Cum On Boots Stories

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Infinite Scroll

Happy Trails Pt. 03

by Outsider1505 on Sep 14, 2020
Fetish

Jessie sat there in my foyer like she'd stepped straight out of one of my fantasies. Her long, slender legs were encased in a pair of tan pantyhose that dipped into those familiar black-heeled leather boots I'd gotten to know so well back in the woods. A black miniskirt just barely hid the panties she was wearing beneath the hose, and her outfit was topped...

Caught by Surprise

by cuddlemonkey on Sep 14, 2017
Erotic Couplings

My girlfriend Leah seemed very excited on the phone when she called me and told me that she had just bought a snowboard off of one of her friends for $300. I have been snowboarding for a few years and she wanted to go with me so now she had the equipment to go. She asked me to come over and take a look at the gear and tell her if it was of good enough. I dr...

Mr. Allen Ch. 02

by moterhead74 on Sep 12, 2017
BDSM

This is part of a short story, if you haven't read the previous chapters, I would encourage you to start with chapter 1 and read them all in order. * I awoke the next morning with a splitting headache. It was one of those mornings where you wake up trying to remember what you had done the night before. But then I noticed, I couldn't move my legs or arms......

One Fine Day Ch. 02

by hisemerald on Sep 17, 2017
BDSM

This is part two. Please read part one in order for it to make sense. Once again, enjoy! And I welcome feedback. * * * * * * * * He moans softly and runs His fingers down her blouse to tease her nipples. “This working at home stuff really works, I must say!” She shivers and arches into His hand, “Oh You tease!” “Come on now, you know we have to get di...

BluBalls for Kitty's BootBoy Ch. 08

by KittyZateez on Apr 4, 2018
Fetish

I had slowly building up my BootBoy with some ongoing fun and games, but now it was time to start getting kinkier! So far, in tonight's little boot-teasing activities, I had mostly been showing off and letting my BootBoy do relatively tame things to my boots, like touching them and kissing them. Of course, this fun had been preceded by lots of brazen and sh...

It Started with the Shoes Pt. 05

by onedreamer56 on Sep 13, 2017
BDSM

Thanks to Thor for Editing. ***** Slave managed to get her nipple out of my mouth in the morning and was sucking for her breakfast. Waking to a blowjob has got to be one of the best ways to wake up if my opinion counts. After I dumped my cum down her greedy throat, she made me breakfast. Then she went off the do her morning woman stuff. I gave the house...

Teachers Are People, Too

by Wicplx on Sep 13, 2017
Fetish

I've been in education for a number of years. Before I was married I had some fun swinging experiences as a single male. I've always had a thing for women in heels and hose. They've always fascinated me. About ten years our school hired a new teacher, named Tiffany. She walked in during registration day wearing a white pant suit that fit snugly in all the r...

Red Ass Special at The Mall

by GattinaG on Sep 14, 2017
BDSM

My mischievous reflection shines at me from the glossy bottom of the coffee mug i have drained three times this morning. Master has gone out with friends, and i sit in an empty house, tapping my scarlet nails on the table. A list of tasks has been left for me. He took the time to print it off the computer, perhaps in hopes that i might be obedient and do my...

The Rubber Box Ch. 02

by soleful on Sep 14, 2017
Sci-Fi & Fantasy

She stepped right up to me in my personal space, but had a shy smile. As she composed herself to speak, she offered me one of her white gloved hands, but instead of waiting for my hand she simply grasped my penis, as if in a handshake. "I am Katarina. Please call me Kate or Cat." Kate had a thick Russian accent, sounding very different from the robot. I co...

How To Be A Boi Bitch Lesson 04

by gothicboibitch on Sep 13, 2017
Fetish

Clothes, my darlings, are very important for a bitch. Clothes control the cock, after all, and not just your own. It's why I love shopping. Sex and shopping. Shopping for sex. And if you're me, you know that sometimes, on your best days, you can have sex while shopping. I have had some of my best fucks in stores. Tongues that darted into my cunt. Mouths tha...