Miniskirt Stories

4,937 results
Orientation
Length
Source
Infinite Scroll

Very Discreet Office Party Ass-Fuck

by Jack_Love on Sep 12, 2017
Group Sex

The most bland elevator music imaginable played as co-workers and various office-mates mingled, many of them strangers, some of them acquaintances from my floor. The annual fiscal year-end office party (yippee.) I'd come alone, but was hanging out with a girl from my floor, Isabelle. She was hot, dressed funky, had class, was friendly and cool. We both felt...

Good Girl vs. Slut Ch. 17

by HiddenDevil_ on Sep 26, 2017
Group Sex

***All characters are over 18*** "I don't know, Mandy...are you really sure this is the best thing to do?" Trisha was skeptical. Mandy nodded, pulling a strand of short blonde hair away from her face. "It's the only thing to do, Trish. I have to!" The two cheerleaders shut their lockers together, ready to head to English class. Trisha's frilled pink mini...

Blue Eyes Crying in Pain

by sarahhh on Sep 16, 2017
First Time

I lost something besides my virginity that fateful day. On this night the raindrops beat against my bedroom window sill long after the lightning had driven me inside. I took the picture of David from under my bed, and I wept uncontrollably as I listed to "Blue Eyes Crying in the Rain" over and over. * * * I worked at a factory for part of the summer after...

No Exit

by KaseyLegs on Apr 23, 2019
Transgender & Crossdressers

To be honest, my secret pleasure since Halloween 1998 has been dressing up in a miniskirt and heels and going down on guys, and to be fair I've spread my legs for quite a few men as well. The problem has always been that I have no interest in men other than being sexually submissive to them. I shaved my legs in 1998 for the first time as part of a dare, to...

Girl in a Miniskirt - Carla

by DaveLondon on Sep 16, 2017
Exhibitionist & Voyeur

Essentially an English telling, Carla's tale will not appeal to everyone. That said, for those with a taste for exhibitionism, voyeurism, dressing-up, and the downright rude, perhaps Carla may have something up her sleeve – er, skirt. Her story endeavours to balance plot, pace and imagery with an occasionally despicable eroticism, designed to titillate and e...

Hot Missouri Summer Ch. 01

by SexyGeek on Sep 13, 2017
Erotic Couplings

[Edited by volunteer editor LaRacasse. Thanks for grammatical corrections but especially for comments on character development and dialogue.] Things were looking good that summer in Missouri so long ago. My eighteenth birthday had passed and soon after that my High School Graduation. I had an acceptance letter from my college and a scholarship to take me...

From Virgin to Fuckslut

by woman_inside on Sep 18, 2017
Transsexuals & Crossdressers

I had finally decided to take the plunge. I posted an online ad, saying that I had long had gay fantasies, and had finally decided to explore them. I wrote that I wasn't exactly sure what I was looking for, that I was open to suggestions and I'd never done anything with a man before. Most of the men that replied were just looking for a quickie, but eventuall...

Antonia's Submission

by Turpitudus on Sep 14, 2017
Transsexuals & Crossdressers

Speeding along the busy dual carriageway I took a moment to glance down. What I saw was a pair of legs clad in the tightest shiny black pvc boots, knee high and with 6" spike heels that made it barely possible to operate the pedals. From the tops of the boots came fishnet stockings that rose to disappear under a zip fronted pvc miniskirt. It was all hot, tig...

Segami's Stuck

by ladylucelle on Jan 21, 2020
Sci-Fi & Fantasy

Any usage of the word 'teen' in this story refers to Segami being 18 * The faint stench of mildew wafted through the dimly lit tunnel Segami and Miyumi were carefully trekking through. The rust-toned walls oppressively offered little space as the duo approached a short but steep incline that led to a small hole. Miyumi's pale fingertips took the hem of h...

Hot Missouri Summer Ch. 03

by SexyGeek on Aug 31, 2017
Erotic Couplings

Chapter. 03 More from the Tease It was hot that summer in Missouri, after High School graduation. The weather was hot, but I mean that the girls were too. After going steady and being deeply in puppy love all through Senior year, Mary and I tearfully broke up after agreeing that a long distance relationship at colleges hundreds of miles apart would not wor...