Boyfriend is poor. Would I offend him if I offered to pay for a date again?

Anonymous
The guy I'm dating is having money troubles at the moment, which I know is tough. I've been there. I still like to see him though, and every now and then I've offered to pay which he's reluctantly accepted. I'm not doing it to make him feel emasculated or embarrassed!. Anyway, I've not seen him for a while and I asked if he wanted to go for a coffee/drink. He's said he might be able too, but his situation has gotten worse. Would I offend him if i offer to pay again?
Boyfriend is poor. Would I offend him if I offered to pay for a date again?
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