There's a saying about relationships, if someone tries to tell you that they're no good, believe them the first time. I would say you are probably wishing someone would be as kind to you as you are being to this person, and that's kind of why you're doing it, to put that good out into the world. But it's not really coming back to you. Whether this person is too damaged or just playing games or doesn't know how to politely end this, or maybe he feels lonely when he does and can't deal with that either - whatever it is, I don't see that he has asked you for your help, or that he wants you to feel like you're helping him, or to think that you're superior to him in any way. Maybe he is getting a superior vibe from you, so he feels justified in messing with you, to teach you a lesson. I certainly have learned lessons I will never forget. It just occurred to me now that that's what happened. Helping someone is really kind of insulting. What it implies about them.