Leather Boots Stories

84,795 results
Orientation
Length
Source
Infinite Scroll

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...

First Time With My Best Friend Ch. 01

by girlboybootsie on Sep 12, 2017
Transsexuals & Crossdressers

My friend John is really sexy. He is tall and blond with a lean strong body. I have often imagined what it would be like to have his sweet cock between my lips, or between my virgin buns. He’s too good a friend though, and I’ve never had him give me any hint that he might like to be with a guy... One night my best friend John comes over to my house on a ho...

Cum in Boots

by cumboots on Sep 15, 2017
Fetish

While I was going through college I shared an apartment with three other people -- one girl and two guys. For a while now Nancy and I had been noticing someone messing with our shoes, especially sexy pumps and boots. Sometimes they were moved (we thought), or there were sticky spots and white stains both inside and out. On one occasion I took a pair of black...

BluBalls for Kitty's BootBoy Ch. 01

by KittyZateez on Mar 21, 2018
Fetish

Those of you who are familiar with my stories know that I have a desire to express the concept of prick teasing as a consensual sexual role play. I have always been fascinated with it, particularly in the context of it as a subset of female domination. As you are probably aware by now, my techniques are not the typical sadism or degradation / humiliation tha...

The Awakening Ch. 01

by InNeed101 on Sep 12, 2017
Fetish

Thom was so nervous, he was trembling a bit. He had done exactly as Andrea had advised earlier in the week. He went out and spent some serious money at the adult store, taking great care in purchasing the specified items. The drive to her home on Friday evening was painstakingly long, giving more than ample time to make his nerves raw with anticipation. T...

BluBalls for Kitty's BootBoy Ch. 03

by KittyZateez on Mar 27, 2018
Fetish

My new BootBoy was standing with me near my rack of slutty spike-heeled thigh high boots, and I had just informed him that I was going to tease him with all of them, showing off for him in each and every pair of boots I owned! We had been having a nice discussion about the seductive nature and feminine power of boots like mine, and we had each been slowly ap...

The Rubber Box Ch. 01

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

I was the favorite relative of my uncle the cyberneticist. He was the strange mad genius in the family, who alienated every one else but me. He recently died in his 80's and left in his will to me, what he called his "prize possession". It had been four weeks since the reading of the will and I had nearly forgotten about my inheritance, until there was a kn...

Prey

by BootPunk on Sep 14, 2017
Fetish

Waiting. These long periods of idle waiting really do get on my nerves. There is simply nothing going on then, not a single thing at all. I am just standing around, doing nothing but to wait all the time. And it is not just for a couple of hours, sometimes I have to wait for days, even weeks before something happens. I keep wondering how spiders can cope wit...

Submissive Cum Laude Ch. 01

by ChainedToAKeyboard on May 4, 2020
BDSM

It was a beautiful fall day as Alexander made his way across the quad to the campus library. Beaming rays of sunshine took the sting out of the crisp air and leaves crinkled across the ground as a light wind blew them about. He unzipped his coat, relaxing it around his tall, lean frame. His nostrils inhaled the unique aroma that only a New England autumn cou...

La Contessa Ch. 09

by SlaveNano on Oct 30, 2018
Fetish

Chapter 9: The Kitchen After working in La Contessa's service for several months I've become accepted as part of her household. My days are a mixture of serving my mistress in whatever sex games she decides to use me for and a variety of domestic tasks. Whenever the mood takes her, she will summon me to her boudoir to serve her. She enjoys administering co...