I always get stacked in these spots and it's annoying because I know it's coming every time, but it feels too tight to fold. Advice?

It sucks, but once the flush closed on turn and he reopens betting vs check on river, this is a fold. I don't think he ever has straights here, but these pools can have some here.

So, I think we are dominated by KQss, KJss, QJss, JTss and T9ss (5 combos) and 6 to 9 sets (depending if you give him 22 as a call UTG vs SB).

If you have a read that he will bet something like 99/TT/JJ/QQ (if he doesn't 4b it pre) with the spade blocker, then by all means call.

Make sure you note this guy up in PT4/HM. There is a wealth of knowledge to be gained here.

Usually the pool doesn't 4bet JJ and below and I would be surprised to see 22 but it does happen. I just felt completely stuck because I can fold OTF to every check raise, then I picked up the flush draw OTT, and then OTR I felt like there was so much in the pot already that it would be a mistake to fold, given that he could've just gone crazy with JJ or something on the low board, which also happens quite often as people get so scared of draws and overcards. At least it sounds like my play isn't a spew then, which is good to know. He has also been tagged and noted, so he won't get away with it again haha.

In theory, with the As it is probably a call, seen as you block so much of villain's value range. However, in practice at 5nl, the flop raise will be very skewed towards sets and flush draws, so I reckon you can find an exploitative fold on the river. Also, I'd recommend 3betting to at least 4x the open from Oop pre. If you find that you're getting too many folds by going a bit bigger, it means you should bluff more, not 3bet smaller.

I think your play is perfectly fine up until the river. Passive fish don't reopen the betting on the river here with overpairs typically. His bets bluffs got there on the turn.

Had the turn been the other 3 5's in the deck and we got that river, I would bet calling river since even passive fish will bet some overpairs in this spot. They don't typically bet without a set+ here and you block stuff like AsXx that can represent a flush here.

pre/flop/turn is standard.

pretty difficult for villain to find bluffs on this runout, we're either hoping villain is value-betting 99-QQ, or is absolutely spazzing out with something like AK

good heuristic is to overfold to river aggression

If anyone folds vs a fish here you're doing it wrong.

Your line is fine. We are getting too good odds to fold he can bluff with 9T spme random AQo KQo with spade some KK QQ type of hand.
Jamming vs flop raise might be better if he raises a lot of flush draw (which he shouldn't). We make fFD fold and stakc off weaker pairs.

Check flop
As played its fine i guess

Here are 2 things I always keep in mind in these overpair situations. 1) SPR and 2) Pot Commitment.

1) With overpairs, you are generally shooting for an SPR of around 4 or 5, or lower. The lower the stack to pot ratio (i.e., the bigger the pot), the more inclined you should be to just play for stacks. The higher the ratio, the more you should be attempting pot control and willing to fold. (See Professional NLHE by Flynn, Mehta, Miller).

Your SPR on the flop is a 4.7, so that means you can play for stacks if you want to. Of course, if you absolutely think you are beat, then don't worry about SPR, just fold.

Once you see that the SPR is a 4 on the flop and therefore, the pot is so big that you can play for stacks if you want to, you can just re-raise the villain's flop raise. You may as well just re-raise shove on the flop because any re-raise is going to commit you.

2) Pot Commitment. As played, the Turn is where you need to decide whether to keep going with the hand. If you call the Turn bet then you have over 50%+ of your stack involved and you are committed. It doesn't make sense to get 50%+ of your stack involved on the Turn and then fold the River. As played, shoving the Turn is not as tempting because if he was semi-bluffing a flush draw, it got there on the Turn. If you are looking for a place to fold, this is it.

GL, Magnum

On nl 5 a lot of people call all mid and weak pairs to 3bets even out of position, it's bad play, but it's becoming slighty better than it is if you are not awere of this, but i dont think you can fold your hand in any street, without As it's a fold against underbluffing setmining population, also consider 3betting much wider for value against peole who call too many 3bets oop, just murder them in small pots and kill implied odds that come from setmining.