{{{{{{{{{{{{{{{{{{{{{{{K_J}}}}}}}}}}}}}}}}}}}}}}}} He sounds very needy and insecure. I probably would have addressed his issues a long time ago but maybe tried not to be harsh about it.
Used to have a "friend" here in the neighborhood that was very demanding of me. I was too chicken to confront her personally so I wrote her a note on a "thinking of you" greeting card and delivered it to her mailbox.

Just simply told her I was sorry I couldn't meet her expectations of me and didn't like the fact that she'd try to guilt me into stopping every time I went past her house.
People like this guy, I don't consider a "friend." They're more Users than anything else... or they're trying to control those around them. AHHHHH! Can't deal with that... and I won't!
Good luck with him.
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Psalm 119:105 Thy word is a lamp unto my feet, and a light unto my path.