Sissy Pony Stories

16,082 results
Orientation
Length
Source
Infinite Scroll

Changed Ch. 09

by a_koozie on Sep 25, 2017
NonHuman

Karen didn't even know what hit her as she was bowled into the ground, face first. Grunting she quickly moved to dislodge the weight on top of her, and sprung into a defensive crouch, facing to wolf who had bowled into her. "Cuddles?" she asked as she noted the soft grey fur and the light gold eyes of just the wolf. The wolf growled at her, in a posturin...

Sarah's Friend Ch. 02

by AndreaJordan on Sep 18, 2017
BDSM

Amy woke slowly the next morning, gradually remembering the previous night. She smiled and rubbed herself against the mattress. It felt different and she reached downed between her legs to find out why. The feel of the warm metal where her clit should have been jolted her awake and she kicked off her sheets and sat up. The crazy thoughts that had aroused her...

Mrs. Mills' Predicament Ch. 09

by TheRealFlash on Sep 25, 2017
Erotic Couplings

AUTHOR'S NOTES: Thanks for all of the comments and very useful constructive criticism on the Mrs. Mills' Predicament series! I'm glad so many of you have enjoyed it! I hope you are not too disappointed by the limited (or really, lack of) overtly sexual content in this, the 9th chapter of the series. Once you've read this chapter, I think you'll notice that t...

My Roommate Takes My Girlfriend

by clarkoverns on Sep 25, 2017
Exhibitionist & Voyeur

After I graduated from college, I moved in a new apartment and shortly afterwards met my girlfriend Becky. I'm not a very attractive guy, so I was incredibly lucky to have managed to get her. At the time, Becky was twenty-five and a total knockout. She had a cute button nose, a killer smile, and long, dark brunette hair, which she usually put in a pony-tail....

A Wolf's Unbridled Lust Ch. 01

by Troubled_Rose on Sep 19, 2017
NonHuman

Hello Everyone, So, this is my edited version of AWUL. I didn't like how the old one was turning out; it wasn't exactly going in the direction I wanted it to be in. So! I hope you all like this one better. It's the first chapter, and the second will be out right after. I'm sorry to you all for the wait; I'm going to try a lot harder to fit in time for writi...

Walt and Ann Ch. 01

by BrokenPenis on Oct 15, 2017
Transsexuals & Crossdressers

This is a story about Walter and Ann. Ann, 48, was a well built woman that looked like she could wrestle livestock. Although pretty, she was not slender, not exactly feminine, she was, as they say "Fit." She worked at a doctor's office as a tech and had a clutch of childhood girlfriends and boyfriends that were all involved with the local theater group and...

Sea Cruise Pt. 04

by LaceyDresser on Apr 18, 2018
Mature

Prologue: Once again I like to remind everyone this is a continuous story presented in multiple parts so I recommend reading at least the preceding chapter (or part) prior to. As I explained before, each chapter usually starts where the last left off, but minus any background. Which the lack of could make the narrative difficult to follow, or understand. A...

Susan's Mum

by micjammusic on Feb 5, 2018
Mature

AUTHOR'S NOTE: If you haven't read the story called "My Wife's Big Assed Girlfriend" then I suggest you do that first. This is neither a prequel or a sequel, but it is related. You can find it under "Erotic Couplings". * I have always known that Susan's mum, Sylvia, had a soft spot for me. I nicknamed her "Wife No.3" I just never knew how much of a soft sp...

Sensations

by NrsGoodBody on Apr 11, 2018
BDSM

I'm wondering how long I have been here. How long have I been in the dark? Am I alone? Am I laying or sitting? It's cold. Or is it hot? I can't tell. I feel damp. My skin is on fire. By hair or something is matted to my face. My face stings but has a dull ache. The sensations that I feel across my body and the state of my mind are in competition with each ot...

Just Say Yes Pt. 04

by ChrisyCrossy on May 28, 2018
Loving Wives

I started my second week working for my husband quite apprehensively. I had been asked to wear the 'Special Assignment' uniform. I was wearing a Wicked Weasel Go Go mini skirt that my best girlfriend, Amber, had given me. I had gone shopping and I had found a boutique clothing store that specialised in glamorous sexy clothing. The blouse I was wearing today...