It's his money and he's spending it as he pleases. I get it, I once felt all fucked up over a guy spending $100 on me.

It's only money. It comes. It goes. It seems to me that "Paul" is really trying to hear and understand you and is trying to right some wrongs. He may not be able to fix everything, but hey, you can have a damn good time trying. You deserve it. You deserve to be happy. This man is trying to tell you that you're worth it. Listen to him, he's right.