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Hand 1: What kind of hand would villain have in order to re-raise a re-raise? Smells like a higher pair than 99. I don't think he'd do that with 88. AK is a possibility, but I think he has QQ or KK. I probably fold preflop. You don't have the odds to play for set value. You also have to worry about MP2 (initial raiser).

Hand 2: I think you should spend the money raising the flop rather than calling the turn and river. You'll gain control of the hand. It also might play out differently. He may fold on the flop or shut down on the turn. His response to your raise also gives you some information about his hand.