Shy Guy Stories

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Orientation
Length
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Infinite Scroll

Coupling Coworkers Ch. 13

by thick7in1972 on Sep 19, 2017
Interracial Love

I'm happy to be returning to this series. I enjoyed writing it and have some new ideas as to how the story should continue. I hope you enjoy. - - - - - - - - - - - - - - - - - - After Jeff and Cara got done fucking and putting their clothes back on, we headed out to the kitchen area. When we entered, I noticed several more people around the house now. In t...

Spanish Goddess Seduces a Lover Ch. 04

by dbp4281 on Sep 14, 2017
Erotic Couplings

Please vote or leave comments. ================== Chapter 4. I woke up before her and while I was looking at her peaceful sleeping I wished I could sleep as well. After my shower I came in to the kitchen. She was sitting at the table holding the large coffee cup in both hands up to her mouth elbows on the table supporting the cup as she sipped it again...

Lynn and Leif Forevermore Ch. 03

by mich80new on Sep 14, 2017
Interracial Love

Over the next few days, Lynne spent a lot of time writing songs, and reflecting. She kept the napkin with his number on it over, and over. She wanted to call him, and tell him she enjoyed the coffee that they shared, but she felt shy. Then she began to reason that if he was really that interested in her, he would have asked for her number so that he could d...

Darkman Cumeth

by humminbrd30 on Aug 18, 2017
First Time

Chris can look back and remember how it felt to lose her virginity. She was 18 years old and just decided that the next man that asked her for sex would get what he wanted. He was a total stranger; Chris didn't even know his real name. He called himself Darkman. Chris just felt like it was time to feel what all the fuss was about. Chris and her friend were...

Letting Me Watch Her Play Pt. 01

by JoeBlack247 on Sep 24, 2019
Loving Wives

At the time of this story, my wife had been dating and fucking other men for nearly a year. For nearly a year I had enjoyed setting up her dates, watching her get dressed to excite the men she was going to meet, receiving text messages from her telling me that she was naked and with her date in their hotel room, enjoying with trembling excitement the delicio...

Providing A Service

by WayneGibbous on Sep 16, 2017
First Time

Have you ever looked at an alternative newspaper or website and joked about some of the ads? Well, my husband, Dean, just loves to surf them looking for ones he can get a laugh from. A while back, one that caught his eye was from a young man, twenty-one years old, who wanted to lose his virginity to a woman who would teach him the art and skill of love. "O...

My Lucky Roommate

by Crazylike on Jul 31, 2018
Group Sex

"Hey Christian... Got a random question for you..." My roommate paused, looking curious. He's a young guy, only 19, and rather socially awkward. "Ok, what is it?" He enquired as he continued his cooking. "Have you ever been with an older woman?" I asked it without looking at him, made it seem as casual as possible. I didn't want to spook him, as young and...

Shy Wife's Camping Exposure

by fatfree on Sep 14, 2017
Exhibitionist & Voyeur

A couple of years ago, my very shy wife, Jessica, had some unintentional exposure (see prior stories) but we have since moved for my work, and she has put it behind her. She still exercises a lot, dances the nut cracker each Christmas at the local theater and, in my opinion, has a tight hot body. She, on the other hand, is very shy of her body. Her tiny A cu...

Sexual Awakening of Daniel

by Egmont Grigor on Sep 2, 2017
First Time

The Watkins family was discussing their last from the womb, Daniel. Ewan, head of the family, asked, "Has my boy ever had a girl friend?" "Yes dear," said Nancy his wife. "He's had many and retains some. But don't you mean lover?" "What's the difference?" Youngest daughter Meg, married with a toddler said, "One you have sex with, the other may just be a...

Ashley’s Day of ENF

by LadyRedHeart on Jan 30, 2021
Fetish

Ashley Packins is a young college girl. Her college resides in a moderately sized town near the coast. The town is full of places to go, like the beach, the park, a water park, and more. Ashley is a bit of a petite girl, with an average chest (not that that is a bad thing), and a nice, skinny waist. She also keeps her hygiene at a high priority, and therefor...

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