my wife loves to play with Shy guys - Sex Stories

my wife loves to play with Shy guys

... Cleveland Hotel bar. I was having a drink and talking to a young guy. I was thinking he would make a good project for her.

When she finally arrived in her little black dinner dress, short hem and low cut, he shut down for a good 20 minutes. Smiles and head nods but very little conversation from him. Yep shy guy! I did see him staring at her tits. We both tried to make him feel comfortable. I kept him in beer and her in wine as my part hoping she would decide to help him. I was on my own other than as the bartender.

He had started loosening up and talked to her after a few beers. He kept saying how shy he has been his whole life. Girls didn't like him hanging around, was his story. He would be a happy man to date a woman like J but that was not likely. J told him there was nothing to be shy about, any girl including her would be lucky to have him in her life. He stated being 23 he was too young to date her. J told him it was her decision who to date. She told him "If I was single I would date you". If we both wanted to be together then it would be fun and OK. I see you as a caring young man and a great lover. Boy did he turn red! This banter continued…..

They were facing each other on bar stools now. Me? I was left to stand behind her. He is talking up a storm and J is making him feel good about himself and his chances with her. She told him they would go out and find him a date one way or the other while in town. This went on long enough to get them both in the ...

... buzzed zone. He kept looking at her boobs! She knew...she leaned in. I heard him say he wanted a woman just like her. I told him "not many like her around" then got us more drinks. She drank enough to smile at me then place her hand on his inner thigh above his knee. His eyes got big and then smiled at her without saying stop. I got interested at this point. J leaned forward to slowly slide her hand up his inseam then back a couple times right there in the bar. I think she did it to see how big his eyes would get. (Big eye?Yes! Masturbate in his room that night?Yes!) She watched his reaction to her touch before taking his hand to her upper leg. He smiled at her with a silly/happy grin with his hand resting on her upper thigh. J asked if he liked doing that and the head shake was a resounding yes. She moved his 5 finger feeler a little higher under her little black dress, he was inches from heaven. When he tried moving his hand away J held it close to heaven with a smile the devil should know. She devil smiled at me more than once! J moved his hand up to her side boob area. Not touching boob but really close! He had to know she had no bra that night when this was over. She never moved his hand away so I didn't see him move it. But he did, dummy. J held his hand in her lap, right over heaven, while smiling into his eyes. Shy guy smiled back as I watched J open her legs to let his hand slide into the gap. This guy was looking like a canon ready to go off. J asked him if that is what ...