Shy Girl Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Shy Girl

by JamesSD on Sep 12, 2017
Anal

Have you seen her? You probably know, or perhaps can remember, a girl like her. She's the cute girl who sits in the back of the classroom and never says anything to anyone. She quietly takes her notes and leaves when class is over. Sometimes those kind of girls have secrets. Wonderful, naughty secrets. She's quite the riddle. She's pretty, but not stunningl...

Shy Girl

by Ashson on Sep 12, 2017
First Time

My cousin, Charles, is the true son of his father. There is absolutely no doubt about it. My uncle is a charming man without an honest bone in his body and a real bastard when things don't go his way. Which is frequently, because he's a bit of a dumbass with delusions of adequacy. Describe my uncle and you describe Charles, with the rider that Charles is a...

Shy Girl

by Rose-UK on Sep 13, 2017
Loving Wives

Hi, this is my first attempt at submitting my experiences to a website, I hope you like the result. Both me and my husband love reading the stories on this site and deciding which are real and which are fictional, I can assure you that mine are real. Let me describe myself first, my name is Rose, I am 27, I have long brown hair and dark eyes, I am slim with...

Shy Girl

by Talusmanic on Jul 2, 2019
Group Sex

Cecile's wants and desires were few, and fell far below what most would find on the prurient side. She liked to keep to herself, the one companion that she knew was reliable and trustworthy. She liked to sit by herself, doing her puzzles and sipping chamomile on a Friday night. Even her quiet life at work required little interaction with others, and she was...

Shy Girl Becomes a Dirty Girl Ch. 02

by Captainwood on Sep 13, 2017
Exhibitionist & Voyeur

This story directly continues from Shy Girl Becomes a Dirty Girl... John held me close as I trembled from the aftermath of my first orgasm with a man, my naked breasts crushed against his warm shirt, then he gently lifted my face up towards his and he looked into my green eyes and very gently he kissed me on the lips. My heart was still racing and my mouth...

Shy Girl Becomes a Dirty Girl

by Captainwood on Sep 13, 2017
Exhibitionist & Voyeur

It was a little after my 18th birthday and I was into my sixth form at school, my hormones were raging and I still had no outlet apart from my masturbation fantasies. Thomas never said a word to me about the incident in my bedroom; I don't think he had any memory of it at all. Although I was quite pretty with shoulder length light brown hair and a pretty fac...

Shy Girl Ch. 02

by Rose-UK on Sep 13, 2017
Loving Wives

After we got engaged, Gary and myself decided to wait 12 months until just after my 23rd birthday until we got married. Our sex life continued to get better and better and our love grew and grew. I was getting more and more confident sexually and Gary loved it as I took the initiative more and more. I kept my pussy permanently shaved and I can't remember a...

Shy Girls

by Ashson on Sep 12, 2017
First Time

My father had asked me to drop some stuff of at a friend's place. (My father's friend, not mine.) "There'll be no-one home," he told me. "Mike's taken his family camping for the weekend. Just dump the gear in the garage and lock it after you. Mike said he's left the side door unlocked." It was a fine sunny afternoon. I drove around and parked in the drive...

Jason's Confession

by Shy_girl24 on Sep 13, 2017
Romance

My best Friend Joni introduced me to her husband’s cousin at her wedding three years ago. His name Jason, Jason was super sexy, Tall, dirty blond hair, green eyes and well built. He was amazing to look at. Jason and I hit it off right away, only at the time we met he said he was seeing a girl named Michelle and he was very serious about her, she couldn’t com...

Chance Encounter with Justin Ch. 01

by Shy_girl24 on Sep 16, 2017
Celebrities & Fan Fiction

It was a cold day and it had been snowing all day. I turned on the T.V. to watch the weather report. It said a storm was coming. “I sure hope it doesn’t cancel any flights” I said to myself I had been out of town on for a seminar for work for the last few days and didn’t want to be stuck in a hotel alone. I called the lobby to make sure all arrangements...