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Confidence Problem - Any Pointers?

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I've been giving my friends this advice for a while now, and I'll give it to you too. You need to confront this guy and tell him you like him. You are never going to know his reaction if you never say anything to him about it. If you don't tell him then you will always be thinking 'hey, what if I actually made a move'. Do you think you could be okay with living with that feeling? The worst that could arise from telling this guy you like him is that he will tell you he doesn't like you back. From your brief description of this guy, it seems like he is an understanding kid so he wouldn't mock you for doing so. If things don't turn out well then you can start moving on from him. There will always be other people. Life is too short to not take some chances.
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