Leather Boots Stories

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Infinite Scroll

From Waist to Feet on a Ladder

by floor7314 on Jul 6, 2020
Fetish

I was 24 years old at the time, I was a newly minted teacher and taught in a high school. Due to my profession and my many interests, including knowledge from physics and chemistry through biology to technology, I often visited the city library. I lived in a small town in the province at the time. This library was not a large facility. It was located in an...

A Couple's Journey Into Depravity

by johncockenfurs on Sep 17, 2017
Loving Wives

I'd been slowly easing my wife Lisa into my fantasies for awhile now. We're in our early 40's and have been married almost 20 years, so we had to find ways to mix things up a bit. It started with her wearing leather and pvc clothing for me, allowing me to shoot photos of her and fucking. She's so fucking hot, even though she's in her 40's, she has the body o...

Midwestern Mystery Woman

by djm298 on Sep 3, 2017
Erotic Couplings

"She's really nice. We met her this weekend at the picnic. Her brother is on the planning committee with Tim." I continued to read the e-mail message from my sister, noting the phone number and name, Kristen. Apparently, she had just moved back to Chicago from Baltimore, where she lived for a couple of years. Every once in a while, I would find one of thes...

The New Neighbour Pt. 05

by FFPeter on Jan 28, 2020
Fetish

Caroline had left for work before I got up. I made breakfast and mulled over the events of the previous day. How had my wife suddenly become so sexually confident, and assertive! I felt sure that her close friendship with 'Miss Crawford' had something to do with it. It was all very exciting, but rather troubling at the same time. Whilst I was shaving, the...

Slut: Suzi Posing Slut Pt. 02

by NeilMc123 on Jun 19, 2018
Exhibitionist & Voyeur

"Come on slut. I've waited a long time to photograph you" Neil smiled as I lay on the bed naked, stroking the hairless flesh of my pussy. Neil gave my naked buttock a playful slap and smiled. "I don't want to come just yet. I want to stay as horny a possible during the photos shoot!" He informed. Removing his huge hard cock from my mouth, I looked direct...

Mr. Allen

by moterhead74 on Sep 12, 2017
Fetish

I'm a young male teacher at the high school level. I'm considered the "badass" in school, because all the students know they don't mess around in Mr. Allen's class. I guess you could say I'm not bad looking, and I stay in shape by using the school weight room 3-4 times a week. The other teachers give me a bad time saying that even though most kids hate me, a...

Parent Teacher Ch. 1

by djm298 on Sep 11, 2017
Fetish

Amy looked down at her fingers coated with the chalk dust and sighed to herself. Just one more day to the weekend. She had the parent teacher conference looming ahead of her, though. She would have to call on all her patience and tact as parent after parent entered her classroom to discuss a child’s performance. It would be a long night. She brushed her...

Controlling Him

by AndyS_uk on Sep 11, 2017
BDSM

I wrote this a while back as a script for an audio tease so you have to kind of read it as though Mistress was speaking to you. Enjoy! Good! You've done as I instructed in the note that I left you. You're naked and kneeling on the floor in the middle of my dungeon. Your head is bowed and you have remembered the first rule; to never look directly at your Mis...

A Different Kind of Roleplay

by Outsider1505 on May 12, 2020
Fetish

It was a rainy Sunday afternoon, with clouds filling the sky and the sound of video games filling the messy apartment. Shawn was in the middle of his fourth straight hour of gaming when he heard the front door open and footsteps come up the steps. Given the day and the time, there could only be one person coming inside, and that person was Becca. They'd me...

Crossdresser Gets Found Out Ch. 03

by leathertanya on Sep 16, 2017
Transsexuals & Crossdressers

This story is fiction and is written for my pleasure and any comments or suggestions that anyone would like to make. Any suggestions through the link below. I adore the feel of leather, rubber, pvc and anything silky so it was no surprise to me that at an early age I liked the feel of certain female clothing. I am a perfectly straight male but my fantasie...