[Nick C]

Hand 1: Your hand is looking good until your tight-passive opponent flop checkraises you, which puts you in an uncomfortable situation. You would think that he would think that this flop missed you and his 66 is probably good, but I don't really expect a 15/4/0.7 to be thinking that way, even if it is only 70 hands.

Nevertheless, if you knew you were going to get to showdown for just $8.50 more at the time when you were getting checkraised and then bet into on the turn, then I think you'd want to take that deal. Unfortunately, what I suspect happened is that that third diamond scared Villain and he won with his set or his QQ.

Anyway, I wouldn't fold my overpair to the small and trappy flop checkraise, but when Villain followed up with a 3/5 pot bet on the turn, I wouldn't be sure what to do, but given Villain's stats and his line, grudgingly folding does seem like a consideration.

Hand 2: Man, that river card sucks. You wouldn't think it would be so bad versus a PFR, but Villain is playing as if he has a 5, somehow (or like he's been slowplaying the whole way postflop, which is another concern).

But all that's kind of irrelevant, really, because basically you were committed already after the flop bet, given that the pot became huge preflop and you flopped your overpair, and it's really just a question of how you're going to go about getting the rest in. Pushing the turn would be my default.

Anyway, hopefully he had 99 or TT or 8x.