Shy Boy Stories

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A Quiet, Tender First

by shy_boy on Sep 13, 2017
First Time

She was beyond beautiful. Her hair was blond and it hung perfectly straight down to the middle of her back. Her eyes were a shade of metallic green and they were set in a round face. Her teeth were white and they showed when she found something particularly funny or embarrassing. Her lips had that way of sticking out slightly when she was thinking of som...

Life's Dream

by shy_boy on Aug 31, 2017
Erotic Couplings

Jane came home this weekend. I’d had a crush on her for as long as I could remember. Back in grade six, when erotic thoughts first started to cross my mind, she was my first sexual fantasy. I used to sit in class and dream that I was on top of her, my penis buried deep inside her, pumping madly at her waiting vagina. Of course, at the time I didn’t realize...

Shy Boy And The Monster Girls

by UNOgin on Jan 7, 2021
Mature

"Aeris, Oh Aeris can you here me" A soft womanly voice called out to me pulling me out of my tired slumber only to find not my regular and familiar worn down bedroom but instead a sea of clouds and sky's adored with shades of soft yellow and pink awaited my now wide awake eyes. "Where am I, what happened, who are you" My frantic panicking...

The Shy Boy

by Gaius8666 on Sep 16, 2017
BDSM

The rumors about Benjamin quickly swirled around campus. Very attractive, he was every woman's dream man. Tall, muscular, six pack abs, strong handsome face, dark wavy hair, he had it all. Benjamin was an anomaly though as he did not have sex with women (and he was DEFINITELY not Gay), made even more ironic as he was also spectacularly endowed. He grew up in...

The Shy Boy and The Ageing Whore

by nylonpunkie on Jul 13, 2020
Romance

Crisp packets, empty cigarette cartons, scraps of paper, disposable coffee cups and other assorted detritus was blown along the grubby, grey street in the brilliant Spring morning sunshine as James hurried along in the same direction as the pirouetting litter. He too was being led by his own invisible winds; a breeze of turmoil had compelled him to Alexande...

Summer of '77 Ch. 01

by natalieprendergast on Sep 25, 2017
Exhibitionist & Voyeur

Chapter 1 Young Adam was a very shy boy. A little awkward, a little on the geeky side, Adam was very much into science and building models. He spent much time in his room. By the time he was 18, Adam had won a scholarship to attend Indiana University. It was the summer of 1977, and Adam had a few weeks left with his step mom, Natalie, and his step sister,...

The Boy at the Beach House

by harding on Sep 14, 2017
Mature

Jenni Adams parked her rusted pickup behind the Harper house and killed the engine, sat at the wheel as an east wind brought rain over the steep shingle roof and drove it hard against the windshield. The surf would be big today and she anticipated a fight getting through the waves. She wanted this moment to last, sitting perfectly still, letting the urge to...

Fall Out Boy: Falling into Lust

by Jake_Nosis on Sep 13, 2017
Celebrities & Fan Fiction

Katie and the Band Mates of Fall Out Boy are all 18 years of age or older. Throughout the story they are referred to as boys or kids only because the actual band uses those terms very often throughout the lyrics of its songs when referring to themselves. It's a punk-rock thing. * Normally the lead singer in the band is the one that gets all the chicks. In...

The Shy Kid, Tim

by BrandonKav7 on Sep 1, 2017
First Time

This story contains extremely emotional content. If you would like to skip to the sexy stuff go to the bottom of this story. Note: This story is about a man on man interaction between a teacher and student! All characters in this story are over eighteen or just turned eighteen! If you don't like teacher/student relations, man on man relations, or would find...

Awesome, Sexy Surprise...

by MR. Gibson on Sep 17, 2017
Group Sex

Awesome, Sexy Surprise For Shy Boy!cccccc9 Author's note: Dear people Please send plenty of feedback and tell me what you think! CONSTRUCTIVE criticism is very welcome when needed so don't be afraid to do that. Thanks! My name is Brian Moon and I am now a thirty six years old, unmarried businessman, who's favorite pastime is looking at, being with, and fuc...