I have a lot of girls who pretty much 50/50 with me. I have no problem taking a girl out. I will not buy a girl a drink at the bar though the first night I meet her. Sure if you get into some deep rapport and are talking to her for a couple hours then maybe this is ok. This is currently not my game so I don't have that problem anyways.
As far as taking a girl out to dinner/drinks or whatever I have no problem paying. It is like Twitchy said you are doing it because it is fun for you. Most girls will have no problem reciprocating down the road. If they can afford it that is.
