He sounds obsessive. I have a girl who is being obsessive with me right now. Hell, I told her 2 months ago I was catching a vibe from her and that I did not want a relationship since I just came out of a long term one. Blah Blah Blah, typical woman stuff, blah blah and now she tells me that she likes me and wants to date me. Stupid women.
Anyway, he seems like an OCD. Explain to him the
Ladder Theory and let him sort it out.