If you become friends it might be more awkward for the both of you if she says no, or if things don't work out, but then it would also be easier for her to get to know you and vice versa so the first date would be less intense. But I think that you have to get to know her a little bit before you ask her out. I know I get a bit weirded out when men I don't know start hitting on me. Well, that's my humble opinion. Don't take it too seriously, this is coming from someone who's never been on a date in her life![]()
I haven't had much experience being "asked out" either, but I would say at least get to know the girl casually before trying to get her one on one. Some people have mentioned the "friend zone"- and it may not be easy to tell when the right time is, but I would ask her out before you get to the point of being "best friends"- because a girl would find it hard to think romantically after this point (like dating your brother lol) and then if you did get things to a romantic point and it didn't work out, it would be hard to go back to the friend stage.