I'm going to try to sum this up as best as I can.
Basically, this guy had a crush on me since high school, but I didn't realize that until a few years being out of school. I saw him at a bar and kind of pushed him away out of nervousness, but I added him on Facebook and messaged him inviting him to come hang out at a bar but he never responded.
I saw him at a party a few weeks after inviting him and he came over and mentioned it but had no real explanation of why he didn't respond back. Me being the nervous person I am, brushed it off and gave him a handshake, not realizing I was rejecting any communication from him.
Since then, every party I've been to over the last two or three years (we have the same group of friends), I find him usually hanging around the area i'm at, but never "acknowledges" me. The last party at a bar I went to, I was literally standing right behind him as while he was sitting by the bar and I saw his friend observing me from time to time, but he wouldn't look back.
I feel bad, because I'm still really interested in him, but I feel like I really messed up any chances in talking to him again. I really need some advice on how to break the ice.
Most Helpful Guy
Invite to do something together. Coffee, a drink, brunch, etc. Or just approach him the next time you see him. Just be aware that he may have moved on and might have a girlfriend or talking to another girl. But even if he is, there is nothing wrong with trying to form a friendship that could possibly lead to more.0