Shy Stories

51,408 results
Orientation
Length
Source
Infinite Scroll

Daniel and Aubrey

by SykotikOne on Mar 13, 2018
First Time

Aubrey was a shy but beautiful girl. She had long straight blonde hair, blue eyes, and she was slim but not overly skinny. All the boys talked about her, and on several occasions, she had boys try to go out with her, but because of her shyness, she turned them down. There was only one boy that she had on her mind, and that was Daniel. One day, Aubrey was in...

Amanda Is Going To Pop

by Driver_Dylan on Jun 9, 2019
Amateur

What type of girl are you? 1) You were very promiscuous, a regular slut. No, that would be an insult to the name slut. You were a super slut. The fact that you are pregnant, is not only not a surprise, but it was inevitable given the amount of sex you have. In fact, this isn’t even the first one you’ve had, Or the second. You don’t care. You wear this belly...

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Young Girl's Gradual Foray Ch. 07

by Fantasytic on Feb 26, 2019
Exhibitionist & Voyeur

A few more days passed. Nisha continued to bath in her panties. It was her brother who always showed up in the backyard. He had lied to his father about a special class and had to leave early. That way he could be next in line to take bath after Nisha. This helped Nisha as well, because her father might put a stop to it. Nisha couldn't think of a way to pe...

Seducing a Shy Girl

by Sentinel on Dec 20, 2015
Miscellaneous

It's a warm October, and your last term of High School. After five long years, you've finally finished. End of year exams have all been sat, assignments have all been handed in. All that's left is for your teachers to grade it, send it out to the Queensland Dept. Of Education, and then you're done. You're pretty confident that your OP is high enough to get i...

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Just One of the Guys

by Cyberweasel89 on Jul 18, 2020
Exhibitionist & Voyeur

Dry Garden is a rural town on the Pacific coast of California. Once possessing a burgeoning economy from a massive furniture industry, the small town has largely diminished in economic power thanks to the furniture makers moving elsewhere and a newly-erected shopping mall killing the commercial district. Even the beach and amusement park have done little to...

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Deli Delight

by MrsHottButt on Sep 14, 2017
Erotic Couplings

I began noticing him weeks ago. He came into the sandwich shop every day at 1:25 after most of the lunch crowd had dispersed. I would watch from the window as he came from the high-rise across the street. He always had a copy of some financial newspaper under his arm. He wore an expensive suit and I surmised that he must be a financial consultant of some kin...

Working Hard

by robthecradle on Aug 30, 2017
First Time

'Deep breaths,' I thought as I tried to calm myself down, but it wasn't working. I was going to be late for my first day of work at my first ever job, and I was pissed off. This is what it feels like to be part of the workforce, I guess. I'll just grind my way through this entry-level position in features at The Daily Bugle, because I know I'll be covering...

Dave's Once Shy Wife

by Marty Fisher on Sep 26, 2017
Loving Wives

Dave has a petite, sexy, but shy wife whose pictures he likes to share with other men. He's hoping that some day she'll open up a little and maybe even take on a man while her husband watches. He asked me if I could help out and I said "sure, of course". He asked me to describe how I would go about it and this is what I said: I'd tell her that I know she's...

Saundra

by geraldf on Sep 13, 2017
First Time

At the time this story happened, I was working as a freelance proofreader for several small publishers in New York. I had come to this particular building on Fifth Avenue to pick up a job. I had always enjoyed coming to this building because it housed one of New York's biggest modeling agencies, and I almost always shared an elevator with one or two models w...

Extraordinary Emily

by Daphne123 on Sep 23, 2019
Fetish

The following story is fiction and does not describe any real person or situation in particular. All characters are at least eighteen. This story features some light "pet play" elements so if you aren't into that you may want to try another story. If you enjoy that concept then I hope you have fun reading it. Nice or constructive comments are very much appre...