Stiletto Boots Stories

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Infinite Scroll

Uncontrollable Milf

by Mysteria27 on Jan 15, 2019
Fetish

Anna White had lots of secrets. Secrets that she didn't share with anybody. She especially didn't share them with her husband. Anna and her husband Timothy had their ups and downs. Anna was a bit wild for her introverted husband. He was very shy and didn't like to go out much. Anna was extroverted and liked to party. She liked going to clubs and dancing. Ti...

Avoiding the Speeding Ticket!

by redjules on Sep 13, 2017
Group Sex

Anna gave one quick look in the mirror to check that her outfit was OK. She was so late for the fancy dress party that she had to get a move on. The reflection looking back at her was very different from her normal 25 year old self. The theme of the party was St Trinian's so Anna had decided to do the theme justice. To this end she was wearing a short tartan...

Inconspicuous Hedonism Ch. 01

by sartorial_sam_too on Feb 11, 2019
Fetish

"Squeak-screech, squeak-screech, squeak-screech, squeak-screech..." It was shortly before 3am on a Wednesday night...I was only able to fall into a halfway-decent sleep about 4 hours ago. I have a few important work meetings coming up in the next few hours, and as such, I was hoping to be focused and fresh for the workday. About 2 months ago, I moved into a...

Stilettos

by word artist on Aug 18, 2017
Fetish

I remember it as though it were yesterday... Spring is such a wonderful time of year. The trees are a delicate verdant green. The leaves have just come out, still nearly translucent against an intense azure blue sky. Light breezes rustle the leaves producing a gentle ambient sound track . On those first warm, but not yet hot Spring days, some women like to...

Cougar and Cub Ch. 02

by laurajay on Dec 10, 2018
Loving Wives

Please check out the first part of Cougar and Cub. *** I was still in disbelief when I got home. I went to my bedroom and found I was hard again. I started masturbating while visualizing what had just happened. It didn't take long before I shot a smaller load on to myself. I cleaned up and went to sleep with a smile on my face. When I woke up the next mor...

Lexi Ch. 03: Consolation Prize

by RONIN1869 on Dec 2, 2019
Erotic Couplings

I still wasn't sure just where I stood with Lexi. My MILF of a landlord was now a lover, not just a casual hook-up or a friend with benefits. I hated that word, it reduced our couplings to just pure sexual exchanges. Though we now had an open end relationship, I wanted more. And I wanted less. I wanted Lexi to see less of other people and more of me. Lexi...

Charity Slave Auction Ch. 01-05

by Kay_Evans100 on Jan 22, 2020
Fetish

Chapter 1 Kay had met John a few months earlier at a fetish event and since then they had met a couple of times for drinks, he was thoroughly charming. He had even introduced her to a designer who made latex clothes, where she had been measured up and had a dress made for her. He called her one evening and said he had been invited to a very exclusive event...

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...

Sam's CockTease Therapy Pt. 12

by KittyZateez on Jun 3, 2019
Fetish

Sure enough, ever since the night Vivi told Sam she was going to do so, she made good on her promise to "give" him three very specific fetishes. And that day in the props room it became wonderfully clear to him that she had succeeded! She had treated him to quite simply the most erotic and sexually stimulating experience of his life, and somehow it was still...

The Devil's Mystery Box

by bbcummings on Jan 30, 2019
Fantasy

Author's note: My idea is for the stories to mostly be 3rd person. However, this section basically has to be second person, so bear with me. *** The box you found was peculiar. Usually, a box didn't come with strange markings. It wasn't made out of exotic materials that seemed to defy normal physical behavior. Boxes were usually cardboard or wood. They held...

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