Shy Guy Stories

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My Wife, The Stripper

by MasterBate on Sep 16, 2017
Exhibitionist & Voyeur

My wife, Gail, was a normal loving, if somewhat shy, housewife. We had married a year ago when she was still only nineteen and I was twenty-eight. She has the most amazing body, her breasts are a very firm pair of 36C's with large dark nipples which, when hard, stand about an inch out from her breasts. Her waist tapers nicely to a flat stomach and back out t...

The Interview

by Wonderman1 on Mar 6, 2018
First Time

This story is not true from my perspective but it did occur, I was not the one it happened to. Also, this was many years ago before personal computers, social media, etc. Hope you enjoy it. Thanks to Jon (rnebular) for making it much more readable. ***** I am Rob and I was what you would call a nerd in high school. I was studious and very shy. I had frien...

One Time Ch. 01

by Rigid1 on Apr 3, 2018
Loving Wives

Debbie and I have been married almost 8 years and while we have talked about having children, we have not gotten serious about trying yet. Debbie is 31 years old and I am 36. She is very petite, dishwater blond hair. She works out regularly and maintains herself in great shape. She is just a little over 5'0" tall, and weighs in at a mere 96 lbs. She is well...

Hard Work the Hard Way

by Fiona10 on Sep 16, 2017
Transsexuals & Crossdressers

One lone day in downtown Long Beach I was walking towards Pine Street where I could fill out some job applications. I needed work badly and being XXY, I have never really felt comfortable in my skin, that is, until this amazing day My hair was long thick and brown as it is today, but was down to my waist then. I was in my late 20's. I wore tight white jeans...

How to Break All the Cybersex Rules

by goddessinjapan on Sep 12, 2017
How To

Ever wondered how nice, normal people wander into the world of cybersex? Ever wondered what cyber is, how it feels, why people bother? Here's my personal journey, written at the time and annotated later! I hope that you enjoy reading and get a new perspective. I realize that some of my advice/ hints go against the grain, but, hey, I broke the rules and end...

Arab Girls for Haitian Boys

by Samuelx on Sep 16, 2017
Interracial Love

I've always been unlucky in all things related to love. Now, I hear a lot of talk about the Dearth of good Black men in the Black Community. Sometimes, I want to shout at Black women that there are good Black men out there. Like me. By the way, my name is Adonis Saint-Guillaume. I'm twenty three years old and I'm a six-foot-one, lean young Brother with light...

Steph Ch. 01

by Rimcrim on Mar 6, 2018
Erotic Couplings

Steph rolled over to check the clock. 8:00 AM. She didn't know why, but for some reason today she couldn't sleep in. It was a Saturday and she had been out drinking all night. The end of the night was blurry, and she'd had lots of guys trying to go home with her as usual, but lately she'd been feeling more picky. She grabbed her phone and went to scroll thro...

Amber's Craigslist Hookup Ch. 01

by GC66 on Sep 14, 2017
Erotic Couplings

On her way home from work, Amber lamented about yet another upcoming lonely weekend stuck in her apartment with her rabbit and her laptop and flipping through channels. Her divorce had become final two months earlier, and the guy she began seeing during their separation had left her for a teenybopper named Nicole. Amber desperately wanted a man. A long-term...

Room Mates Pt. 05

by CateJ on Sep 19, 2017
Erotic Couplings

"So after a passable three course meal and enough wine to make me frisky he took me back to his place and fucked me with all the finesse of a jackrabbit! The idiot talked all through dinner about how well travelled he thought he was but had no clue where the clitoris was. Had to nip into McDonalds on the way home for a cheeseburger and a wank in the bathroom...

Blind Man's Bluff

by griffin57 on Sep 16, 2017
Transsexuals & Crossdressers

This is dedicated to 'Sugar and Salt'. Hope there is enough sex in this for you, sweetheart. lol I finally sold my first book, but it would be a while before I would get royalties. So I had to stay, living in the same old apartment building, for a while longer. How old is it? It still has the little door to slip a block of ice in to keep the ice box col...