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What can I do to woo him?

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Question - (31 March 2009) 1 Answers - (Newest, 1 April 2009)
A female United States age 30-35, *liciouss writes:

I am the type of girl that doesn't have trouble finding men because they always come to me. The thing is, I dont like any of these guys.

I recently met a guy at a close friend's birthday party. He is her close friend. He is gorgeous and we hit it off really well... conversation wise. The thing is that I live about 45 mins-1 hour away from him. He is shy though, which is completely different from me. It's hard to have to always start a conversation and keep it going. I'm not use to having to do so because guys that like me do it or at least try and now I'm falling for someone totally not my type.

I've tried talking to him about things he likes or things we have in common, etc. it's just hard to continue the conversation after a short period. We never talk past 20 minutes. I know that he does have a SOME feeling for me because every time we meet, he always stares at me and when our eyes meet, he smiles. I really want this to work but I get the butterlies when I even talk to him. It is so NOT me.

What can I do to woo him?

View related questions: period, shy

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A male reader, anonymous, writes (1 April 2009):

He is probably just inexperienced and lacking social skills with girls. If he can have a conversation with you for 20 minutes there is hope. To start you will have to take the initiative. Maybe plan a group outing and then just break off from the group with him. Or maybe suggest something to do on the weekend just the two of you. Avoid movies or concerts. An outdoor event is good. Somewhere you can engage him in conversation. The more he feels comfortable with you the more he will come out of his shell. But beware, maybe you're not his type. Make the first move but after if you still want to see him give him your phone number and tell him to call you.

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