Hand 1 I probably fold since he could easily have trips, 33 or A3 even though that is a weak bet on the flop (almost looks like a feeler). If you raised him instead of flat calling it would tell you a lot more. too many hands that fit that pattern that have you beat. Don't go broke with top pair.

Hand 2 is a coin flip so make up your mind, 99 is not a dominant hand against two overcards, so there are many hands right there with you. However, I'd call just because it's not much money and you could send him into even worse tilt by stacking him again so he might spew more. Implied pot odds are good.