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I have not read this entire thread, only the first few posts. So I might be way off...
is it possible that the man is desperately trying to endear you to him so you'll stay friends with him? Maybe he's thinking that if he assists you at every turn you'll stay friends with him because (he thinks) you'll need him in your life.
Then, too, maybe he thinks he's being a good friend by helping you out, giving you stuff, and so on.
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