Upskirt Stories

348 results
Orientation
Length
Source
Infinite Scroll

Manipulating Jenny Ch. 03

by BeamMeUp on Sep 18, 2017
Mature

SYNOPSIS: Continuing the erotic adventures of a voluptuous 18 year-old prick teasing office girl whose motto is look but don't touch. She can't stand ugly men, fat men, bald men, or old men, so how does a fat, ugly, bald old man get the better of her? Read on. * Latina teenage sexpot Jenny's second appointment is due today with the fattish and bald 66 yea...

The Right Tool for the Job

by cruiser_2015 on Sep 24, 2018
Erotic Couplings

After a hot dry summer the grass started to grow again and we heard the buzz of lawn mowers again. That was when our neighbour Jayne knocked on our door one sunny Saturday afternoon, explaining that her lawn mower wasn't working, and looking for someone to help her fix it. Her husband would of course have fixed it for her if he hadn't left her six months bef...

Intimidation by the Big Blue Rabbit

by Gregory_Andrews on Sep 12, 2018
First Time

Tasha was a beautiful, well aged cougar and she had almost forgotten how to lust. She couldn't actually remember the last time she wanted to beat off. Her secret lover had given her the wonderful gift of a lovely eight inch vibrator. Except this vibrator wasn't just any vibrator, it was THE vibrator. A rabbit vibrator, her perfect toy! It was big and all v...

Tangerine Orange Dress Pt. 02

by Mrbojangles10999 on Apr 17, 2018
Exhibitionist & Voyeur

As Valentina cleaned up, I got a head start and headed to the house where she was due to meet the painter. As I drove up and parked a couple houses down, I could see his truck in the driveway. I snuck in a side door of the house and saw him heading out front to meet Valentina. This early 20's tall darker man looked downright giddy with anticipation. No won...

Detention

by jansen_jan on Dec 16, 2017
Mature

This is a fucking nightmare... I am supposed to concentrate during class, and here's this woman prancing around the room in a pencil skirt and stockings. My high school days had gone by without much trouble until a few weeks ago. I had a best buddy, there was a girl having the hots for me ... Good grades, et cetera On the day our economy teacher Mr Stockton...

Hot Wife's First Time

by Compdood on Sep 13, 2017
Loving Wives

It started innocently with more frequent photo shoots. We took all kinds of shots, upskirt shots, blowjob shots, just plain sexy shots. All of the photos got tons of attention on online. We even did a few webcam sessions. The thought of having other people watch you in action, live, was a real turn on for both of us. You loved filling requests, wearing outfi...

Kiki, the Town Slut Ch. 11

by eatoure on Aug 29, 2017
Erotic Couplings

The College delegation to send off the distinguished visiting professor from Moldova couldn't go past the airport check in counter – he would have to leave them there to go through security to his gate. There was plenty of time but by then everyone had had quite enough of Doctor Viku Dicae and his critical theory of cultural insemination and the demanding an...

Hot Desking.

by cruiser_2015 on Sep 24, 2019
Exhibitionist & Voyeur

I was working for an IT consultancy firm and I’d been sent for a couple of weeks to a large multinational company on a project. I was put in one of the big open plan offices with “hot desks” which had terminals where anyone could take a seat and log in their company issue laptop. The staff in the office were mostly female and young, and I was constantly di...

Successful Businesswoman

by mattpantyhose on Apr 17, 2018
Group Sex

"It's a man's world and it's tough to be an independent woman" some say, but I tend to disagree. My name is Samantha, before I prove my point, let me tell you few words about myself. I am thirty seven years old, but remain in a perfect shape; I eat well, exercise regularly and use all the latest cosmetics that supposedly stop the process of aging. All these...

Soapland Ch. 05

by heavenlyKK on Sep 17, 2017
Exhibitionist & Voyeur

Speedo-clad Ricardo shook hands with naked James, Mama San having made the introductions. The big guy was already erect thanks to Leslie, Monica's close friend. Being naked in front of her was a real thrill. He even got to rub his boner against her leg for a brief, glorious second, the effects of which were still reverberating through his loins. However, it...