Stiletto Boots Stories

41,602 results
Orientation
Length
Source
Infinite Scroll

Ninth Story Watcher

by T_Covenant on Sep 17, 2017
Exhibitionist & Voyeur

I can see you from the front window of my 9th floor apartment. Sitting at my window, if I look across and down just a bit I can see into the window of your large, comfortable bedroom. Most nights, I sit in front of my window, the lights off, sometimes with the television droning in the background, watching. Most nights, I sit in front of my window and watch...

Training of Mistress' New Sub Day 01

by naughtyboy082 on Sep 19, 2017
BDSM

As Mistress Sharon has requested, a written story... THE FIRST MEETING MISTRESS SHARON sends out a late night text that her new submissive has been waiting for anxiously all week long as he sought to prove his obedience and worthiness. "Congratulations, sub! You have successfully completed your probationary period...official training begins in the morning...

Locked at Her Feet

by Kinky Writer on Aug 18, 2017
Fetish

"Slave -- fetch that black shoebox you brought in with my things earlier today! I think I want to wear my new boots out tonight..." I purred as my husband took the glossy box from the pile and brought it over to the chaise where I had been reclining. I couldn't help but grin as he opened the box, revealing the dazzling new black leather ankle boots which I...

Kaley's Erotic Dream Ch. 03

by 123z on Nov 20, 2017
Celebrities & Fan Fiction

Note- Unless I missed it, I haven't seen the BBT episode from season 10 with Kaley as a dominatrix covered by the regular writers, so here is my unique take. Disclaimer- I have never met Kaley, never will, this tale is purely fictional. Kudos to Eric Stanton and Bill Ward, bondage illustrators from the sixties for the inspiration. Warning- Not for the fai...

The Referendum Ch. 03

by suboots on Nov 20, 2018
BDSM

When Anton Janacek received the news that he was to be transferred back to Prochody jail to be interviewed about an historical rape allegation he went berserk. Arianne Voric watched with deep satisfaction as the three woman restraint team went in to his cell. They were very good. Their special training in techniques of control meant that the prisoner stood n...

Pictures for Him

by bawidgetcoms on Sep 14, 2017
Exhibitionist & Voyeur

She was alone, bored, waiting on him to get home from work. He worked hard, and she decided he needed a present, a really good present. She stepped into her closet and surveyed her wardrobe. She piled things onto the bed. ............ A short dress, navy blue and tight at the top, flowing and flowery at the bottom A pair of very short jean shorts Brow...

The Dutch Mistress Ch. 01

by suboots on Mar 21, 2018
BDSM

This story is a sequel to The Dutch Master. The narrator, having signed a one month slave contract to Gerd, his Master, finds himself sold to the beautiful red headed lifestyle dominatrix Arianne de Vries. This cruel and sadistic woman now intends to transport him back to The Netherlands on her yacht and make him her houseboy. "Look boy, let's not make out...

Midwestern Mystery Woman

by djm298 on Sep 3, 2017
Erotic Couplings

"She's really nice. We met her this weekend at the picnic. Her brother is on the planning committee with Tim." I continued to read the e-mail message from my sister, noting the phone number and name, Kristen. Apparently, she had just moved back to Chicago from Baltimore, where she lived for a couple of years. Every once in a while, I would find one of thes...

Halloween Hooker

by windwriter on Sep 14, 2017
Erotic Couplings

The guy I've been dating briefly is going out with some buddies on Saturday, so I decided to attend a Halloween Costume party at a local bar that night. Deciding what to wear was the hard part. I have always had a sexual fantasy of dressing like a hooker, but it isn't something easily fulfilled... Halloween seems the perfect time to dress up and not raise an...

Tables Turned Ch. 07

by mw0212 on Aug 31, 2017
Fetish

Chapter 7 – Submission Helena Sharp was 28 years old, a senior manager at one of London's top PR & Media Relations firms. It could be considered that she was a very powerful woman. Plenty of high profile contacts, plenty of drive & ambition that helped in her meteoric rise to the top of her profession. Her ability to be quick thinking, her powers of persuas...