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Hanging out with a shy guy- does he want to be friends or date?

Tagged as: Dating<< Previous question   Next question >>
Question - (20 February 2010) 2 Answers - (Newest, 22 February 2010)
A female United States age 41-50, anonymous writes:

I met a guy two weeks ago from a dating site. He invited me to go out with him and his friends. I had a fun time and he was attractive and nice. I didn't feel much of a spark but we also didn't have any time alone together, so I was willing to give him another chance.

I waited to see if he would call after the first date and he didn't, but we did run into each other at a bar (we have mutual friends). I hung out with him and his friends again that night. He didn't flirt at all, so I assumed he wanted to be just friends, which I was fine with. I mentioned something to his friend and he told me he was really shy.

Last night, he called me to go out with the gang at the last minute. He was flirting more than before and we spent a little bit of time alone together at the restaurant. We talked in general terms about the pains of dating, and I got the impression that he didn't have much dating experience. We went back to my place for a bit, but he didn't try to get romantic at all - not even a hug.

How can I figure out if he is interested in friends or more? I would honestly be ok with it either way. I'm willing to give him a chance, but I think I might have sent him mixed signals when I assumed he wasn't interested. I'm usually pretty forward when it comes to dating, but I've been burned by that a lot in the past.

View related questions: flirt, shy, spark

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A female reader, anonymous, writes (22 February 2010):

Here's an update to the question I posted yesterday. Last night I invited him to meet me at a concert. He said maybe, which I took as a no, but he actually showed up. We still didn't spend any time alone because he brought a friend, but he did sit next to me. I get the feeling that he does like me but he's a little awkward. He won't even hug me unless I initiate it.

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A male reader, CaringGuy United Kingdom +, writes (21 February 2010):

I think you're best asking him. Usually when a guy asks you to meet his mates he's looking for something a little more serious. No harm in asking him how he feels and whether he'd like to just go on a date with you. You'll soon know where you stand.

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