Plaid Skirt Stories

113,885 results
Orientation
Length
Source
Infinite Scroll

Political Interactions

by HexingGirl on Sep 13, 2017
Erotic Couplings

Authors Note: All mentioned characters are indeed eighteen (18) and above. Thank you to 'Ginger', because without you I would not have had the guts to publish this nor would it have been named. Thank you again. ____________________________________________ The libraries in college are extensive at best. There are entire floors that go unmapped. The lights a...

Catholic School: My First Year

by smutstack on Sep 14, 2017
Erotic Couplings

After spending what my parents referred to as "far too many years in school," I had finally received my teaching credentials. Early on, I had decided to become a high school teacher, like my father, though I knew that this would essentially ensure a life of abject poverty. Like many of us, I had gone through a rough patch in high school, and it had been my h...

Part

by Goatilocks on Sep 14, 2017
Erotic Couplings

Being a huge fan of the late, great American artist Bill Ward and his gorgeous girlie art, I decided to pay homage to him by interpreting a few of his suggestive cartoons onto paper. Therefore, the following filth below is what I'd like to imagine occurred before the punchline of the cartoon. For best results, please don't skip to the end! * * * Saucily...

Caught Again Has Its Benefits

by VAGradSch on Sep 13, 2017
Exhibitionist & Voyeur

This is the third in a series of connected stories that began with "Caught!" and "My Fiancee and the Professor." While it's not entirely necessary that you read those two stories first, I did want to provide some context. * Here's the scene: After catching me masturbating earlier in the day and forcing me to finish in front of her, my fiancee Tracy shared...

Lingerie Surprise

by Dstorm93 on Feb 11, 2019
Erotic Couplings

It was a bright sunny Sunday; Claire decided to bring her boyfriend out for a window shopping in a mall nearby. Her boyfriend had a long hard week at work, so Claire decided to bring him out to spend some time with him. She held him arms as both of them walked slowly, along the numerous shop lots present in the mall. She was has having some small talks with...

First Time Cumslut

by Loves_music_loves_to_dance on Sep 11, 2017
Group Sex

Twenty-one year old Jennifer arrived at the Hamilton Hotel, already dressed in her little schoolgirl outfit. She got some curious looks from people in the lobby, but she really didn't care. After ducking into the restroom briefly to fix up her hair, she quickly made her way to Room 107. She knocked on the door, and a man was quick to answer it. "Hi, I'm Jenn...

Flapper Dick

by emap on Sep 15, 2017
Novels and Novellas

Just cause you lot probably don't remember the roaring twenties terms I will use, I will list some to all again. Course I had to look them up too so there will be new slang to be found within. Without further ado, and since you probably want me to actually get on with it, I will. Nookie-Honestly if you don't know you probably should stop reading everything...

The Stewardess

by rachelfoxen on Sep 12, 2017
First Time

The girl walked onto the plane past a smiling stewardess who greeted her. The girl wore a red and black plaid skirt over dark red leggings and a faded gray t-shirt with a cartoon pair of lips on the chest. Her black four inch platform heels were a little scuffed. She wore a small black collar cinched tightly at her throat. Her heels had criss-crossing leat...

Mrs Marlow Meets The Clergy Ch. 02

by MaryR on Sep 1, 2017
Fetish

Chapter Two. Confessions. I really felt ashamed of myself. Here I was, a happily married respectable woman of 34 fantasizing about 2 old priests. I just couldn't help myself as I lay back on the bed imagining myself in school uniform being interviewed for some reason or other by the 2 old men. As I lay there, fully dressed with my skirt up, gently touchi...

Pigtails & Plaid

by SecretAgentChris on Sep 17, 2017
Mature

One warm mid-summer morning I awoke with my manhood on fire. This isn't something unusual when you're a man, but today the need felt greater and more urgent than ever before. As a shy virgin with a slightly darker side, I had always imagined all the great things I wanted to do, and all the things I wanted to learn, but time (and experience) until now had not...