This is a very good question! As a guy, at minimum, I would expect to pay for myself, but I come from a different time. Ideally, sure, if the woman asks, then the woman pays. Personally, I couldn't really do that - She asking me out is payment enough and I would then date her and pay for it. That said, there have been plenty of time in which my wife paid for us to go out to dinner because plenty of times I will pay her bills. That's how marriage works.