Upskirt Stories

348 results
Orientation
Length
Source
Infinite Scroll

Salesman Enjoys Trip Of His Life Ch. 05

by milerdan2 on Sep 26, 2017
Erotic Couplings

I could have sworn I woke up with a permanent smile on my face. We left the balcony door open in our bedroom so a fresh ocean breeze was passing over my uncovered feet. As I opened my groggy eyes, I looked at 3 pairs of feet with Sara's lickable set to my left and Cindy's to my right. Both girls had their faces nestled in the crevice of my neck and each rest...

Teaching Diplomacy

by jack4194 on Sep 13, 2017
Erotic Couplings

AUTHOR'S NOTE: This story is a direct sequel to "Teaching Dat Ass," but my intent was to write it so that knowledge of the original story was not required for enjoyment of this one. The volleyball sailed through the air towards Nicole. Her feet planted firmly on the ground, her hands clenched, she was ready. And then Alaina came sailing out of nowhere, j...

Exotic Pussy Cum Extortion

by Alluring_Crimson_Shifter on Sep 14, 2017
Anal

Leon struggled in his science class and was almost giving up at the idea of graduating from high school. As an 18 year old he did not see good prospects as an adult. His teacher coached him and encouraged him. She was his science teacher and sometimes spent time after class helping him with his studies. He admired her intelligence and her looks, and grew fon...

Sheba and Alec: Her First Miniskirt

by Murray on Oct 8, 2019
Exhibitionist & Voyeur

Prologue When Alec had first clawed his way into commercial fashion photography (which wasn't at all flashy, but paid real money) he was grateful for one client in particular who gave him steady, repeat business and a predictable income stream. Alec was starting over in midlife with nothing to lose, but still needed to pay rent. The client was a local Chris...

Mina Wants to Model Ch. 01

by ProxyVersion on Oct 7, 2019
Exhibitionist & Voyeur

I was a bit nervous about moving out-of-state after finishing my Masters degree in computer science, but the offer I got to work in IT and software development with an insurance company in California was just too good to pass up. I wasn't the most outgoing person, so I was a bit worried about making social connections in a new city. I wasn't ugly or unlikabl...

Exhibitionism - Games Women Play Ch. 02

by MotherandSonTrueConfessions on Sep 24, 2019
Exhibitionist & Voyeur

While making their flashes appear unintentional and/or accidental, a sexy game that some women play, showing men what they all want to see, some women take sexual pleasure in deliberately exposing themselves and sexually teasing unsuspecting men. Be honest. Think about it. Tell me the truth. There's no one here but you, me, and the lamppost. Does your wife...

Panty Consequences No. 04

by PantiesAndPies on Sep 14, 2017
Fetish

This series of stories are all standalone so can be read in any sequence. They are about my favourite fantasy --- my first time wearing, or first time being caught wearing panties. Obviously then they all involve lingerie wearing men and the consequences may include cuckolding, creampie eating or cock sucking men amongst other things. If any of these are lik...

Temptation Abounds

by orie on Sep 26, 2017
Exhibitionist & Voyeur

Spring meant rainy weather and that translated into a weekday squash match rather than weekend tennis. This spring also brought on change in more than the weather. But, I'm getting ahead of myself. My playing partner, Jim Schenck, suggested the old downtown Athletic Club. A new facility recently opened in the suburbs and the Athletic Club faded away as it t...

Entertaining at Home

by Touch_type on Sep 12, 2017
Group Sex

This is a first submission to the site so all comments are welcome. I hope for constructive and appreciative but have more realistic expectations :). This is a long one. If, like me on occasions, you are looking for a 'quick fix' this is not for you. I would be pleased if fans of the longer format would cast critical eyes over what I've done and point out my...

Crazy Gina

by Voboy on Sep 13, 2017
Erotic Couplings

Is there anything worse than having to sit and listen while your wife complains about her work friends? The ones you barely know? The ones whose problems are entirely work-related, and therefore of no importance to you? The ones your wife is always complaining about anyway, usually while you're trying to watch the game? "I mean, it's the same every year."...