Most Helpful Guy
A first date should be to get a coffee and talk for an hour - an opportunity to find out if they're even worth seeing again for a real date. And get up and leave cuz you have a life, stuff to do.
This way it doesn't matter who pays - buy your own.
If you think you want to lead in your relationships my guess is you'll be bored to tears. Women tend to loathe weak guys that can't or won't lead.