Re: In a situation like this...
Firstly if a guy I never met was calling me up that often I'd think he's psycho or really really lonely. And lonely equals ...something wrong. Is he missing a limb? Does he collect stamps? Does he have a third nipple? My mind would race with these possibilities. What if, what if? I generally don't like people, so I would be a sceptic the whole way through.
Then if I ever had the gall to meet him face to face I'd be in for a treat. It's not too petty to have a change of heart based on looks. If he's not the guy, then he's not the one. Let him down easy though because lonely guys bruise easily.