Search Results: how to talk to shy guys relationships

For the longest time, he seemed hesitant to talk to me (originally just thought it was because his now ex-wife is the extremely jealous type and she was constantly cheating on him). We had invited him over for Christmas as he is not close with his family and we were having an "orphan Christmas" for all of our fellow military families/friends. When he arrived, he mentioned how surprised he was that I did not have Die Hard on as he knows that it is my favorite Christmas movie. I have never told him this. I usually just sit around absorbing information and try to learn while he and my husband discuss cars. I mentioned that it was odd to my husband and he brought up the possibility of Friend having a crush on me since I'm so hot. I said how hubs has to say things like that since we're married and that I doubted that this was the case since we're happily married and usually more of a "bro" to my male friends. He countered with how he was attracted to me previously when I was in a relationship and he was just my single friend. I kind of played it off and we went back to business as usual.

As the months have gone on we've been spending a lot more time with Friend, practically going on dates with him to dinner and improv shows/movies. At first, it was always the two of them hanging out or the three of us, my husband has been encouraging him and me to spend more quality time with the two of us. We've also given him a key to our home so he can come crash as his living situation isn't ideal. He made comments originally about not wanting to be a "sancho" and was hesitant to reach out to me. I really need friends here so I did my best to open/available to hang out without being pushy/desperate for friends. The first time we hung out the two of us he did his best to stay away from me despite asking me to come see a movie with him. We then went back to my house and he said he was going to leave early but stuck around to talk to me while maintaining distance. I will post an update