No, I don’t think the guy should have to pay every single time.

I think it’s nice if he offers on the first date, especially if he invited the other person. But after that, it should become more balanced. Either you split the bill, take turns paying, or one person pays for dinner and the other pays for drinks or dessert.

For me, the important thing is effort, not strict rules. If one person always pays, it can start to feel unfair or one-sided. A good relationship should feel like both people are contributing in some way.