Do I still let him pay when we go out?

he always pays up to $300 but we go out once in a while. I paid once $200. I can do it but I’m not sure if that’s ok. We are friends with benefits. He said that for him back then we were a couple but I never considered our relationship like boyfriend and girlfriend. Of course I like him but he’s a playboy and I can't that hurts. He makes me laugh and makes jokes about being together even though that’s impossible. We argued a lot in the past already and he won’t change. He’s very arrogant since he’s a business owner and if he was more nice to me I wouldn’t be asking.

Do I still let him pay when we go out?
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