High Heels Stories

202,281 results
Orientation
Length
Source
Infinite Scroll

Co-Worker in Come-Fuck-Me Heels

by Sexybeast8899 on Aug 22, 2018
Fetish

I have worked with Katie for about 5 years. We work at different offices in different cities. I talk to her on the phone about once a week. Katie is in her late 20's. She is married and has two kids. She is about 5'7" and weighs about 120-130 pounds. She has a very good body. She has long brown hair and brown eyes. Katie works in our headquarters and I w...

Pinky - Bowing Out

by mshsrfc on Sep 16, 2017
Fetish

Pinky checked everything was laid out on the dining table in the correct order, getting dressed was going to be hard enough without struggling to find any parts of the outfit. Her boyfriend Jerry, correction, her Master (she would really have to get used to thinking of him as such) was relaxing in an armchair with a little smile on face. The reason he was s...

Ghost Heels

by oggbashan on Oct 9, 2018
Erotic Horror

Copyright Oggbashan September 2018 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. +++ "I'm scared, Harry. I don't want to do this." "You agree...

Amateur Photographer Ch. 02

by davidwriter on Sep 25, 2017
Exhibitionist & Voyeur

Sarah returned to the living room wearing her new 'outfit'. What a sight. The skirt was like one of those semi-tartan numbers, only it was plain dark red, with thin pleats. And she wasn't kidding – it was short. The top she was now wearing was a kind of lycra singlet sports top which finished a few inches below her breasts, leaving her mid riff bare. She had...

Tutorial Ch. 01

by idiferin on Sep 14, 2017
Fetish

Let me begin by describing my current situation. I am on my knees in the apartment of a girl I barely know. I am naked except a pink plastic chastity device. Standing over me is a tiny Asian girl from my History of China tutorial. While I am naked, she is fully clothed in a white summer dress and pink heels. My chastity device and her high heels are matchin...

Satan's Sissy

by nancyvasquez on Oct 15, 2017
Transsexuals & Crossdressers

Oh you stupid little faggot! You just had to go and get married to a woman! Why?? Why fuck up some poor girl's life like that? Was it because you crave humiliation, and subconsciously you knew it would be just a matter of time before you got caught, and you would be outed publicly? Outed as a pole smoking homosexual who was more at home in frilly skirts and...

Teensy Weensy Bikini PrickTease Pt. 01

by KittyZateez on Mar 30, 2020
Exhibitionist & Voyeur

I've been thinking about showing off for you in my tiny little red bikini, since I remember wearing it for you before and how you seemed to like me in it. So...I thought you might enjoy me having a little fun with you while wearing it for you...you ready? I'd like you to accompany me to a photo shoot and assist me with a little problem I keep having when I...

My Own Heaven Ch. 27

by DaniSub215 on Sep 12, 2017
BDSM

This story is based on people, places and events, mostly from my life. Most of the things in this story, or something very similar, have happened – or been done – to me. It's not necessary, but I strongly suggest that you read the previous chapters before you read this one. I love feedback, comments, and criticism; it helps me to improve my writing, and enc...

Marion Turns Me On Ch. 04

by jomar on Sep 14, 2017
Transsexuals & Crossdressers

You might want to read earlier chapters for a semblance of context. On the other hand, you know what you're in for here. I hope you enjoy the kink, baby. ***** "I think you're ready for the playroom, baby. I think it's time." Marion said this to me months and months after we met at work and she seduced me, she in her late twenties, me in my early twenties...

HS Senior and Black Principal Ch. 02

by shoguy on Sep 25, 2017
Interracial Love

I would personally like to thank the hundreds of readers who write constantly, expressing their enthusiasm for my stories. For the many readers who say that my stories fill a vast void on this site of the countless ones lacking "heat" or content that builds and builds I say 'thank you. Please be advised that even though there are great differences in the age...