Leather Skirt Stories

149,480 results
Orientation
Length
Source
Infinite Scroll

Francis Meets a Black Stud

by FrancisAlba on Sep 13, 2017
Transsexuals & Crossdressers

First some background: I am a male, about 5'5', athletic and have long light brown hair and fair skin. I was on the swim team in high school and college. In college I had started shaving my legs and arms to cut down on drag in the water. My girlfriend at the time liked and eventually talked me into shaving my entire body. She eventual talked me into having...

Four Teachers. One Rent.

by velocette65 on Sep 13, 2017
Group Sex

A good friend once told me that I was very lucky. He pointed out that I was one of only three men on a staff of fifty teachers, in an all girls private school. He also reminded me that I lived in an apartment with three of the most attractive ones. I just smiled and told him that he wouldn't believe the story I had to tell, so I wasn't going to try and expla...

Coming Home, Coming Out Pt. 02

by EiryCGar on Mar 16, 2020
BDSM

Author's note: The events in this chapter begin approximately five minutes after the departure of Mary from her mother's house, which was described at the end of Part One. This is a wholly fictional story, involving participants over 18 years of age. Everything that happens between the characters is consensual. Chapter Two. As soon as Mary rounded the corn...

Prize or Penalty - Back for More

by AlinaX on Jul 9, 2019
Exhibitionist & Voyeur

"Are you ready?" the voice in my ear asks, even as I ask Ellie the same. She nods, her expression etched with fear and uncertainty. "It's not too late to back out," I reassure her. "Oh God, please don't," the voice says. Sarah is the show's director, and co-conspirator in tonight's mischief. I can't help feeling a little guilty that I'm putting Ellie thro...

Open House- A Private Showing

by darkkrayvn on Feb 4, 2020
Loving Wives

Open House: A Private Showing Matt and Jenna were a fairly open minded married couple. They loved to experiment sexually and were even into the "swinging lifestyle." They both agreed it helped them in the bedroom and cherished the times in which they got it on with other lovers. Matt was an accomplished and very successful and highly sought out architect...

Millville Ch. 20: THE SYBIAN PARTY

by Submisky35 on Jul 29, 2019
BDSM

A couple of weeks had gone by since I, coming off a drunken stupor, submitted to my wife Suzie—actually she tricked me into it—and she strapped me to our spanking bench, followed by giving my ass a good paddling. She also learned that the clothespins she put on my nipples made my cock get very hard. I had my bi-weekly golf game with my best friend Bob, who...

Twelve Days a Slave Ch. 08

by The_Technician on Sep 14, 2017
BDSM

This is the story of a young woman's conviction as a terrorist and what happens to her when she is sentenced to penal slavery. Penal slavery is not impossible. The Thirteenth and Fourteenth Amendments to the Constitution of the United States of America do NOT prohibit slavery. They only LIMIT slavery to punishment for crimes. In other words, the Constitution...

The Neighbor's Wife

by mistress_diana on Sep 19, 2017
BDSM

It was a warm, sunny day and I decided to go outside and tend my flowers. Mike and I decided to give up our apartment and rent a house in the suburbs. It gave us much more privacy and I liked to spend more time outside gardening. Even a dominatrix can care for such delicate things as flowers. As I was digging, I heard a splash from next door. I peaked my he...

A Special Last Request Ch. 02

by Ropetease on Sep 12, 2017
BDSM

Chapter 2: San Diego Keira held a picture of Jerry in her hands, tears streaming down her face as she looked at the picture. Grasping her hand, I gave it a gentle squeeze trying to reassure her. Keira tuned to me and gave me a brave smile, her tears still streaming down. "Thank you, Bill." I wrapped my arm around her shoulders; Keira moved closer to me a...

Discovered

by Ms Mistressnight on Sep 15, 2017
Romance

She couldn't stop looking at him discreetly. He was tall, distinguished and beautiful. Distant and unreachable were also appropriate words to describe him. He was a very private person, didn't socialize with anybody at the workplace, just exchanged polite and necessary remarks between colleagues and friends. His position as the president of the successful co...