Shy Boy Stories

134,021 results
Orientation
Length
Source
Infinite Scroll

Lusus University Ch. 01

by Sonnetprose on Sep 16, 2017
Sci-Fi & Fantasy

Melodie bounced into the room as she chanted, "I have a date. I have a date. I have a date!" With the last announcement she came to a stop and fell back onto the other girls bed, scattering the clothes that she was attempting to put away. The black haired girl looked down at the figure that was now sprawled across the piles of what were folded clothes and...

River Ch. 02

by SomeSayLove on Sep 16, 2017
Romance

Several weeks after the Danny Disaster, when all tears had finally dried up and I was nearly my good old self again, I still hadn't stopped thinking about doing something different to try to find a loving, long lasting relationship. I just didn't know how to go about it. So I decided to put all relationship thoughts out of my head and just keep on going with...

I Heard It Through The Wall

by Gianna on Aug 18, 2017
First Time

It is a national custom in Finland to travel by boat either to Stockholm or Tallinn. Actually the destination does not matter too much as long as you have an opportunity to have fun and relax. There are big ferries full of entertainment on the routes and the cruises are relatively cheap. It was a must to me to check out this phenomenon during my stay in Finl...

Impressionable Youth

by Lynabo on Aug 18, 2017
Fetish

Mrs. Crow was the local slag; most people knew it; some deemed to talk to her others avoided her like the plague. Most men admired her secretly; many would have just loved a turn between the sheets with her but dare not admit it. Like most slags Mrs. Crow did not care what anybody thought of her, in fact she was fearless and outspoken, her one and only fear...

From Scared to Dared to Bared to Shared: The Next Semester 02

by glendale22 on Sep 16, 2017
Group Sex

The story of the dart game and Sean's punishment quickly circulated among all the college friends, and all of them took some satisfaction in learning of Kate's cool revenge. When she got the chance, Cindy did ask, "Didn't you want to get him naked without having to take off your clothes too?" "That would have been fine, I guess, but I didn't mind. He saw me...

Skinny Dipping

by Qpolik2 on May 9, 2019
Exhibitionist & Voyeur

It's a scorching hot summer day. You've heard that the temperature has even broken several records. Everybody has to cope with the heat somehow, and just hanging out where you are, dry and clothed, is not going to cut it at all. You have to do something about it. Your natural next thought is to go take a swim; some cool water might just be refreshing enough...

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Heather's Virgin

by DerekM on Feb 25, 2019
First Time

"Gerald, I'm going to say goodbye to you here." She put her arms around me and gave me a hug. She whispered softly into my ear, "You'll always hold a special place in my heart." Then she gave me a brief but sensual kiss on the lips. And I watched her walk away. Gerald When I moved to Manhattan a couple of years ago, I had hoped I would date more. I was alw...

Learning to Beg

by olivia_lovegood on Sep 14, 2017
BDSM

It was an accident. You never intentionally decided to end up here. It started out as a mild curiosity. A small voice of questioning that you decided to explore. And it ended with countless nights with your hand on your cock muttering nonsensical pleas into the space of your bedroom. You were embarrassed. Even when you learned this was a secret desire for ma...

Summer School Teachers

by Libertine on Sep 12, 2017
Loving Wives

This is the third story in a trilogy. The first story, Summer School: The Introduction is published under "mature". The second, Summer School: Breaking-up Party under "Group sex". - - - - I used to visit my grandfather Anders regularly when he was an old man and bound to a wheel chair. His brain was still sharp and he entertained me with stories from his...

Internet Exposure

by fatfree on Sep 1, 2017
Exhibitionist & Voyeur

I've been married for years to the love of my life, Jessica. She owns a local dance studio and is typically petite and fit. She is embarrassed about her tiny A cups, but I try to keep her self esteem up, as I love her tiny, natural breasts, and they help me with one of my favorite activities. Over the years, I've discovered that I love the unintentional expo...