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Is he just too shy or insecure to make his move?

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Question - (1 August 2010) 2 Answers - (Newest, 1 August 2010)
A female United States age 36-40, anonymous writes:

I have been acquainted with this guy for almost five years now (we have the same circle of friends but never really got to know each other) about six months ago, we were at a mutual friend's party and started talking, one thing lead to another and we ended up sleeping together that night. I wrote it off as a one night stand until earlier this month we found ourselves in the same situation. Both of these encounters never involved getting each other's contact information.

Recently a mutual friend informed me that this guy was interested in me, but didn't think I was interested in him. I've always found him attractive but like I said never really had the opportunity to talk with him one on one and since our encounters I have started to develop feelings for him and would like to pursue a relationship. Last week I saw him out and he asked for my number being a little intoxicated I've convinced myself I perhaps accidentally typed the wrong number into his stupid touch screen phone because I haven't heard from him! But now I think I'm just in denial!

Is it possible that he is interested in me given what I heard from our mutual friend and the fact he asked for my number later could it be he's just too shy or insecure to make a move. And if that is the case should I contact him first? Or is he just playing games to avoid having to say outright he's not interested. And given that the two of us have only hung out twice one on one and both of those times consisted of us sleeping together is it possible to develop a relationship after you've initially slept with the person? Help!

View related questions: insecure, one night stand, shy

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A female reader, u1tlove United States +, writes (1 August 2010):

Ok I was in this situation before. The only problem was trying to figure out if we were heading for a relationship or simply friends with benefits. I would suggest you simply ask if he's interested and get it over it. Believe me, I waited 10 years to figure out we weren't going anywhere. ok...well I was involved with others the whole time, so I guess I didn't wait to hard but save yourself some time wondering..

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A reader, anonymous, writes (1 August 2010):

what if your passing up the chance to be with him because you didn't call? Life is so full of what ifs that it ends up leading you in a giant circle and you end up with the first question of what if because you never left that spot. Call him already! the only stupid question in life is the one you were to stupid to ask because then the answer is always no.

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