Squeezed pot, paired board, whiffed OOP

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Squeezed pot, paired board, whiffed OOP

BN: $100
SB: $105.66
BB: $126.99 (Hero)
UTG: $100.80
HJ: $388.36
CO: $150.51
CO is 18/18 over a small sample
BTN is 26/19 over 375 hands
Preflop ($1.50) (6 Players)
Hero was dealt A J
UTG folds, HJ folds, CO raises to $3, BN calls $3, SB folds, Hero raises to $13, CO calls $10, BN folds
This is a bluff squeeze based on blockers. I'm not sure if I should be squeezing semi-readless here, folding, or flatting.
Flop ($30.50) 3 9 9 (2 Players)
Hero bets $14, CO calls $14
Should I have a c-betting range on this board?

Against this particular villain, looking back, I don't think I should have cbet this flop since his opening range isn't that wide, his range is probably mostly mid-pairs which are never folding to 1 bet.
Turn ($58.50) 3 9 9 5 (2 Players)
Hero checks, CO checks
Turns like this make me regret cbetting flop.
River ($58.50) 3 9 9 5 Q (2 Players)
Hero bets $38.50
I think this river might be my saving grace as I can now get 66-88 and maybe even TT to fold.

Thoughts?

How do we approach complete misses when we are OOP in these types of situations? It feels so weak tight to just give up... OOP really sucks.

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