Teacher Wedgie Stories

25,219 results
Orientation
Length
Source
Infinite Scroll

Manacite

by TheCanadian on Aug 26, 2018
Miscellaneous

As you return home from work one evening, you find a large shipping package waiting for you in front of your apartment. Bringing the package inside and opening it, you find a letter and hundreds of vials containing a mysterious red powder. You decide to inspect the letter. -- WARNING: PROPRIETARY INFORMATION. DISCLOSURE OF THE CONTENTS OF THIS PACKAGE AND TH...

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Confessions of a Teacher Ch. 04

by finnjones on Sep 25, 2017
Exhibitionist & Voyeur

The end of the semester was upon on us and it meant a few different events were to unfold. As testing took up a great deal of time and student athletes required more time for academics, practices were reduced to once a week through the remainder of the semester. The reduced practice time was unfortunate as the regional volleyball tournament began right at th...

The Afternoons of Ann Ch. 04

by velvet hammer on Sep 17, 2017
Loving Wives

Tommy called a few times during the week and we talked, almost like teenagers on the phone. He was having a difficult time putting it all into perspective. I'd told him this wasn't about him and it wasn't about he and I, it was about me, exploring my sexuality. But he couldn't fully grasp the concept, of course. He's still just a kid, right out of high schoo...

Just a Taste, Nothing More

by StrayingZombie on Sep 17, 2017
BDSM

It was fate that they happened to meet at work. He had spotted her first, unconsciously rubbing her pussy on her chair, trying to cum. He waited for the perfect day, the day she left last. She was surprised when he confronted her in the hallway, as she should be. He was one of the best looking men there, and she...she could be described as a plain girl. But...

Trying Something New

by aliiceinwonderland on Aug 18, 2017
Fetish

Well, my name is Alice. My boyfriend's name is Ben. And Ben had a secret fetish he decided to let me in on recently... We're living on the same residence hall floor and have basically just been staying in the same room for a bit now... yeah, with his roommate in the room as well. Dorms suck. But knowing he might come home at any time is interesting on its ow...

The Reluctant Schoolgirl

by CopyCat13 on Aug 17, 2017
Fetish

Alexandrea Keller woke up Monday morning to the sound of birds chirping. She rolled over to look at her alarm clock to see that it was already after 10PM. She must have forgotten to set her alarm, she'd meant to wake up early to cook breakfast for her sister Alexis. Alexis was starting her first day at a new school and Alexandrea was supposed to be out loo...

Curse of the Living Clothes

by calx86 on Jan 8, 2020
Fantasy

There are several stories out there involving living clothes but I want to leave this open to allow many collective authors to be as creative as possible. For example, you can write a story about clothes simply coming to life and stripping their wearer, leaving them nude and embarrassed or maybe the living clothes forces someone to wear them and turns them i...

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Enm at Work

by Onlysorta on Dec 6, 2017
Exhibitionist & Voyeur

Call me, Ahab, this is the tale of my embarrassing day at work, a humiliating story in which the lady I've been pining after for quite some time now, a sharp, attractive businesswoman with a flirty side, saw me completely naked. I was never absolutely certain where it was that she worked, but, my crush Ming Zhao's routine involved passing by my workplace, an...

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Teacher's Pet? Ch. 04

by ssnatch on Sep 18, 2017
BDSM

In a haze of realization and total lust, I picked up her thong, and without prompting, I held it to my face. Entering the bedroom, Mistress was laying on the bed, legs spread, and fingers playing with her pussy lips. She gave me the come hither finger curl, and smiled at me. I climbed onto the bed, and she moved over, and had me lay on my back. "Now, let's...

Adventures in Gaming

by CumBalloon123 on Feb 20, 2020
Fetish

The Players Anna: Shy, crush on Barry, 4’11’’ Dirty Blonde hair, long, 130 lbs. 30A-30-32 measurements blue eyes secret fetish size queen/excessive cum, straight Katy: Raging nympho 5’6’’, black hair, medium, 140 lbs. 32B-30-32 Green eyes secret fetish giantess, bisexual Chloe: Rich Popular, 6’0’’ long blonde hair, 155 lbs 34C-32-34 green eyes secret fetish...

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