Villian is a massive losing player. Just not liking this spot and alarm bells are going off
PokerStars, $9.80 + $1.20 - Hold'em No Limit - 400/800 (100 ante) - 9 players
Hand delivered by Upswing Poker

edwinkoos (UTG): 18,340 (23 bb)
BETman1990 (UTG+1): 26,919 (34 bb)
Villian (MP): 33,983 (42 bb)
domino020 (MP+1): 26,504 (33 bb)
czesza4 (LP): 47,325 (59 bb)
Hero (CO): 39,467 (49 bb)
kanzelot (BU): 17,343 (22 bb)
Caiadas95 (SB): 18,236 (23 bb)
Partyliel (BB): 10,090 (13 bb)

Pre-Flop: (2,100) Hero is CO with J♦ J♠
2 players fold, Villian (MP) raises to 1,600, 2 players fold, Hero (CO) calls 1,600, 3 players fold

Flop: (5,300) 9♥ 5♠ 9♠ (2 players)
Villian (MP) bets 2,650, martonfella (CO) raises to 7,300, Villian (MP) calls 4,650

Turn: (19,900) 8♦ (2 players)
Villian (MP) bets 9,950, [b][color=#C51F1F]Hero(CO) ?

I believe you should call it.

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OOC - we flat on the preflop in order to induce squeeze-shove from BU/SB/BB?

Villains 's turn donk-bet is for all of his chips. U can't flat this bet , it's a shove/fold decisión
Flop raise doesn't narrow villain's range at all. He has all overpairs and overcards + gutter or FD...
With no info , u are at the top of your range ( 3bettin QQ+) and it's a close decision
Maybe fold , u had the Js blocking some bluffs ( some flush draws and straight draws)

I would 3bet this hand pre or flat his flop cbet

Any VPIP/PFR on villain here? There are different ways to be a massive loser. This could also be the answer to the 3b vs flat pre question (I think the majority of the time I would be 3b vs a villain who is going to be flatting our 3b OOP far too wide). As mentioned above, could also be some reads on the squeeze chance behind.

What's the plan on the flop if we get 3b?

As played, probably calling the turn but I doubt I really get into this spot so I'm not 100% sure.

3B/flat as a mixed strategy here depending on the table seem fine. I prefer a polarized range if I raise on such a board and JJ kind of make things awkward as a raise. I don’t think calling is ever a mistake but the best course is probably to take a look at the villain and decide whether we think he’s capable of having a worse value range or bluffs here.

Thats not really a reason to do anything against a poor player but top of range would surely be trip 9's/quad 9's

I make a sick hero fold

I think this is a really greedy line with JJ. The turn donk seems really strong so I thin you're probably right with the fold. He prob has got some random spazzy bluffs but not worth trying to catch him out.

Versus a "massive losing player " I am 3b gii pre.

What was your plan when flatting a losing player's pre flop raise? Against a loose fishy type villain, I would definitely put in a sizable 3bet pre.

As played, without smashing the flop, I would use your JJ as a good bluff catching hand. Raising the flop put yourself in an awkward spot, as the pot is getting inflated and you're up against someone that could be holding anything and employing an interesting line.

You're getting 3 - 1 on the turn bet, so you only need to be correct 25% to break even. I think your hand is too strong to fold the turn. I'm calling the turn bet and reevaluate post river play.

Personally I think that villain is pretty weak in this spot. Id put him on 10s, 8s, 7s, 6s, A8 spades or A5. If villain had a 9, 55s, 99s or QQ+, he would have 3 bet you on flop or checked the turn.

With no improvement on the turn or river, calling down villain's bets would be a good play to exercise pot control and lose the minimum.

I dont think villain is donking the turn with any of these hands very often (apart from maybe 88 and 1010)