Sissy Pony Stories

16,082 results
Orientation
Length
Source
Infinite Scroll

Foxfire Stables

by centaur mare on Sep 16, 2017
BDSM

I was silently fuming as Marina worked the kinks from my lower back. Her oil slick palms and roughly digging fingertips worked the tension out slowly. The room was scented a deeply, rich with lavender and dragons breath from the incense burner cradled on a low bench in front of the massage table. I expelled a short “ugh” as Marina continued deeply stroking m...

Sabbatical or Continuous Gang Bang?

by TonyaTV69 on Sep 12, 2017
Transsexuals & Crossdressers

My twin sister Laura had already left to go back to college this fall season, but I had decided to take off a semester as I was totally burnt out on school and needed a break. We were twins but not identical though we did look a lot alike and roughly the same size me being a few inches taller. My parents were fine with fine me taking a short break but adam...

X.S.X Experiment

by njcaptionlover on Apr 4, 2018
BDSM

All characters are over the age of 18 years old. ***** Hello. My name is Justine, and I'm a 25 year old single male whose fetish curiosity had finally gotten the best of me. My owner granted me permission to recount my story. I started collecting Playboy magazines at an early age. When I had my first computer at the age of 18, the world of porn opened...

A solution

by Seahawker on Apr 3, 2020
BDSM

Hello my name is Mark. I'm a 35 year old marketing accountant with my father's advertising agency. My wonderful wife, Stacy also works as an accountant at my fathers company. We have been happily married for 12 years. With our hectic schedules, children have just not been a real possibility and to be honest, neither one of us are in a hurry to become parents...

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Isabella's Reversion Pt. 04

by silverbackteddy on Sep 11, 2017
Fetish

Note from the Author: This is a story about ABDL. The first word being Adult. All sexual encounters center around Adults, above the age of 18. This story also contains BDSM, plushophilia, watersports, and various other fetishes. For those that are grammar freaks, please don't comment on my improper grammar use. I could care less. At least it doesn't have L...

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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Sammi Starts Camming

by Sissy_Sammi_ on Dec 3, 2017
Transsexuals & Crossdressers

Sam had always been rather small and feminine. As a guy puberty seemed to have missed him which left him in the rather uncomfortable position of being very girly. He was only about 5'8" with a womanly rounded face, smaller waist, and slightly larger hips. He had brunette hair, which for a guy was on the longer end. His lightly tanned white skin pieced with...

My little pony equestria girls

by ENFMAN on Sep 26, 2017
Miscellaneous

*update* wow I'm ashamed of how many mistakes are in this story now I'm more skilled in writing. I shall slowly be going through and fixing the more noticeable mistakes. but keep in mind I'm still no god and punctuation can confuse me at times. welcome to a world where everyone you meet has a different personality and where magic exists. ponys lay just a por...

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Proud To Be A Sissy Ch. 08

by Kary_M on Sep 26, 2017
Transsexuals & Crossdressers

I woke up to hear daddy lightly snoring and in my sleep I had draped a leg over him so that my body was almost covering him. I giggled to myself realizing that even in my sleep the sissy slut in me reached to grasp his flaccid penis. Then I curled closer up against daddy and contemplated about how much my life had changed recently. After what seemed a lifet...

The Slave and the Sissy Ch. 02

by Sputnik57 on Sep 12, 2017
Transsexuals & Crossdressers

Ella took the chain from their collars when they reported to her, together for the first time, in the morning. Pepper's eyes were exceptionally bright this morning, and slave looked full of vigour and ready to carry out any command that befell him without the slightest hesitation. Pepper gripped his hand tightly, lest she should suddenly wake from this beaut...