High Heel Boots Stories

195,962 results
Orientation
Length
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Infinite Scroll

Rebecca Pt. 01

by thepeopleschamp on Aug 29, 2017
Fetish

How it all began I met her my freshman year of college. Her long, wavy, raven black hair and matching midnight eyes contrasted exotically with pale white Israeli skin. Her pink lips blossomed on her face like a single lily in an old black-and-white movie. The first time I saw her she wore blue jeans and an angel-soft looking black north face jacket over he...

New Management Ch. 03

by 510col on Apr 15, 2020
Fetish

Chapter 3 Monday PM When Helen and Greg returned to the office some party food and bubbly had been laid on to say goodbye to Dave. It was as if nothing had happened and the day went on as usual with the slightly tipsy workforce a bit more vocal than usual. Dave was pleased with his send off and even more pleased with his promotion. His wife, Trudie, came...

Flashing at Shoe Stores

by Liz_ny on Sep 25, 2017
Exhibitionist & Voyeur

When I was a bit younger one of the ways I like to flash men was at a shoe store. The salesmen was the only one who got to see but it was exciting. I got dressed in a front button down skirt, garter belt, stockings, and no panties. Sometimes I also wear a dark colored see-thru blouse, no bra and a button down sweater, which I open when I went into the store....

The Neighbour

by mw0212 on Sep 13, 2017
Fetish

Jessica Walters was walking down the street, heading home after finishing college for the day. As she turned the last corner into her street, she walked by her neighbours front garden. In a daze, she drifted past his front garden fence as she watched him chopping up some logs. In the hot summers day, he had removed his shirt & was sweating. She watched as hi...

Selling Shoes and More

by midwestfeet on Jul 4, 2018
Fetish

Recently my wife starting selling clothes online - pants, tops etc. Even some of the kids clothes they grew out of. I told her maybe she should get rid of some of her old shoes and boots too, make room for some new ones. She really had no interest so I told her I would sell them for her. She thought I was just being perverted so she shot me down. After a few...

Mistress Chantel, Tranny Dominatrix Ch. 07

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

[Prefix: Some added information for those who will read on. As noted this story is one mostly about t-girls who work as dominatrixes and live much of their lives en femme. It's a story of a developing relationship and incorporates other characters in supporting roles. BDSM and other forms of sexual eroticism has been and will be written in the story, but so...

Modern Day Sentimental Education

by djm298 on Sep 11, 2017
BDSM

The cars began to arrive, one by one, in the horseshoe shaped driveway. Exiting from BMW, Mercedes, and Lexus sedans in the crisp January air, the middle-age couples walked to the house. Chris recognized them all. Most had known him since he was a little boy. His parents had been socializing with the same crowd for years. He rarely paid much attention to the...

The Shoe Store Slave

by YoungSub13 on Nov 18, 2019
Fetish

I am such a pervert. I've been a dirty boy since junior high when I was obsessed with porn. High school wasn't any better, in fact it just got worse. So now here I am attending college in Boston the ultimate college town. It was the beginning of my senior year and I figured that since I had a somewhat easy schedule that I would get a part time job. At first...

The Fetish Shoe Shop

by fantasyboy on Sep 19, 2017
Fetish

I had recently finished college and had spent quite a few weeks looking for a suitable occupation but nothing had come up yet. I was receiving letters daily about job applications but when I opened this letter it was a complete shock and I didn't understand it. It read: Dear Robert A number of our clients have put your name forward as being a person who co...

Do what We Normally Do Ch. 01

by Yelizaveta on Jun 26, 2019
BDSM

I stood before her chamber, nervously, thoughts of what was going to happen once I entered dashing through my mind at incredible speeds. My breathing was ragged, sweat on my palms making them feel cold and awkward. My heart rate was as high as the first time I had done this. I cleared my throat and tried to swallow, but my throat was too dry from the anxiety...