I think that check calling this flop used to be standard but solvers would probably "recommend" making a small c-bet here. If you're going to split your range on the flop between bets and checks, you need to think about what hands you have in each range. How many strong hands do you get to the river with playing like this and then checking?

Against a bet size this small on the river, I think that I'd just call and expect to see some garbage fairly often.

I agree that betting over 50% with 88 on this flop seems to be a bit impractical. Propably not a large mistake tho given our equity advantage.

OTR i dont really know. Seems like underbluffed spot, mainly because i expect population to overfold flop. And you used even larger sizing, so i dont think his range really polarizes that well to find a lot of bluffs. Maybe i give them too much credit then and James is right.

pre obv standard
flop is a high frequency bet, if u play a mix, this is not the combo to check, should bet betting some where between 25-35% pot on this texture.
river is a clear call, villain is representing specifically representing Tx that bet flop/checked turn/valuebetting river, occationally he is betting 99,88. Clear call, odds are far too good without some strong reason u think he is underbluffing

I like cbet here.
OTT is it check and proceed depending upon opponent, call or fold??