Do shy guys ever get over it?

Yes it is possilbe for a guy to be too nervous to ask a girl out and yes it is possilbe to get over it, I am the living proof of that. However to get over it you have to make a conscious effort to beat back your discomfort by throwing yourself out of your confort zone a lot.

As for the factors part of the question, it is only a factor if you make it a factor. If he thinks its a big deal, it will be a big deal. Shyness has a lot to do with lack of confidence and that is really the major factor here.

He might get over it, don't count on it though. If you want him you're gonna most likely have to make the first move.

I think you'll probably have to make the first move. It sounds like he likes you but can't work up the nerve to ask.

I'm a shy guy.

I still haven't beaten it either, I'm going on 19 1/2 now and I've never even been on a first date yet.

I have a couple of friends that are girls, but that's it.

Most likely you'll have to make the first move though.

I used to be extremely shy. Girls would talk to me, and I had no idea what to say. So yes, shy guys can get over that. However, they have to make a conscious effort to do it. Honestly, if you like him, just matter of fact tell him,hey, I'm having lunch, why don't you join me. Simple as that.

It would take a lot of guts for a guy that is shy to do that.

for example. My boyfriend is VERY SHY. He gets nervous around girls, etc. When I saw him for the first time, (I am not shy at all) I waved at him and told him, "come over here" I could tell he was very nervous. Ever since then (two years ago) we've been together ever since.

I asked him if He's ever been with other girls, and he said he just had one girl before me. (and he's 23) lol, I love shy guys. :D