3-bet bluffing pre-flop and my flopped flush draw gets check-raised...

flop cbet probably way too big
call as played
V range fd sets and random spazz.

The hand where you got 3bet w/AK it is probably the easiest 4bet vs this guy

Grunch:

PRE - the 3B with J9s seems optimistic, even more so if V thinks we've got some sort of "battling" meta and we could be 3B'ing him light (which we apparently are).

FLOP - not sure what to make of his x/r sizing. More important than the prior hand histories would be some info about his frequency of check raising flops and barreling turns, and if this sizing may be a tell indicating weakness.

This sizing and board texture makes me think he may be FOS, and will often check on a lot of turns if we call, allowing us to check back and realize, or bluff as seems appropriate, though hopefully not too often.

Not sure what he's repping here. We have all the AA, KK, and AK in our range, whereas he mostly doesn't have any AA/KK. Is he raise-calling 3B's pre with 66, 33, or some weird K6s or K3s combos?

I'd think it's more likely he's raising with a flush draw, which could easily be higher than ours.

In this spot, knowing V may be tilting from torching $800 of a big stack, I'd be inclined to continue, but with the intention of possibly double barrel bluffing if he checks on brick run-outs.

I don't hate the c-bet size, if this is how we'd play AA and AK, which seems plausible on a two-tone board. We might even use this large sizing with KK, and maybe sometimes with QQ/JJ, planning to shut it down if we get called. We do have a good draw, so this bet size helps build the pot for when we hit our flush.

Pre: obv too loose, but ok if we’re prioritizing action/fun.

Flop: I’d prefer 1/3 pot to leave more room to maneuver on the turn/river, but it's not a big deal here imo.

After the raise: I call and see a turn.

It depends a lot on the player, but in general I like the 3bet a lot. I think against a lot of opponents, this is just straight-up higher EV than flatting. (Although it the BN comes over the top it's a disaster, so a hard requirement for this move is that the BN is highly likely to fold.)

On the flop, I think the sizing is a big mistake. It's also inconsistent with the 3bet logic; we're making this move because we think the player is bad and we can outplay him postflop; betting so large cuts down on our options. Now after the raise, the SPR is already getting low. You should bet at most 50$ here. Then the raise is also much easier to call because of implied odds (and in some situations you could even 3bet, though not here). As played, I'm not even sure that a call outperforms a fold. If Villain jams every Turn that doesn't complete the Flush, then we don't have the correct price.

Also agree with others that the AK hand should have been 4-bet.

Can we get folds from all his paired kings (should be no AK in his range) and all his bigger flush draws with a shove?

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More details on villain:

I haven't seen him check raise yet. He has been open raising wide, c-betting 90% of the time and often double barrelling and winning without showdown.

My first hand with him was actually him 4-betting (not 3-betting like I said earlier). I was in the CO with KJo. Folds to HJ who posted $5 to enter the game, who raises to $25. I make it $85 (meant to do $75). Villain in SB raises to $320. HJ folds. I fake-tank fold. Villain shows AKo.

2nd hand, as described in the earlier post, I open utg AKo. Villian 3-bets me, I call. He later shows 47s.

He continues to play alot of hands, and his stack is shirnking as he seems to no longer be running hot...

Based on this information, I wouldn't 3bet bluff. This move is good against weak, predictable players who will happily fold every board they don't hit. Against someone who 3bets 47s, you should 3bet a linear range, imo. You can widen the value range, but don't include bluffs.

But yeah once you got here, the extra info makes a jam much better. I'm still not convinced it's good, but it's not as bad as against most people (who always have a strong hand).

Maybe?

Seems like you want to press your luck against this guy, but generally I think we don't want to make moves against opponents who appear to be spewing. Probably better to just flat call and hope we make our hand or he shuts down.

It sounds like he's trying to run over the table with aggression. Just let him spew.

The 3bet pre is OK unless he thinks/knows you are playing back at him. Personally, I flat and play flop in position (depending on those behind me).

As played, shove or flat are both fine, but shoving is great if you have any fold equity.

pure call, cbet smaller. a) he doesn't really sound like he's bluffing big in all the hands you've posted, b) if hes too loose could definitely see him going w nfd which is v bad for you. if he has air you can still win later in the hand, and if he's overdoing bluffing or going too merged for value in this spot he's going to die vs your actual range

Like I said, in this session I had been folding multiple hands to raises, and really hadn't been winning. I was trying not to tilt, and not expanding my range. However, because of this history, I felt like I had more fold equity in this moment. 3-betting with J9s was something outside of my usual play, but I think it's good to do this every once in a while, so I don't look like a total nit. I'd say that I am at 3rd-5th percentile for VPIP in the poker room.

I like it.