I’m not very confident in how I look. I have been told that I’m a good looking girl, but I just don’t see it in myself. That makes it hard for me to open up to guys and put myself out there. On that note, I like this guy and we began talking online thanks to a mutual friend and we have great conversations. We later met in person and joke around and have a good time. He has mentioned once that he doesn’t have good luck with girls. He has mentioned to my friend when she showed him my picture before we met, that I was “very pretty.” Recently, it was his 21st birthday and I was invited to his party. I got him a gift certificate to one of his favorite restraunts and he was very flattered by that saying all night that I “know the way to a man’s heart.” He then kept referring to my friend and I as very attractive girls. Should I tell him I like him? If so, how should I do it? I’m very shy to be say anything to his face. How should I do it so that if I get rejected it isn’t awkward?
Image taken on 2008-03-16 11:32:23 by UltraCore.

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