1: I think I'm calling, especially if I've been reraising his button steals. A push that deep is often a hand that doesn't want a call.

2: Ugh. Preflop is a good spot for a squeeze, but I prefer strong hands and trash for squeezing because when you get called, you can continue or pitch your hand easily. In this case, with the 99, your problems are compounded by the stack sizes. You really only have room to fire one barrel: your flop c-bet was smallish, and even so it left you with only 1/2 PSB on the turn. Given the hot and cold nature of your hand and your good relative position postflop, I think a call is better preflop.

3: The thing I hate about this hand is that the holding your opponent will fear is a set, and most players rarely play a set this way, preferring to lead the flop. A flop c/r is frequenly a draw or a small pair. If your opponent knows this, that kills your fold equity, and forces you to call AI with the 5th nut low (i.e., you're behind). Just play it like a set, get some folds, suck out when called (to your opponents' delight, lol) and find yourself getting paid when you actually have a set.