[cjhopper]

J Had A Soft "Spot" For Guys That Seem shy, you see them around a lot. Afraid to make a move on girls because they don't think any girl will enjoy being around them. He usually are so horny his dick gets hard just talking to girls. I like teasing them with J being innocent of my motives, but I only tease.


I found a somewhat shy guy at our hotel bar this night and stuck up a conversation with him for 10 minutes while waiting for J to arrive. She finally showed in her diner dress, a low-ish cut blue outfit. When she arrived he said hi to her tits then her face, J smiled at him try to make him feel welcome but he shut down for a good 30 minutes. We both tried to make him feel comfortable. I kept J in wine and him in beer. I was on my own. After a half hour and 2 beers he started talking to her, He kept saying how shy he has been his whole life. Toward the end of the night J told him we would go out and find him a date one way or the other. I saw her wine guided hand slide up his inseam a couple times and how big his eyes would get, she smiled at me more than once with the look!
She told him again and again he just needed to meet women to get over that shyness. He would tell her tits he knew that was what he needed but did not know how.
J finally said she will make it her mission to get him a good date while we are here. He smiled looking down as always and thanked her. J hugged him a few times letting his face rest in her cleavage, as she smiled at me. Each time he seemed to get further into the hug. We continued to drink for another hour before he needed to go to his room to "call his mother"

The next night we had a function so that night was out. After the function we went back to our room.J had asked me what I though of a few of the women at the diner, did any of them seem good for our friend. I said they all would scare him to death and she agreed. She just said I'll work on a way to help him.

I thought we had a couple of nights to get him a date but that was wrong.

We were sitting around our Cleveland hotel. J again started thinking of ways to get him a date. She even though about an escort for him!

I had put on the loose shorts and an old t shirt, the blinds turned mostly open. She also had her bra off, light white T-shirt on and night shorts(no panties). I had started to rub her back under her shirt and rubbing her tits from behind. I joked with her he would die if was here and saw her like this. J laughed looked over her shoulder saying yes he would but it might be good for him to see a set of tit for real. And would I mind if he saw her tits? I smiled and told her I would love for him to see her tits! In fact I would be happy to do her boob unveiling for him. We both laughed as she grabbed my little guy. I asked if she was ready to show her tits for me now? J said You always try to show my tits to strangers from hotel rooms so why not to a shy guy we know.

I was again working her shirt up with the intention of showing her to anyone outside our hotel room.I had worked it up to her neck in back and pretty far up in the front, I think the bottom of her tits where showing. That is how I lift her shirt higher and higher, up the back first then over her head so it looks like a shirt bra in front. I keep rubbing her back and shoulders, then s l o w l y move around as she gets worked up and ready for more.

That is when he knocked on the door (end back rub) J got up to answer the door(In that shirt!). The shy guy we met the night before was at the door. He was wanting us to take him out to find that date J promised him. J jumped up and grabbed him around the neck to give him a hug. He could see we were not thinking of going out this night. He and I could see that every time J would move her tits were jiggling. She finally turned to come back to into the room. Wow! I wonder if J knew just how see through the shirt was. He just stood there watching her tits and ass. J had to jiggle back and put his hand in hers to lead him into our room. She sat him in a chair across from our couch. She dropped (jiggled) next to me on that couch.
I asked him about his life again. He was a little shy and didn't get dates to hear him tell it as in the bar the night before. Because J told him we would all go out on the town one night while he was in town, so he could have some fun and maybe get a date. AND Here he was wanting to go out.....and now look at J's tits. I told him not now, but maybe he would like some of the wine we have been drinking tonight and we could talk about going out and stuff like that. I did this knowing he was watching her tits through the shirt. This gets me going like nothing else!


