I do something similar to you and I think it's very level -1 thinking and plain wrong (it doesn't model the scenario and sets you up to play weak-passive). Say you bet $4 or around that, and she raises you with As/Ks blockers. Yea, sucks to have the worst 6x hand possible, and she "outplays" your hand by putting you in the shit-spot. But what's more?

Why is she checking the flop with this hand? Why is she calling the turn? She takes the two hands with little showdown value which actually blocks your bluffing range and has quite good equity against the pair-type part of your range and decides to come along for a bunch of calls? Sounds like villain just took a good betting/raising hand and turned it in to a high-priced potential bluff on the river.

What happens with all our 67s, 89s, TT-66, and a bunch of flushes? It's not like you have nothing here, and considering that I think I like the overbet on the turn.

I'm trying to think of what our range for betting should be here. It's difficult to see whether 65 goes into bluff-catching or betting. You beat all his air and potentially if he bets pocket pairs JJ+ for light value. I'm not sure what portion of his range would call a bet though.

So I'm leaning to check-calling with this hand, and I think it's worthwhile to consider what to do with your stronger hands. I think maybe petting $4.40 or something, you should have plenty of bluffs available.

Yeah, I think this is close. I think betting or checking are both fine.

I think I would lean towards checking against most opponents. I just don’t think he’s going to have a ton of overpairs in this spot after checking back flop. So I think his range on the river is more polarized, and our hand is still susceptible to the high end of that polarized range. So I think I would rather bluff catch against all of the high spades that he may bluff with, while at the same time minimizing damage against the occasional 8x, flopped flush, or turned/riverbed boat.

I don't think checking is a terrible option. He should be afraid that you are trapping with a boat (or flush) planning to x/r. The only legitimate hand he can have that he is very confident with is TT. With that said, he can still have a lot of overpairs or A9/AT hands in his range and you can still have a lot of air, so there is some value in betting. The key is to find the right sizing. I like a small sizing here as it accomplishes 2 things: 1) you lose less when he x/c w/87s type hands. 2) you induce a call by giving him a better price and you can still have a lot of air

I like a 0.4psb as it's not small enough that he'll be tempted to turn something into a bluff as you can still feasibly bet that sizing with a straight/flush which he has no idea whether you will call/fold to a raise. So that makes a bluff raise for him dangerous.