Sissy Pony Stories

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The English Ranch Pt. 01 Ch. 03

by slave_william on Sep 15, 2017
BDSM

(Warning –this and later chapters describe William's participation in Pony play and describes heavy BDSM and pain scenes which may not be enjoyed by all readers. Do Not Read if you cannot handle this type of fantasy and please remember, it is fantasy. If you do not enjoy this story or any of my writings, I'm certain that there are thousands of other stories...

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...

Sissy Amy Loves Mummy Belinda Ch. 01

by Sissy Adele Howells on Sep 17, 2017
Fetish

My world had turned upside down, when realising that my favourite fantasy was about to come true. The story that I am about to narrate, is about my obsession of being a kinky, sissy, little girl. Everything seems so real and I could not stop myself from falling deeper into this kinky world of fantasy. For the benefit of the reader I am forty eight years of a...

Kinky Adele Mummy Fucker

by Sissy Adele Howells on Sep 17, 2017
Fetish

Being in love with a married women is so rewarding. Wet dreams about Adele Howells is one of the rewarding pleasures left in life. When this fantasy became true, a warm and satisfying glow engulfed my body. Her husband Tony was not aware, that is sexy wife was texting me, as we chatted at the same table, in the local cafe. I hope by describing Adele to you...

The Sissy Virus

by SexLife on Apr 22, 2025

You sit down at your computer and log in. You have decided that you are tired of jerking off to random pictures of girls; you want a meaningful interaction with one. So you search for a chat site with hot single girls. You found plenty but one stood out. The font was just… off somehow. It attracted your eye so you click on it. The site had you submit your pr...

Sissy sublet

by Alexis88 on Apr 22, 2025

Hi I’m Alex and I’m a 21 year old orphan, my parents died while flying to our vacation home in Hawaii. Being wealthy I was left better off had a big home in the upper class part of San Diego Ca. Being the house was to big I asked our family lawyer to lease it for me and I would find something smaller for now . Our lawyer was a very attractive older lady arou...

Confession of a Total Sissy

by meeah soo on Sep 13, 2017
Fetish

Somehow this was the most difficult thing I'd had to do since becoming my wife's full-time sissy. Across from me sat my best friend Jack and he was waiting for an explanation. Well, what kind of explanation could I possibly give him? Here I was, his co-worker, his buddy since college, the guy he shot pool, played cards, watched the Knicks with at the Garden,...

Becoming a Sissy Cuckold Ch. 01

by Pantieslave on Mar 27, 2019
Fetish

Beth and Dan were married very young, just 20 years old each. As such both were virgins when they married. Beth wasn't an outstanding beauty but very attractive with a nice body and very nice breasts, 36D. Dan, on the other hand, was rather feminine looking and wore his hair long, in a ponytail. Being slightly built, on more than one occasion he was mistaken...

Surprised by Samantha

by Sissy_Desire on Mar 17, 2020
BDSM

A little kink can go a long way. This is something I tell myself while waiting on a special package. A couple of months ago, a site I've been browsing posted a huge sale for ready to ship versions of their custom products. Being able to hardly contain my excitement with little patience, I decided to do some yard work while awaiting the scheduled delivery....

Miss Samantha's Guest

by Sissy_Desire on May 11, 2020
BDSM

After the last text from Miss Samantha, I've been waiting anxiously to see her again. After getting home that night a few weeks ago watching the video she sent and reading "See ya next time for some more fun, sweetie" I've been wondering what our next encounter has in store. A knock at the door snaps me out of my daydream. Opening the door I see a small bo...