2/5 live

Hero (~$450) sat down an hour ago and has folded all hands except one where I raised to 20 in MP and x/f flop when everyone behind me called.

Villain (about $3000) bad player having the run of his life. Calls 50%+ hand preflop and has been hitting and getting paid off. Smooth called with the nuts on the river to finish action on a hand a few minutes ago.

Hero on button. MP raises to 15. One caller to Hero. Hero attempts squeeze with A9dd and raises to 50. Villain in SB calls. The other 2 players fold.

Flop is K9Kr, no diamonds. Villain checks, Hero bets 85 and Villain raises to 170. My thought on the raise was that he had a pocket pair and was "trying to see where he's at" because of the two kings on the board. Drawing hands pretty much don't exist any more and a monster raises bigger or flats. I think pure bluffs also raise bigger. I just call.

Turn is a worthless card, I don't remember exactly but it was a small diamond, putting 4 suits on the board and no straight draws.

Villain checks, Hero shoves for ~$230 into a $470 pot.

Should I have gone away when he raised, shoved when he raised, or was my play fine? (Or did I go wrong elsewhere?)

No, I don't try to play A9 suited very often and usually fold it especially to a raise and a caller so unless it's an absolutely terrible preflop play, try to focus on post flop play.

Thanks in advance!

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I don't like it as a bluff.

If V is bad and decides to cold call a wide range of pairs in this spot from SB, then he's just not the kind of player that is likely to dump TT+ when we shove this turn after we have bet and called a minraise on the flop. He'll try to convince himself that your PP is even lower than his or that you got sticky with AQ, shrug, and call getting 3:1.

If you feel like he would 4b TT somewhat often preflop and uses the min x/r on the flop to get you off AQ while he holds a lower pocket pair, then this play isn't a terrible value bet against 55-88.

Based on the info provided, I don't think you can say for sure he wouldn't cold call pre with TT+, AK sometimes. Since it seems like we're going to value cut ourselves more often with a bet, I like a check back on a rag turn.

For the same kind of reasons, I'm prob checking back the flop. We have SDV when we hit the pair to go ahead of lower PPs in his range, and I doubt we get him to fold TT/JJ/QQ by convincing him that we very often have trip K, quad K, or AA here super often. It's a way ahead/way behind sort of situation, so cutting out a street of betting is a good idea.

Are you betting for value on the flop? Hoping to get called by a worse 9 or a medium pocket pair? I think it's reasonable, but I'd prefer to check the flop and see what he does on the turn. Keeps a king in your range from the villain's viewpoint (whether or not you'd actually check a king) and you can call a safe turn and proceed to the river.

Given he raised you on the flop and you call (marginal call, but probably fine) I don't see why you turn your hand into a bluff on the turn. He's never folding a better hand (e.g., JJ is going to tank and then call almost always), and worse hands (such as a 9) are often folding. A9 is too in-between to shove the turn, imo.

Vanilla advice would be to flat pre and try to get to a cheap showdown post on K9K if it's multiway.

However, if you're confident you'll get more flats than folds from the SB, and get him HU a bunch, then there is decent amount of value in the btn 3b. Once HU, things get pretty thin and shallow, but against this guy I think shoving flop (once he ck-r) is a better play as long as you're on board with the likelihood that he might do this with all pairs, any 9x, and some/not all Kx. This isn't a bluff at any point as long as worse calls.

Never try to bluff the fish on a heater...

I stopped reading halfway though, no this is not a great bluff. Bluffing a guy who you describe as someone who calls way too much is spew.

Also not a fan of the squeeze plan pre when villain calls 50% of the time in SB and likely induces a chain of callers.