session with his new Mistress, Miss A. He left chastised, blackmailed and with a new obsession with feet. Chapter One: The Envelope Alex had gotten on the bus, it was his first time in public wearing his chastity cage and he was very self conscious about it. He thought he could hear the lock click agai...

The Prostate Exam Pt. 06

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

"Just as it should be, now walk to quickly to the Langham hotel. Make sure you keep the bag out in full view, for all to see, it cannot go in your back pack. I want anyone who sees you to know what a slut you are.." "Go straight to the bar and order a triple G&T and 3 shots of good tequila. If the bar man asks you what you're doing you will tell him that yo...

The Witches Noir

by subslutjenna on Sep 25, 2017
Erotic Horror

Another work of complete fiction. All characters are fictional and all characters are over the age of 18. Please enjoy, and Happy Halloween. ***** October 29th. A beautiful fall morning, the leaves turned to the colors of autumn. Trees a lovely shade of gold and red on Mockingbird Lane, lining both sides of the street. The dawn's early chill just s...

My Life with Little Sparrow

by DomAlphamann on May 11, 2020
Fetish

I almost never come home early unless it's for a good reason. I have two reasons today; one of those being to keep you on your toes, of course, the other one is to give you news. If you followed the rules, as you should always, you might have heard the car pull up, but just in case you were busy doing anything for your own sake and enjoyment and didn't hear...

Neighbourhood Terror to Sissy Pt. 04

by Fibaro on Mar 25, 2019
Transgender & Crossdressers

The next morning Mark was woken up by a loud mechanical voice. "Wakey wakey sissy, time to start your day, and what better way to start it than with another wank." Mark groaned loudly but he did as the voice said anyway. With a sigh he grabbed the boxers of his night stand and Pulled them over his head once more. Since this had started he had spent countle...

Mistress Barbara Calls Ch. 03

by goamz86 on Sep 19, 2017
BDSM

Letter to the reader: This is a story of female domination of a submissive couple. It includes the man sucking dildos and taking thinks up the ass. If this is not your cup-o-tea, please find another story. Don't waste your time and mine reading it and making comments about me being a fagot or other asinine remarks, I will just delete them. Constructive comm...

You Can Always Say No Ch. 07

by AngelCherysse on Sep 25, 2017
Transsexuals & Crossdressers

She awoke slowly, just as I had that morning. I gazed down longingly at her figure, still seductively attired in corset, stockings and heels, as she knelt before me on the coffee table. Her face rested to one side on the tabletop. I strolled slowly around the table, allowing her to drink in the sight of my body, tightly corseted in black calfskin with my bre...

Dinner Date with Mommy Pt. 04

by SissyStoryTime on Dec 3, 2018
Transgender & Crossdressers

Disclaimer - This story includes the following themes: Femdom, sissification, feminization, forced-bi, forced cum-eating, butt plugs, anal play, strap-ons, spanking, humiliation, CBT, chastity, and domestic servitude. If these themes do not interest you, then this story isn't for you, sweetheart. For everyone else... This is it. What you've waited for. Th...

Hunger Ch. 01

by darkgoddess2478 on Sep 17, 2017
BDSM

Maki closed the door of his hotel room and headed down the stairs to the street. The temperatures of the fall night were rather brisk and with the light rain misting down, the air picked up a distinctive chill. He pulled his head in closer to his body, trying to keep as much warmth as possible trapped in his trench coat and jammed his hands deep into his poc...

A Sissy Saga Ch. 04

by Snurge on Sep 15, 2017
Novels and Novellas

The highly polished writing table was uncluttered, the only item encroaching its pristine surface being the letter of application Miriam Hancock had received from Emma Twist, the young woman who now sat stiff backed in the chair facing her. Miss Hancock folded her hands over the pieces of paper and gave the impression of ignoring them as she assessed the ca...