High Heel Boots Stories

195,962 results
Orientation
Length
Source
Infinite Scroll

Torturous Boots Ch. 03

by Fetish114 on Sep 17, 2017
Fetish

Pete was extremely satisfied with what he had done to both James and Marco and he knew neither of them would dare tell any of the other gang members what he put them through out of pride. Neither would risk the humiliation. The next day Pete was all dressed in his leather and boots and enjoyed time at home chatting online to friends and perverts whom he'd se...

Torturous Boots

by Fetish114 on Sep 17, 2017
Fetish

A story about perverted revenge Pete wasn't your average 19 year old boy. Unlike hanging out with guys and chasing girls Pete enjoyed dressing up in women's high heel boots and wearing sexy feminine leather. He was very much into the whole fetish S&M scene and enjoyed purvey nights at domination clubs and fetish balls. Pete lived with an old lady called S...

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...

Torturous Boots Ch. 02

by Fetish114 on Sep 17, 2017
Fetish

Pete had returned home and took off his leather attire, he felt wonderful and horny again, after all the perverted things he did to a helpless James he couldn't help but feel hard again after Cumming three times. Even though he was tired he was thinking of the next gang member responsible for Sally's death and what he planned on doing to him. His contacts ma...

The Cruel Shoes

by AAkasha on Sep 11, 2017
BDSM

Sometimes Rebecca just wore the boots to attract attention. She loved the way some men stared but tried to hide it, no matter how obvious it was. She sat at the bar slowly eating pretzels, one leg crossed over the other so her boot hung lazily to one side. These were the black, shiny ones. Black patent leather, nearly to the thigh, with laces all the way up...

The Mistress Files Ch. 01

by rocketskate on Jul 15, 2020
BDSM

This story comes from a few years when in my late twenties I did a little bit of escorting and pro domming. This is a tale from one of my meetings as a pro domme with a client. Seeing a regular client was always a preference for me. For a start with pro domming I was quite picky in who I took on as a booking. Regular clients were also more fun as you could...

Chris & Lisa Ch. 2

by cbf316 on Sep 14, 2017
Fetish

Lisa had just got out of the car and boy was she dressed to kill. A short black spandex hot pants with a black bikini top and thigh high 5 inch black boots. She had the outfit on all day for the added effect and now she was going to be dancing in the boots for the next 8 hours. A friend she had talked to on AOL for many months was coming to see her dance and...

Caught, Tormented and Used Ch. 01

by Uno08330 on Jul 30, 2019
BDSM

The following is a fictional story. This my first attempt at writing so please forgive the poor skills. ***** Caught by friend and tormented This is a story as to how I was caught by a friend wearing high heel boots and in self bondage. Everyone has their own ways to relax and destress. Mine lean towards the kinky side. I have a huge fetish for high hee...

Mistress Chantel, Tranny Dominatrix Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Prefix: Welcome to my next erotic story. This story will be written from the point of view of a Transvestite Dominatrix. It is a new twist in my mindset as I normally identify as submissive and as a sissy maid and slut to a dominant Master. It's my 'kink' but I have danced around in my mind a story from a position of Chantel being a true Transvestite Dominat...

Schoolgirls Love to Fuck

by SPARTAN047 on Sep 12, 2017
NonHuman

On request by an anonymous Literotica user. This feedback was sent by: Anonymous Comments: Love your stories, especially the dark elves and amazons. Do you think you could do one with more foot worship and maybe a little ballbusting? Fetishes: foot worship, shoe worship, boot worship, bootlicking, femdom, ballbusting, cunt punting, heel insertion Tags:...