Why don't you just have an honest conversation about the paying thing? If you can't do that, it doesn't look promising.
Funny personal story: In my family we always fight over who pays the bill, meaning, we don't like the other person to pay. But the general rule is, who ever invites, pays, but of course, both sides always "insist" on paying the bill, but the inviter ends up doing it. I dunno the purpose of the "fight" but it's almost like a game.
When I dated my husband, he was unaware of this. So I ended up paying, all the time. One day, I stopped "fighting" and he paid. And the bill was high, but I had already paid for about 3 dates by this time. So we both decided to do the I pay this time, you get it next time. It was the easiest solution for us. So talk about it, it may be easier and simpler than you think.
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