Thigh High Boots Stories

231,842 results
Orientation
Length
Source
Infinite Scroll

The Booted Barberess Ch. 03

by trasaro on Sep 16, 2017
Fetish

After some fantastic leather-clothed and booted sex, I was about to take the lovely Emma out for a pub supper at "The Stag in Rut" in Bodling. I had only met her earlier that day at the barber shop in Bodling, where she worked, when she had given me rather more than a haircut. We had quickly realised that we shared a number of fetishes, including boots, leat...

Ashlee's Boots

by pete1229 on Sep 13, 2017
Fetish

This happened several years ago. I relive it in my mind now and then and wish it could be repeated every time I do. I all began innocently enough, after all I was at a family holiday gathering at the home of my brothers wife's sister. The only family member missing was my niece, Ashlee, she would be arriving later as she had to work a few hours that Christm...

Parent Teacher Ch. 02

by djm298 on Sep 11, 2017
Fetish

Amy grabbed her coat and together they walked out of the classroom. The sound of their heels echoed throughout the hallway. When they reached the parking lot, Amy paused. “What’s the matter?” “I, umm. I don’t know if I can do this.” The older woman turned to her, and placed her leather gloved around Amy’s hand. “Come on, don’t deny yourself. It’s going t...

The Perfect Ride

by hall2226 on Sep 17, 2017
BDSM

Marsha Durant took a step back and inspected her ponyboy. He had to look exactly right. There must be no blemishes, no imperfections to mar the impression they would make together. She turned her head to one side. She had chosen well when she acquired him the previous autumn. Eighteen years old, with fair hair, green eyes, lightly tanned flawless skin and co...

Boots of a Goddess

by RoseandBenn on Sep 16, 2017
Exhibitionist & Voyeur

Well you girls know what it's like, you get a couple of hours of away from the hubby and kids so that you can go and buy a new outfit for the party you've been looking forward to for an absolute age and it's all madness and mayhem running from shop to shop, because you know you're on borrowed time. Anyway the first thing I see are these gorgeous boots, soft...

Thigh-High

by sunqueen95 on Sep 17, 2017
BDSM

Copyright 2004 All Rights Reserved She waited for him, standing in front of the bathroom mirror adjusting her leather gloves til they fit her arms like a second skin. Every Saturday at ten o' clock, Keith arrived at his favorite pub with his friends for a quick drink and some perusing of the sports channels before heading home. Keith's life, you see, was pr...

A New Pair of Shoes

by CheriSM on Sep 25, 2017
Erotic Couplings

It had been a while since I'd had a date and the sexual need was getting to me. I decided to go strolling and see if I could find someone willing to play along with me. I showered and shaved, paying special attention to my pussy to make sure everything was clean and ready. As I went through my closet, I settled on a black dress that fell to about mid thigh...

Little Guy Brad

by octoberinasia on May 12, 2020
Fetish

Brad, then 24, was hired as a young salesman for a software company. He worked in a cubicle on a second office building in a nowhere city. He was young, dumb and eager. He was also, secretly, a full fledged pervert. When he was younger, he became fascinated with his mother's clothing. Particularly, her leather boots which she paraded around virtually everyda...

Sissy and Missy

by ChristopherDB on Feb 12, 2019
BDSM

Copyright 2019 Christopher D.B. * The central vacuum system made barely a sound as I made my way through the apartment. It was spacious and occupied the entire third floor. Although fully furnished and containing some of Countess Tori's personal items, she only stayed here a few nights a week. My feet were hurting, as the toe box on my pumps fit a little...

A Painful Test

by ChristopherDB on Sep 19, 2017
BDSM

Previous stories in this series: Off-Road Goddess, Paddled in the Boondocks, Lunch With A Dominatrix * It was late on a Saturday afternoon that I drove to the east side of the city, following directions that had been given to me by Miss Julia. Near the industrial park where she worked, I turned onto a state highway and continued east just until signs of ci...