Some people have the "need to feel needed." There are probably several reasons to exactly why he is doing it, but my guess would be it gives his self-esteem a little boost.
You didn't give your age. It's a high possibility he is happily married. You could try to find his phone number and just call up as a good friend and by communicating find out if he is married, divorced or widowed. If he is married then just have a nice chat about old times and nothing too much about the two of you. Just say you were in the neighborhood and thought you'd call. If he is married or has a girlfriend then have a short chat, say goodbye and move on.
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