Sissy Pet Stories

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Orientation
Length
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Infinite Scroll

My Little Slut

by Sweetblood03 on Sep 16, 2017
Fetish

I had a plan. It was a good one too, something we had discussed but I had been wary to try before we talked it out. But not tonight, tonight I was so ready for this. No fear, I thought as I set out my tools for the night: douche, lingerie set for him, dildo, paddle, nipple clamps, and pinwheel. When he comes in I hand him a towel and the douche and send him...

An Evening in Red

by poule_mouillee on Aug 21, 2018
Transsexuals & Crossdressers

Jack was nervous. As a young man in his early twenties he had his fair share of fantasies, however this was going to be his first true time exploring them. And with what a woman to explore with! They had only just started dating, a few weeks all up, which wasn't enough when going around busy work schedules; but enough to know he was smitten. Victoria was som...

The Training of Sissy Paula Ch. 4

by submissive~pet~ on Sep 14, 2017
Fetish

Mistress Carolyn Found the biggest cock she could find. He had to be 16 inches and his cock was fatter than my wrist. He told Mistress it takes him around 4 hours to cum. Mistress told me she would not make me try to swallow his big cock, but it would be visiting my asshole that night. I was dressed in my red velvet mini, no panties, silicon breast as big a...

Mistress Marisa's Estate Pt. 35

by keptsissy on Sep 15, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ******************************** You are seated on long black leather couch. Soft music plays to those selected to be in attendance at your very private s...

Discovering Mistress Sarah's World

by oneguy4fun on Sep 11, 2017
Transsexuals & Crossdressers

Chapter 1: Meeting Mistress Sarah Joe's heart pounded fiercely as he stood at the door to his Mistress's house. He did not expect to be so nervous at his first meeting with her. After all he had known her for over a year. Mistress Sarah had been gracious enough to allow him into her world. He was fortunate to fall under the control of such a beautiful domin...

A Well Groomed Sissy Boy

by keptsissy on May 15, 2018
Transsexuals & Crossdressers

"If I receive any complaints I'll diaper you and put you in your dog cage for 48 yours, no exceptions. Do you understand?" He looks down at me. I feel his dominance over me. I see the look on his face. I start to cry hard. "Please, Daddy, no. Don't do that to me, please...I'll be good...please..." I stammer through sincere tears. "Well then, all you have...

Sissy Slut Boy

by SissyBoiToi1 on Jan 2, 2017
Fetish

You wake up in your bed, in your attic bedroom. You sigh, not wanting to get out of bed. But then, you realize 2 things--one, your alarm clock didn't go off, you overslept! You have 5 minutes to get to the bus! And two--your bed is soaked in warm, smelly liquid. Did you wet yourself? (Just a note: The "catch the bus" route leads to diaper-related c...

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Appointment by Card Only Ch. 06

by Sputnik57 on Sep 17, 2017
BDSM

His landlord was not best pleased when Bruce announced his immediate departure, but was happy to hand him a bill requesting three months rent in lieu of his vacation without notice. He packed his laptop and the few items of decent clothing and sparse possessions into a sports bag and slung it into his car, then drove back to the house, his mind racing; he co...

Young Master Ch. 02

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

There I was, still impaled on a shemale's cock, one belonging to what was supposed to be my sissy slave, wearing her bra, her cum on my cheek along with my post-fuck smeared make-up, and my cum running down the full length mirror. "I fell" wasn't the best explanation for what happened, but it was all I could think of with my step-father's hulking frame loomi...

Discovering Amber Ch. 05

by Ms_Allison on Dec 24, 2018
Transgender & Crossdressers

Mistress notes: To say both amber and Jenn were surprised when Jenn entered my condo would be an understatement. I had given Jenn "some" warning as to what she might find, but she was expecting me to be dressed up for her not amber. Poor amber had the biggest crush and attraction toward Jenn as well, it was hard not to though, Jenn is gorgeous! It was time...