Leather Skirt Stories

149,480 results
Orientation
Length
Source
Infinite Scroll

Calendar Shoot May MILF

by baranbrat on Sep 13, 2017
Celebrities & Fan Fiction

NOTE: For those of you who have not been following this series, it's about 24 main characters that are all news anchors. They are doing video shoots and using select pictures in the shoot for two calendars. One calendar is of single and married anchors. The second calendar is of MILFS. The proceeds are going to their selected charities and each anchor gets t...

2000: My Wife's Surprise Party

by gggsss1962 on Sep 13, 2017
Loving Wives

Astrid's note. The following placement deals with the developments of my relationship with my husband's cousin. We got quite a few requests for me to share my pet with Roberto… I suppose they saw it coming. Of course one of the reasons why my "understanding" best one had no objections to my Sapphic affair was that he assumed that sooner or later he...

Joanna Jax

by Saffyre on May 13, 2020
Transgender & Crossdressers

This story is about a man, Aaron, visiting a transsexual pornstar who he has adored for many years. There are only two characters and when writing the story I imagined them as both being forty years old. ****************************** He stood hesitantly at the door of the apartment and, even at this late stage, wondered whether he could go through with i...

Turning the Tables

by Ginlover on May 13, 2020
BDSM

Jen smoothed her immaculately pressed skirt and glanced at the living room mirror one last time before answering the knock on the door. She gave the reflection a slight nod - classic with a risque edge. The blood red bra was just visible through her cream blouse, and the new heels elongated and slimmed her calves. For a woman in her late thirties, she looked...

WOW, I'm a Dominatrix Too!

by KissedMany on Sep 17, 2017
BDSM

Thanks to larryinseattle for editing. ***** Here I am again at the door of the San Francisco sex club, Eros Unleashed. Last night blew my mind. It was my first time in one of these places. What an adventure for me, a 23 year-old small town girl from Idaho on my first company paid business trip to the big city. From the moment I woke up with my pussy still...

Entertaining at Large Ch. 05

by Touch_type on Sep 19, 2017
Exhibitionist & Voyeur

[Many of the characters here first appeared in Entertaining at Home. Seems a long time ago. Many thanks for the comments, support and suggestions. More are always welcome.] * Fitting work into a hectic schedule of exhibitionism and sexual experimentation can be a challenge. The week before Xmas is usually a fraught time for everyone: work and home. I saile...

50 Shades Of Pale Pink Sissy Ch. 03

by davine on Sep 26, 2017
Transsexuals & Crossdressers

Fiction with adult themes. All characters are over 18. * A splitting headache greeted me as I awoke. The soft surface I was lying upon seemed to be moving beneath me, rolling from side to side with occasional pitches from front and rear. In my confused state I wondered if the feeling was related to the headache and the vague memory of being drugged. The r...

Switched Up Costumes

by m_storyman_x on Sep 26, 2017
Erotic Couplings

Authors Note: As most of you who frequent my stories can guess, these entries are typical length for me. Lots of story development and of course LOTS of good titillating action. I hope you all enjoy them and of course VOTE (Preferably with 5 starts)! Enjoy! M. * When I got married I had no idea that my sister in law came along as a packaged deal. I don't...

Diary of a High Price Escort Ch. 15

by R_U_Romantic on Sep 19, 2017
Erotic Couplings

I slept till noon on Monday and fully expected I would again be reminded that my report to Daddy about my appointment with Ken Sacks was late. To my surprise he hadn't emailed me so I composed a new email to him completing my report and ending the email with an apology for the tartness of my report. I checked my email again Monday evening and found nothing f...

Owning Bella Ch. 06

by xelliebabex on Sep 26, 2017
BDSM

Authors Note: Hello to all the faithful followers of this story. I hope this chapter eases some of the tension left after the last chapter. I can't tell you how much appreciate the feedback and comments I receive both good and bad as it make me remember that I write for an audience who can't always see where the story is heading as I do. Thank you all for yo...