J offered to get wine. As she was walking back to us he was looking at her nipples through the shirt. He was trying to be discrete about it.
I pulled her next to me and draped my arm over her shoulder to ask her how she would get him a date "one way or the other" staying in our hotel room? J told us the next night was the night to go out. He got a sad look before telling us he had to go back in the late afternoon.
J told him she was so sorry but he gets a rain check, she gave him our number so we will stay in touch. J said "You will get his fun night out I promise." He got a little red!
We continued to drink wine! After awhile I just decided to resume her back-rub with shy guy sitting 3 feet in front of us. Curiosity on my part wanted to see what she and he would do. my hand started moving around her back, waist, under her shirt. More wine and more laughs. I began reaching around more and more, I found I could make eye contact with him then glance at her tits just as I would jiggle her for him. He tried not to make it obvious but his eyes smiled at me when she settled to a stop. Every joke also made her jiggle. A little more back rubbing one handed while we enjoyed the wine. After a while I had her leaning a little more forward on her elbows and against my legs on the couch. (more wine?Yes)My hand now had very good access to all of her back and the front also from around behind. I would slowly rub her back and get a little toward the front, top to bottom while talking. She brought her arm down on my hand, not enough to stop me but to slow me down. While this was going on I could see the jiggle in front when I rubbed a little fast. I was getting in a feel on the far side(read his side) every so often, I know our friend saw what was happening because he was looking at her then me and back to her tits. I now began to believe he really didn't get many dates. This made me want more, so I would rub and move around to the far tit area. Not all the way around. Just a little on the side and under her breast. I knew if i went to fast she would stop me. I now noticed she had her headlights full on. I love this. Boy was our friend liking this, but I don't know how much of this was evident to my wife at this point! More wine dear? OK I'll get more for us. our friend had stopped trying to get us to go out that night. He was talking about the kind of women he liked and what kind of bodies he liked the most. I told him J had the best of anyone and with a wink to him I jiggled her again. J told me to stop that (in a VERY joking way) because our friend might feel uncomfortable. He smiled at her then me and said "don't worry about me" I smiled and winked at him.
talk; wine ;jiggle; talk; wine ; jiggle; talk.

About an hour into the visit we had enough wine I started to work her like we had a window open and we were by ourselves.
I kept rubbing her back and began SLOWLY moving her shirt up. In back I had it about to her shoulders, this moved the front up about half way. He just kept talking and looking. J would sit forward and hold his hand then lean way back and push her headlights to the sky. It was at this point she used her arm to hold down the shirt from going up any more. I kept rubbing her back, and SLOWLY kept at it and got more wine for us. Finally she scooted her butt more forward a little to the side he was on. I am now able to rub her back with both hands. SO I did begin using both hands on her back and shoulders, while we talked and he looked and smiled a lot.

Our wine was getting low again and she and her shirt were getting high. I asked if she needed more wine, she did and I did too. I started to get the wine when our friend said don't move I'll get the wine. I looked up from behind her and the wine in me smiled at him. He smiled back and got up to get us wine, When he was in the kitchen, I looked behind me and he had a great big grim for me while watching her back get rubbed. J was now leaning forward so I could continue rubbing her back.The guys now where in the same thought train. I think He knew what was happening. But would she let me continue with the show or not. While looking at him in the kitchen, I moved the back of her shirt up a little more to her neck and smiled I now was rubbing her bare back with harder and longer moves that kept her shirt moving up a little more by the minute. Her tits moved a lot and the headlights were really on now. The more I worked her shoulders the higher her shirt in front went up. I know how to make her like the massage, and I did it all so perfectly she would not tell me to stop. (That is all she has to do is say stop) Usually when I start rubbing her nipples, she gets so hot she will not stop me anymore. Just how do I get to them tonight with someone actually in the room

So at this point we have. Her in front of me on the couch, with me rubbing J's back, shoulders and over the top of her shoulder and down the side of her arms. This make her shirt only on the front edges of her shoulders and around the back of her neck and just under her tits in front. It looks like a t-shirt bra. How am I going to continue. The guy friend is in the chair about 3 feet in front of us.