Steal/resteal 2/4 6 max NL Stars

I have been having a miserable time with villain, who is SB whenever I am on the button.

He reraised me once when I open raised, another couple of times he called and check-raised the flop. Once when I raised UTG he called my continuation bet then bet me off on the turn. The only other notes I have say "very loose pre-flop", "bets large when has a hand", and "open raised 4BB with K6o".

Anyway, I suspect that he's playing back at me...

Villain has $329, I cover.

5 handed, so I'm on the button, he's the SB. UTG+1 posts a blind, UTG folds, UTG+1 checks, I raise to $20 with AKo, villain in SB reraises to $56, folds to me.

I'm intending to raise big, but for some reason I only type $120 in the box, and he calls $64 more.

Flop is 9[img]/images/graemlins/spade.gif[/img] 9[img]/images/graemlins/heart.gif[/img] 6[img]/images/graemlins/heart.gif[/img], $248 in the middle. Villain checks.

(1) What's the best reraise to make pre-flop?
(2) Plan for the rest of the hand?