Shy Boy Stories

134,021 results
Orientation
Length
Source
Infinite Scroll

The Towel Boy's Ordeal (CFNM/ENM)

by geilerjunge on Jul 17, 2019
Exhibitionist & Voyeur

For several decades in the 20th century, young men in the U.S. swam in YMCA pools, at countryside swimming holes, in high school and college phys. ed. courses, and even at well-attended swim team meets, totally, bollocks naked. Yes, that's right: fully bare. No skimpy speedos, swim trunks, or even underwear; and usually no hair caps or swim goggles. The pre...

Foot Fetish Fridays Ch. 03

by Brittni4u on Aug 6, 2018
Fetish

Hi, I'm Brittni. I want to update you on what has happened so far in the previous two chapters. When I was 22 years old, I started working as a receptionist at this hip internet fashion company. All of us employees were walking advertisements for the company as we competed by wearing the latest fashions and completed against one another. A shy 32 year old te...

The Party

by DragonsKitten on Sep 13, 2017
Romance

The large, three-story split-level house was alive with music and the sound of people talking and laughing. The party could be heard from outside, as Becca soon found out, when her father pulled up in front of the white-painted house with the red painted door and green-trimmed opaque window. With no other trim or paint on any other surfaces, these looked str...

The Dancer Ch. 2

by Evesdemise on Sep 1, 2017
Group Sex

Suddenly, the owner of the club appeared on the scene, but taking care as was his usual practice when arriving on the scene of a "private", to stamp noisily, before entering the downstairs room. This afforded the man, whose fingers, up to this point, had been probing rudely deep inside of me, to remove these fingers, and replace his now, wet hand between his...

Milford Family Ch. 01

by HiveMind on Sep 16, 2017
Toys & Masturbation

Rob sat quietly in his seat and could not believe that he was really flying to US. He had dreamt of this moment ever since he could form a thought and now a young handsome eighteen year old boy from Eastern Europe was sitting in a seat over the Atlantic ocean, already 2 hours into the flight, resting his head on his hand, shivering from excitement and antici...

Solving My Little Problem Ch. 04

by KarlMartinK on Sep 26, 2017
Fetish

The girls went back to school on Sunday and my life returned to normal. I'd lost my virginity over the weekend and it was all because of one of my sister's hot friends. I was feeling pretty good about myself, especially since Angie, my sister's friend, didn't seem to particularly care about the size of my small penis. I didn't hear anything else from Linda...

Artists Impression Ch. 01

by joulie on Sep 13, 2017
First Time

The Start An 'arty' Bistro in Clifton, a rooftop lounge, a hearty meal and several glasses of vino lubricated the tongues at our recent gathering. Celeste, a graphics illustrator took the floor. As you can imagine, we were all absolutely disgusted at the tale she told us. I've lived in this area for years. I graduated from the "Slade" in '59 and came down...

Doc Ch. 10

by kingkey on Sep 18, 2017
Novels and Novellas

When I woke up the next morning, I could hear a commotion coming from the kitchen. I got up and went to see what was going on. When I entered the kitchen, I found Grandpa and some other people talking. Grandpa noticed me and said, "There you are Clay, come on in and get some breakfast." As I pulled out a chair and sat down, Grandpa continued, "Do you remembe...

Barbara's Cabin Boy Ch. 02

by Traviswood on Sep 12, 2017
Mature

A continuation of my first story. The first chapter was an introduction to see if this story had legs. Hope you enjoy and please give me feedback. All characters are over 18. ***** Having intrusively measured up the poor boy Barbara immediately felt as though she should abscond and leave him to sleep. She felt extremely ashamed with herself for allowing in...

Seduced by an Experienced Woman Ch. 03

by 0ra11yfix8ed on Feb 12, 2019
Erotic Couplings

Sunlight streaming through the window woke me up the following morning. I was alone and naked in Ann's bed. I could hear the water running in the bathroom. When Ann returned to the bedroom she was still wearing the satin nightgown she had put on the night before. It was long sleeve and covered her to mid calf. She crawled in next to me and kissing me on the...