Just curious, but how did the subject of going over the history of the prior relationship come about? Did he bring it up or did you?
I have a feeling you just need to ponder a bit after each first date. He needs to do it even more as he seems a bit eager to get some validation right away. There is no hurry to start making plans for a second date. Both people during and after an initial meetup naturally have some hopes, as there is a shining side of most everyone you meet, but after a day or two, some reality sets in and you begin to think a bit clearer.
Welcome to the buffet line. Make it fun by just learning about different people with no expectations. If someone really sparks your interest, I think that it is best to start as friends before intimacy.
Country boy sounds good still.
BTW... How are you liking this indian summer we are having?
