Teacher Upskirt Stories

25,010 results
Orientation
Length
Source
Infinite Scroll

A Bad Loan

by SparkyMan on Oct 12, 2003
Cheating Spouses

***Editor's Note: I hope you enjoy this submission. Feel free to add any chapters you desire, or feel like the story should head. If you would rather have me write a chapter for you, feel free to send me a message with any ideas, plot twists, and so on, and I'll do my best to make it happen! .... Comments, Likes and Bookmarks are always inspiring! ...Once ag...

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Sky Sports News Girls

by mrmark83 on Apr 17, 2019
Celebrities & Fan Fiction

Sky Sports News were having a few technical issues so they were having to run some repeat shows while the news channel tried to fix the issues. Apparently it was going to be about 24 hours until it was fixed. It was currently the night time shift so there weren't too many viewers at this point. Due to be presenting were Hayley McQueen, Kirsty Gallagher and...

Flashing Him

by Luvs60smusic on Sep 13, 2017
Exhibitionist & Voyeur

You may remember from my previous stories that he likes to look up my skirt. With the summer weather coming, I'm able to wear shorter skirts with no stockings. I still haven't been brave enough to go pantiless. Maybe someday soon. We'll see. This past Saturday, the temperature was supposed to be in the 70's, no rain. We were planning on going to the local p...

Mrs. Henderson Plays Matchmaker

by skriblur on Sep 16, 2017
Transsexuals & Crossdressers

Episode Two: Mrs. Henderson Plays Matchmaker The story picks up from the end of "Mrs. Henderson Emasculates An Ex". ***** Mrs. Henderson cracks open the parlor door and peeps through. She says to herself: "I just KNEW those two would be friends!" ~~ It's about an hour earlier, and Kimmi's in the afterglow of a very satisfying orgasm. She's nestled in a...

Ann Teases a Disabled Young Man

by annash on Feb 7, 2018
Exhibitionist & Voyeur

All these years, my abode was my dad's apartment. Being the only child, the apartment belonged to me by default. But life changed a lot in the last five years. I'm thirty five and still single. Since my mother died eight years ago, dad was a lonely ape needing a life partner who could stimulate him intellectually and physically. This restless ape's mentee tu...

Ladies, Be Careful Out There

by uksnowy on Mar 21, 2018
Exhibitionist & Voyeur

"We need to get our own back on the sneaky bastards Mum," chuckled Tara Tompkinson in a mammoth Wetherspoons pub in the North West of England. Denise, Tara's mum was ordering another two large glasses of Merlot and keeping a wary eye behind her, constantly smoothing her light summer dress over her ample hips. "I can't believe you find it funny dear," moaned...

Solo Exhibition

by Ms_Messalina on Sep 16, 2017
Exhibitionist & Voyeur

Kara had been too long alone. That was about all she knew for sure. Brent was on a European business trip: week three of six. Their parting had been steamy and she knew he was going to miss her, but right now she felt empty. Just the idea of his breath on the back of her neck made her weak. "Damn," she thought, "Gotta get laid. Can’t. Damn." She poured ice w...

Melinda, the Mall Flasher Ch. 02

by DoctorDougie on Sep 17, 2017
Loving Wives

It would probably be best to read Part One first so you know better what's happening here. Please let me know what you think. What a wonderful day I was having! Here I was driving Melinda and her baby home from the mall in my escalade while seeing her exposed pussy the whole time. Permit me to digress. I'd seen her feed the bay his formula from a bottle....

Jerry Likes Legs a Lot

by ChasPHX on Sep 28, 2020
Fetish

Heed my warning! (I'm the author, BTW.) This is a bait and switch! Depending on your preferences-slash-proclivities (see tags), you may feel betrayed! Like I've pulled a fast one on you! WTF?! But, if you do happen to find this story even just a teensy-weensy bit fun and hot, well, who am I to judge? ; ) - CPHX * Jerry sucked in his breath as he stamped ou...

Rushing to the Edge

by Dodrick on May 22, 2019
Erotic Couplings

Jake and I have a Valentine's Day challenge set between us. It is on a Thursday this year, so we're both at work all day. The idea behind the challenge is to see how mad we can drive each other through the day. Of course there is no way to determine who is winning. It isn't like we can measure our levels of sexual frustration, but the idea was to keep teasin...