Up Skirt Stories

354,634 results
Orientation
Length
Source
Infinite Scroll

Jill

by WesternMovieFan on Sep 19, 2017
Exhibitionist & Voyeur

Jill was a tall, willowy brunette with a decided penchant for exhibitionism. One of her best friends was Steve, who owned and managed the Pink PUSSYkat, an upscale strip club. One aspect of their relationship was that Steve, who fancied himself a sort of big brother to Jill, was continually trying to fix her up with someone he thought would be a good match f...

Teacher's Discipline Ch. 01

by tom6432 on Sep 26, 2017
BDSM

(This is a fantasy written for fun. All characters are over 18. It contains spanking and humiliation, so if you do not enjoy please skip the story) * It was Friday afternoon work was just winding down, when I received a phone call from my step-daughter's math teacher. "Mr. Jackson I would like you to come to the high school immediately, it's about your da...

Mall Fun

by julesteve on Sep 18, 2017
Exhibitionist & Voyeur

Some days I just want to have a little harmless sexy fun and adventure on my own, without actually having sex; I love to go out without panties thrilling at my 'secret' and the fact that I could be exposed at any time. The 'naughtiness' of being damp and aroused in public is enough to put me in the mood for a long sensuous session when I get home. Our spraw...

Flight of Fantasy

by JenniferWilson on Aug 18, 2017
Fetish

David was waiting in the departure lounge at Sydney airport when he spotted the lady in the dark blue slinky skirt. He was thinking it was latex, it certainly looked like latex, but would a woman really wear latex in public, especially in an airport lounge ready to board a plane? Dave loved latex and was familiar with its appearance but didn't have any of hi...

The Telescope

by nawteeh1 on Aug 21, 2018
Fetish

The rain had stopped, but the cab's wipers still slapped in time on the glass. "That'll be eight fifty," the cabbie told her with a smile. Lucy fished a twenty out of her purse, "Keep the change, you earned it." He nodded and watched as she opened the door and got out, thinking how she got in the cab, looking like she had just been stung by a bee and it hurt...

Autumn: Cheerleader Fantasy

by photoscribe on Sep 25, 2017
Illustrated

The week since I photographed Autumn dragged on. Last week she fulfilled a fantasy I had since she was my sitter many years ago. After her younger sister, Ami had told her about my confession that I had wanted to get a peek under her skirt when she had dressed as a french maid for Halloween once. Autumn stopped by the next day and suggested since I was study...

CD Internship Ch. 01 - Caught and Paraded

by cdtycoon on Mar 17, 2020
Transgender & Crossdressers

All the characters in this story are above 18, so thank you and enjoy it. *** CAUGHT IN SKIRT AT WORK It was one fine day during my internship, actually a rainy day. It was in August, a month ago I had joined as an intern in the administrative department of a well-known hospital as a part of my hospital and healthcare management course. So, here I was e...

At The Fair

by Richard Janice on Sep 14, 2017
Erotic Couplings

Scott telephoned Trudy at home and made a date to take in the County Fair the next evening. Arriving at Trudy's the next evening, she greeted him at the door wearing a tiny, light blue, crop top that was just a narrow band of elastic material stretched across her large, firm breasts. Her midriff was bare and she had on a loose, flared micro-mini, skirt....

Jinxed!

by gao23 on Sep 11, 2017
Exhibitionist & Voyeur

Part One -- Class Natasha, or simply Tasha stepped from her apartment onto the busy city street on her way to class. A freshman at NYU, she had to work two jobs just to afford this crappy apartment and tuition, even with her scholarship, so today was going to be a full one. The early morning sun cast honey-colored highlights on her styled hair. Her father'...

College Girls Ch. 19

by TheSparkZone on Sep 18, 2017
Exhibitionist & Voyeur

Okay, so maybe I did sleep with my college professor to raise my calculus grade, but does that give someone the right to ruin my life? My Behavioral Studies teacher, Miss Compton, apparently thinks it does. When she found out about my rendezvous with my calculus teacher, Miss Compton threatened to have me expelled from college and threatened to nullify my tr...