Cum On Boots Stories

357,881 results
Orientation
Length
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Infinite Scroll

Aunt's New Boots

by slave11000 on Aug 18, 2017
Fetish

My uncle died long time ago, when I was a small kid, and I barely remember him. Aunt was left with their daughter, but never married again and rose her alone. Uncle was aunt's love from student days (they both studied Law, and became excellent lawyers), and aunt whole time was saying that uncle was her only true love in her whole life. Aunt was fighting all...

Mistress, May I Have Another?

by kandor on Sep 13, 2017
BDSM

Slave's head felt like it was caught in a steel vice. Mistress had him in a headscissors, her bodybuilder's thighs wrapped around his skull from behind as she sat on the couch of her bedroom, the knee-high black leather boots she wore locked at the ankles. She was scissoring him hard, pulsing the massive, 30-inch thighs on his head, and slave whimpered like...

An Adult Son Continues

by cornerboi on Sep 15, 2017
BDSM

It had been nearly two weeks since I was disciplined at the hands of my mother and Madam. The bruises on my ass and cock were a distant memory, and I was growing frustrated with the chastity device that was locked on my cock. As a child I had become addicted to playing with myself, and the compulsive habit followed me into adulthood. I had never been forced...

Happy Trails

by Outsider1505 on Jul 20, 2020
Fetish

I brought it on myself. That much is certain. It was a warm, spring afternoon, and the park and its surrounding forest were full of people out for walks or picnics or just generally enjoying the day. I myself had decided on the former, heading along trails I hadn't walked since the Fall had up and left and heavy Winter snows had all but covered them up. Na...

The Boot Polisher

by gorricb on Oct 7, 2019
Fetish

Please note that all characters in this story are 18+ Chapter 1 - Meeting him She looks out the window, waiting to see the neighbor boy return from the store. It's been far too long since she had some fun, and she's chosen him as her target. She throws a glance at the mirror on the wall, admiring herself. She may be 50, but she's taken care of herself and...

My First Feminization Pt. 01

by npbear on May 2, 2018
BDSM

Today is the day. The day I finally find out what my gift is, what I've been earning for the last 3 months. She assures me I will thank Her. That would be more comforting if She hadn't tacked "At least, by the end" to the end of Her thought. She has never been wrong before, however much I have feared or longed for a new activity, She has always chosen wisely...

Deep Throat Wife Pt. 02

by pfanv on Sep 5, 2018
Fetish

As it says in the title just a wild fantasy. I hope you enjoy it. Pfan. ***** I woke slowly sun streaming into the room. Still buried in Sam's hot ass. I started to pound away still turned on too much to hold back on my orgasm, so I came quickly. Pumping a massive load of cum into Sam's bowels. I slowly worked my semi-hard cock out replacing it with her...

She Looks Like Sex in Boots

by Itsalljustforfun on Sep 13, 2017
Erotic Couplings

"Morning David, how are you?" "Fine thanks, and you?" "Really good, beautiful morning." This brief exchange takes place as we approach each other across her gravel drive. I'd initially been Debbie's twice a week handyman and gardener for two years at her large 18th century country house before she'd moved into this rented house a year ago. Since then I'...

Charlie's Fantasies Come True

by Naughtyboy1986 on Sep 26, 2017
Fetish

Authors note: I am a keen reader of most genres and I very much enjoy erotica. I have recently taken an interest in writing. I am still a novice. I have written stories for my wife and she loves them but this is the first to be shared with a wider audience. This particular story is quite short but I hope any reader enjoys it. I welcome all comments and cri...

A Princess For Christmas

by Outsider1505 on Jan 20, 2020
Fetish

This is one of two semi-Christmas related stories I wrote, and while I started the other one first, this one just flowed so much better and quicker that I decided to post it first. Hope you enjoy this little belated Christmas present! -------- I stood by the mall entrance waiting, wondering how it had all come to this. Checking my phone I saw the text whic...