Table Dynamics:
Most of the table are SS with avg of 40bbs except for 3 players who have around ~120bbs. Everyone is trying to see the flop and shove when they hit something.

Reads:
Villain (~300): 30's Asian Man, plays many hands and plays more aggressively post than average rec player. He likes to take stabs at pots and capable of bluffing/semi-bluffing. Overall, I feel like his gameplan is to see a lot of flops and try to outplay the other players.

Hand:
Preflop: Villain Straddles $5 UTG, 2 callers, Hero calls on the BTN w/ KJ., Villain checks.

I decided to just call as Villain likes to squeeze when he straddles. If hes does squeeze, the shortstacks in the middle might fold and we can be heads up with 150bbs effective.

Flop ($23): KJ8

Villain leads for $20, fold, fold, Hero re-raises to $45, Villain snap calls.

I should've raised to atleast $55, I admit I acted way too fast and didn't think this through.

Turn ($113): 5

Villain leads $60, Hero tank calls

I thought about shoving here because his bet seems like a blocking bet., I think he could have worst 2 pairs like K8, J8, combo draw like 97dd or a pair with the nut flush draw. Thoughts?

River ($233): 2

Villain quickly bets out $70 without even thinking about it. Hero?

It might be too nitty, but I probably fold on the turn. The snap call on the flop looks like a high flush draw. And he just got there on the turn. On the turn, you're 11:1 against boating up and another diamond only gives you a J-high flush.

On the river, you are getting 3:1 but I think you are usually beat here. There's no sense calling the turn and then folding to a small bet on the river so go ahead and call.

9d7d is a flush with a straight flush redraw. Is that what you're calling a combo draw or is there a typo somewhere?

233 + 70 seems to be more than 4 times 70. So it's, at least, 4-1.

303/70 is 4.32 to 1.

Flop raise should be to $65+.
For value.

I understand that you had a PF plan, but I don't think your hand is good enough to trap with PF. Just make a decent sized open here.

PF raise should be much larger.

I probably flat turn too as played, but the bet looks like a nut flush or a blocking bet to me. A small raise here (2.5x) would probably be fine too.

River is a sign call.

+1 Definitely like a bigger raise on the flop with so many players in the pot with you. That should set you up for a turn shove. As played, I probably have to call on the river considering how aggro our opponent is. If they had an ace in their hand, I see them squeezing the straddle because you said they like to do that a lot.

Yes thats a mistake. 97dd is in his range that we were ahead of on the flop not turn, my bad.

Are you shoving over the small donk bet on the turn?

Raise flop to $95 and shove any turn except Ad.

raise flop 70+

as played crying call river looks like qxdd