Shy Guy Stories

162,824 results
Orientation
Length
Source
Infinite Scroll

My Wife, My Friend, and Me

by skywalkersam777 on Sep 13, 2017
Loving Wives

My wife and I have been dating for over 10 years. We recently got married but it was just a formality. We have always been great friends and lovers. We would go to the beach and start checking out girls and guys together just like I would do with my buddies but way more exciting. My wife is lucky to always be around a group of hot athletes-my friends. I was...

Confessions of a Tgirl Slut

by Sissypansyfairy on Sep 13, 2017
Transsexuals & Crossdressers

When the day started, I had no dates, no arrangements of any kind. But I was feeling horny. I needed cock. I'd gone over a week without sex and I am one cock hungry sissy slut. I'm getting on a bit but I know how to dress and do my makeup. I like to think I can embody a straight guy's fantasies and give him the sex his wife won't and dress in a way genetic w...

Learning to Submit Ch. 01

by kitten_d44 on Dec 24, 2019
Novels and Novellas

Author's note: Hi! This is the introduction to a story that will be heavily BDSM in nature, focusing on the main character's journey into the world of dominance and submission. This first chapter is sex free, but the next one will get into the action quickly. I hope you enjoy reading it! Thanks to ftw752 for his comments to help make this story better! *...

Trip to the Movie Store

by xxxkaliaxxx on Sep 12, 2017
Exhibitionist & Voyeur

You pulled the car up into the first parking space in front of the neon lit windows, "Premium Adult DVD's" read the flashing red sign. I hadn't been quite sure where you had wanted to take me so late at night but I figured it had to be something of "adult" nature due to your precise specifications of what I was to wear out. You opened your door, stepped out,...

Essence

by FantasyDesires on Sep 14, 2017
Sci-Fi & Fantasy

Cael watched Braithe work out in the gym along with the rest of the guys. Braithe was very built and towered over most of the men in the room. His muscles bulged and stretched He had been strongly attracted to Braithe ever since they met three months ago. However, he was very shy about approaching Braithe. He had no idea how to tell the handsome giant how he...

Fun at a Pioneer Camp

by naughtyrusguy on Sep 1, 2017
Group Sex

All characters are 18+ * My first sexual experience happened when I was a group leader at a pioneer camp. All group leaders were friendly and I had a relation with Olga from another group. This freshman was slim, long-legged with wavy hair to her slender shoulders. Although the girl was a real knockout, she was very shy. When we were at the white-sand...

April's Story Ch. 12

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the twelfth episode in a series entitled "April's Story". If you have not read the previous eleven episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I strongly recommend t...

Foot Fetish Fridays: AJ's view

by AJBritt15 on Aug 22, 2018
Fetish

My name is AJ and I am 32 years old. I have had an unbelievably massive foot fetish for the longest time. I'm damn proud of it as I find female feet to be both sexy and sensual. In fact, some of my fondest memories in my early twenties are humping the carpet floor upon seeing women in hose and heels on or during 'foot in crotch' scenes in television shows or...

My First [GF-03] Pt. 01

by charlessmythe on Aug 18, 2017
First Time

The first time I had sex with a man was as a college freshman. I was very, very shy and a loner. I took a swimming class. In this class there was a guy named Clifford who used to be very pushy. I avoided him all the time and in the locker room I made sure to take a locker far from every body. Fortunately the class was very small. There were only about four g...

An End to Virginity

by tustin92614 on Sep 26, 2017
First Time

I'm a 22 year old coed at a pretty decent engineering university in Southern California. I study electrical engineering, which can be pretty challenging, both from an academic as well as a social standpoint. I stay on campus to be close to class. But even so, Thursday mornings are rough. Really rough. Thursday is a light lab day for me, so I tend to hit the...