Plaid Skirt Stories

113,885 results
Orientation
Length
Source
Infinite Scroll

Cathy Ch. 01

by cathynova on Sep 16, 2017
Mature

Caty and her boyfriend were lying on a blanket in the park, it was a warm afternoon and they were taking a break from their studies. She didn't quite know why, but she had been very horny lately, masturbating at least five times a day and fucking her boyfriend as often as she could. Ever since the activities with her professors and the outright orgy at the s...

A Wrong Number

by LadyShianne on Sep 14, 2017
Erotic Couplings

"You did what?" I couldn't believe what I was hearing. I looked at my friend, Jenny, in disbelief. "I followed Mark...and I saw what I saw." Jenny looked down at her hands. "You followed my husband. Why?" I sat down on the couch beside her. "You said you were wondering if he was screwing around. So, I followed him." She reached down and took her cell phon...

Rachel is Ready

by shagger on Sep 16, 2017
Toys & Masturbation

Rachel knew preparation. The smart girl glasses, she found on the cheap rack of reading glasses at the airport when she was coming back from her trip. At a single power of correction—not so strong to make her bump into the doorjamb, not so weak that she didn't have to look over the top of the frames to avoid what she thought looked like a squinting cross-ey...

Studying with Kelly: Pt. 02 The Proposal

by Legman173 on Sep 14, 2017
Erotic Couplings

If you haven't read the first story in this series it is highly recommended that you read Studying with Kelly Part 1: The Assignment before reading this story. As always all characters in this story are over the age of 18 and any similarity of names or characters have with actual people or events is purely coincidental. I am a newer writer who is still de...

A Job in the Theatre Ch. 04

by BothWorld on Sep 13, 2017
Transsexuals & Crossdressers

Chapter 4 - Day one with the cast... The following morning Paula woke early and picked out the clothes he would wear. Still influenced by the sexy baby doll that had kept him hard throughout the night, he decided on something sexy, at least underneath. He selected a cute see-through bra and panty set in black with red roses. He checked himself out in the mi...

Orlando Trip Ch. 02

by baddad53 on Sep 17, 2017
Loving Wives

Saturday Saturday morning we woke up at the hotel in Orlando. Diane dressed in a pair of white short that just covered her ass and a button up denim shirt that she tied under her boobs. She wore her hair in a ponytail with a colorful band holding it. She was showing off her smooth, flat stomach and long, suntanned legs. She worn white sandals with bright re...

Online Cuckold Looking for Love Ch. 02

by subboy129 on Aug 31, 2017
Fetish

The next morning I woke up and found Goddess was out of bed. I was happy that she let me sleep after a night of fun. I pulled the sheets off me and noticed my cock cage was back on me. I was fine with it as I love being in chastity. I came out into the living room and noticed Goddess was sitting on the couch watching TV. I went over and said hello and gave h...

Big Bully

by larry74403 on Sep 14, 2017
Sci-Fi & Fantasy

Pollyana smoothed the green and blue plaid skirt over her creamy long thighs. It was getting terribly short for her, as she had gotten taller over the summer. Her mother made the comment about getting her new uniform skirts for the school year, but she hoped that it would be awhile before she did, as Polly liked how grown up and sexy the short plaid skirts m...

Ashlynn

by Chronos1812 on Nov 11, 2019
Fantasy

Ashlynn is a 22 year old red head. Her hair is wavy and reaches down to her shoulders. She has to wear glasses. She is a “good girl”. Meaning she is not an exhibitionist and is embarrassed when naked. She is fairly skinny, small butt and a c cup breast size. She can at times be oblivious to something that should be quite hard to miss, such as a chemical diss...

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A Friendly Birthday

by LiteraryLover on Feb 12, 2016
Group Sex

"Do you girls really need to blindfold me for my own party?" I ask as my friends lead me around "And when it's in my own house?" "Duh, John. That's why it's called a surprise party." Rachel said with a giggle. Rachel had been my closest friend since I was a junior in high school, she was the reason for me being friends with most...

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