1. Your reraise seems fine. Reraising a little more seems ok too. If it's a loose opponent you might not be able to eliminate any of his holdings. I think you charged him plenty to outdraw you.

2. This situation is a lot different becuase your opponent is getting implied odds to crack your big pair. I will call those raises all day if I think I will bust you if I can outflop a big pair. Ace six off suit no, but Ace six suited yes. You basically need to make a read on your opponent each hand, and you don't want your opponents to have a really good read on you. You don't want to go broke in this situation every time you get outflopped. I think raising the same amount with a broader hand range would help. That way when the flop comes 664 you m ight be the one holding A 6, 6 7, or maybe 44.