Leather Skirt Stories

149,480 results
Orientation
Length
Source
Infinite Scroll

Becoming Sarah Pt. 01

by sissy_sarah_09 on Jul 31, 2019
Transgender & Crossdressers

I used to write these on Tumblr, now on Fetlife, so I have a few to post quickly, then I'll be adding new ones as I write them * Walking up the drive from work, I put the key in the door and pulled the post from the inside of the door. It had been a long day, but it was finally the weekend and I was ready to relax. I always got home before my wife, Katie,...

How To Climb The Corporate Ladder

by qoo123 on Dec 24, 2019
NonHuman

This erotic story features anthropomorphic (furry) characters, intelligent humanoid beings with both animal and human characteristics. "How To Climb The Corporate Ladder" SHORT STORY Lucia Montoya reclined in her luxurious office chair as the morning light beamed through the wall-high glass window behind her. On the seventeenth floor and proud of her m...

Naughty MILF Caroline Pt. 04

by scooter111 on Nov 18, 2019
Humor & Satire

Caroline has a day off work and is on her way to see her friend, an equally nasty stuck up bitch called Deborah. Deborah is a bit younger, 38 years old, a fucking tasty MILF. She hates her boring, fuckless marriage; loves hard cock and dresses to a high MILF standard which Caroline knows only too well, she really attracts rock hard cock. Deborah, is a weal...

Heidi At Home

by skinnysailor on Jul 6, 2020
Transgender & Crossdressers

4:59 'click' Hendrick turned off the alarm on his antique liquid crystal display clock radio. It's how he starts every day. Discipline. The way he was raised. Shut it off before the five AM wake up time. Just because of the shut down there is no reason to get lazy. He actually can get an extra hour of work in at his home office. A year ago Vera solved his...

Dom Luck

by Jackobin on Sep 14, 2020
Fetish

[Note: This story includes descriptions of bodily functions that may be offensive to some. If so, do not continue reading. While there is much D/S content, this story has been submitted to the Fetish category in order to encompass the range.] "Ding Dong," the doorbell rang. I looked at my watch, and noted that it was 2:04 in the afternoon. I got up from my...

Maid to Order Ch. 04

by MicheleNylons on Oct 13, 2020
Transgender & Crossdressers

While Michele slept Bill drove home very carefully aware that he was drunk and glad he didn't have far to drive. It took him three attempts to get his key in the front door lock but eventually he made it inside to find his wife snoring on the couch and the TV tuned to an all night shopping channel with the volume muted. Her skirt had ridden up exposing the d...

Boudoir Models Ch. 03

by R_Peterson on Sep 15, 2017
Exhibitionist & Voyeur

Chapter Three – The Photo Club "What are we going to do?" Jennifer exclaimed, as she sat down with a cup of coffee that she had just lost interest in drinking. "I don't know. I was not expecting Todd to find out what we were doing, and I was not expecting him to blackmail us." added Krista. "True, he is blackmailing us. We didn't have a chance to talk. An...

Fair Is Fair Ch. 02

by bgdddy_2000 on Sep 18, 2017
Fetish

This is a product of my brain, and nothing else. There is cross dressing, bisexual contact, anal, bondage, swapping and probably some other fetishes in there. If this bothers you, why would you keep reading? ======================== Spanking and bondage came next as a direct consequence of that first night with Sue and John. Nicole and I had been having h...

Some Neighborly Help

by PRNY1 on Aug 31, 2017
Group Sex

As luck would have it, I finally met a girl I liked. And she seemed to like me. Our third date and she was letting me cook her dinner. At my apartment. Just me and her. I could not blow this. I let her into my building, and we began to walk up to the third floor. I was a gentleman and let her in first and we began to climb the stairs. Of course there are ad...

Good News, Bad News

by johnnieblue44 on Sep 13, 2017
Erotic Couplings

So, the doctor walks into the room of his patient and tells him, "Mr. Johnson, I've reviewed your chart and I have some good news and some bad news for you." Mr. Johnson replies to the doc, "I can take the bad news, Doc, give it to me first." The doctor looks at him gravely and says, "Your prognosis has taken a significant turn for the worst and we now g...