I went to this halloween party and I met this guy. Your typical cute guy, he was a friend of the guy who threw the party. When I first saw him I thought "Oh typical hottie I won't even try." Then I ended up talking to him, and he was really cool, and he had the same sort of attitude and frame of mind as me, so I was interested and hitted on him a bit.
Next time you talk to him, just ask him out. Just do it. It's easy. I bet he'd be pleasently surprised.
A really cute thing you could do would be right when he gets online, without even saying "hi", just ask him out. Just one simple question, that will probably recieve an equally simple answer. Good luck!