Stiletto Boots Stories

41,602 results
Orientation
Length
Source
Infinite Scroll

The Touch Ch. 09

by GreenFingers2015 on Sep 26, 2017
Novels and Novellas

WARNING TO READERS - This is a long, rambling, multi-part story and VERY British. The individual chapters will make more sense if read in sequence. Chapter 9: A Visit to Joanna When I got into work the next morning, Maggie was already in the office. I made coffee and then told her about re-hiring Joanna and Debbie; my meeting with Mark Dwight and the deal...

Recruiting of a Sissy Maid Ch. 07

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Seven: First Time Escorts, Chantel and Traci. Carl meeting with Barlow over morning coffee says, "So Barlow how did things go with Chantel and Traci in Montreal?" Barlow bites a muffin and swallows, saying, "Tony and Vic were very pleased with the girls. Chantel and Traci were great performers, the sex videos were very hard core and as normal with...

Dirk and the Lady Farmer

by Original_Aramis on Jun 19, 2018
Erotic Couplings

The sun was lying low on the horizon, full dark not more than an hour off, when Dirk pulled his Harley into a parking space in front of the small general store in the center of town. He'd been on the road for two days and was halfway through a four day trip, and this was just one of a dozen small Midwestern towns he'd passed through in the past 24 hours. The...

Butterfly Chaos

by XXscribbler on Jul 25, 2018
Erotic Couplings

Deep in the Rockies, Harold and Jodee were asleep in their tent. Sometime earlier, somewhere – perhaps nearby, perhaps not - a butterfly had flapped its wings. Now, far above them, a largish volume of frigid stratosphere responded, abruptly twisted itself into a dense skein of suppressed turbulence, and fell earthward, gaining speed. It hit the near-vertical...

Working at the Sperm Bank Ch. 02

by zmoorez on Nov 20, 2017
Sci-Fi & Fantasy

Author's note: I recommend reading 'Working at the Sperm Bank Ch. 01' first, to understand how and why Alyssa ended up in this situation. Thanks to MaximusTheMad for editing. DISCLAIMER: This is a work of pure fiction. Any names, places, and events in this story are entirely made up by the author. Similarities with real occurrences are coincidental. *****...

I'm In Way over My Head

by Daphne123 on Oct 14, 2017
Anal

The following story is fiction and does not describe any real person or situation in particular. All characters are over eighteen. ***** My name is Jessica, and this is the story about how I became one man's whore. I was a talented nineteen-year-old violin student auditioning for my college orchestra. Making the orchestra wouldn't be a problem at all, but...

The Manor Pt. 02: Natalie

by hotdoll on Nov 8, 2017
Erotic Couplings

Natalie is the eldest of the group. She is a care free girl, with no real ambition or prospects. A poor education, mainly she will admit was down to her rebellious ways and She has the attitude of a tom boy by day, and more lady like by night. There is a lady hiding inside her, but she does not seem to realise. She does not seem to care. "Natalie! Natalie N...

Sarlene's Touch Ch. 05

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

Messandra Calleslyn climbed the stairs at the back of the map shop. Messandra, who owned the shop, was someone she had known for a long time. She had often provided the party with interesting documents or maps, which had led them on dramatic adventures across the northern lands. The latest such map had proven particularly useful, and she deserved to know th...

Alternate Earth Pt. 04b

by AmandaSwallows on Sep 19, 2017
Transsexuals & Crossdressers

These two women somehow had a direct line to my pussy. No matter what they did, I felt it there. I felt Carmen's exploring tongue and the clawed hand stroking my jaw line and ear between my legs as well as Selena's lips and pierced tongue working along the top and bottom edges of my collar in the back of my neck. I also felt her hands as she slid them up the...

Writing Realistic Female Dominance

by stlgoddessfreya on Sep 13, 2017
How To

Scene 1 I couldn't believe I was doing it, even as I followed the tall blonde in the black PVC catsuit to the door with "Private" written over the door in tilting red script. I just went to the sex club to watch, at least that was my plan, but as soon as I saw her demonstrating the proper way to flog a man in a kneeling position, I knew I would be on my kne...