I feel guilty making him pay for our date?

Anonymous
We were gonna go to the movies but he cancelled saying he wouldn't have money and that we could go next week instead. Then today said he got paid so we can still go if I wanted, but I feel guilty saying yes because he talks about money troubles a lot. I've paid for our meals the last few times so it's not like I'm trying to mooch off him.
Should I offer to pay for my ticket or have him pay?
I feel guilty making him pay for our date?
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