What could have I possibly done wrong, why won't he make his move?

He could be that shy, you should probably talk to him a lot more so he knows you're cool with him. Dude probably feels like you don't really like him and he's just an idiot for staring all the time, so he's beating himself up on the inside about how he's probably just screwed and messed it all up forever.

Just be like 'oh hey! Man, I see you everywhere. How's it going?' And think of a few other things to take it from there, since if he is shy, he might suck at talking to you. Once you get the ball rolling he'll loosen up.

You could ask him out too, since this isn't the 1950's and girls can do that these days. I know, I know, it's just crazy.

Your message to him a year ago is since stale, he might still have it, but doesn't consider it an invitation to approach you anymore.

You should talk to him, He probably IS that shy of a guy. Find more opportunities like the one you mentioned where you talk to him while in a group of friends. find excuses to touch him, send him another message.

from your description, it sounds like you actually haven't made your intentions known to him, just because he is interested in you, does not give him the green light to approach you. You need to find ways to show him that you're interested too, without a girl flirting back, a guy is not likely to approach the situation.

It sounds to me that you don't know him overly well at all.that would make me think that me isn't asking you out because he either feels that he doesn't know you well enough to make a move. My suggestion would be ask him if he wants to do something like coffee sometime, that will make a clear signal of interest, then go from there.it isn't a solution but it should get you once step closer to things. Good Luck!

Here is one of the big things that I have noticed as a HUGE difference between the sexes. We're all about subtly. Guys want things spelled out for them. Unless you say, "Hey I like you and I want to go out sometime" he may NEVER get it. I agree with the guy who said to just ask him out yourself. You say you're too old for this. well then take the plunge and get in there! Asking a guy out is not so bad really. I used to do it plenty before I got married. Oh yeah. I put all the moves on my husband too because he's RIDICULOUSLY shy, lol.

If you're not bold enough to do that, there are plenty of other ways to get closer to him and make it a lot more obvious how you feel. If you have classes together, why not try to get into his group if there is ever a group project. Or suggest that you study together sometime if there are no group projects. I agree with the person who said it sounds like you don't know him that well too. You said you talked ONCE? in a group? That's hardly making yourself available/attainable. Find a way to make some more concrete contact with this guy and feel him out, then start putting those signals out there! I wouldn't do something so passive as a message. It's too easy for him to just ignore it. You need to do something that requires him to respond. Like talking to him the next time you see him. Even if it's just a smile and a little wave or a quick "hey". See how he reacts to that. Then you can go from there. Good luck!

We should meet up and go for a drink and talk about this because.trust me.i know someone like this. And I know what you're going through. I'm afraid you're going to have to make it blatantly obvious you still like him because to him that was a long time ago and you may have forgotten about him by now. In a word YES he can definitely be that shy (believe me I know!). Would you just maybe smile at him and say hi next time? Is there any way you could create a situation where you both were at the same party or the same bar or something? Try and get to know him a little better.

He probably doesn't think that the message means anything anymore, because you haven't talked to him alone. Talking with a group of friends is different than talking alone.
he's not going to express any feelings for you in front of everyone.
Just walk up to him ad start a conversation, see how it goes.