I would fold pre. I rather choose better pp's to flat vs UTG range.
Spewing play postflop unless you have notes that V CB a lot then have a lot of X/F OTT.
I prefer to float with blockers. OTR if I had a good blocker I woudn't bet to big as a bluff, if villain is prepared to X/C with and overcard or so, he will X/C vs 1/2 to 3/4 imo.

Someone more experienced corrects me if I'm wrong.

If UTG have AJ, QQ+, his play all make sense. I don't think he can value bet these type of hands unless he thinks hero is a calling station.

I won't try to bluff him off top pair and over pairs. If I do, I would throw a over bet here.
1.2x to 1.5x probably.

Cmon m8 just admit you had the ducks ;)
Only joking.

Best hands to turn into a bluff here are pairs with a Ac or Kc blocker. I.e kt, at, a6.
Here you're hands probably have very little sdv and when he checks river with these deep stacks you know he is not c/raising with the nuts or the nut blocker.
You also block a set which is a big part of his c/calling range on river.
You block AA and KK with a club which is also a big part of his bluff catching range on river as he blocks the nuts.

Regarding sizing I bet around 80-90% pot here as bluff and value. I think 80% achieve's same fold equity as overbet allowing you to bluff for cheaper. Betting 1/2 or 2/3 pot here will result in him heroing you wider as he has better price.

I would start bluffing with with those hands mentioned above on river and maybe add in others pairs with club but don't get too carried away as 22, 44 55 with a club don't block any relevent flushes and if you bluff with these then you are bluffing too much.

My mistake. I didnt properly consider our flatting range pre.
We won't have kto or a6o. However we are 200bb deep with villain so I think we could have some ato combos and some aqo and kqo combos with the A or K of clubs that opted to flat pre instead of 3bet.
The ATo flat might be marginal but kqo and aqo are standard

I appreciate you guys all taking the time to comment on my hand. It gave me a lot to think about. I am going to leave my thoughts and see what you guys think.

In the actual hand I had KdTd. A little off topic but I think my turn call is debatable. I thought that this guy was aggressive enough to be barreling a little too bluff heavy.

Anyways, we get to the river and he checks and I immediately want to turn my hand into a bluff on this river. I realize it is a little contradictory to my reasoning for calling the turn, but instead of winning the pot 50% of the time it seemed appealing to me to try and win as close to 100% as possible and I thought once he checked a pretty huge bet might get me there.

One reason I thought this, and is something that you pointed out, is that it's hard for me to have a lot of bluffs here. First, I don't think many people would be thinking to turn a hand like mine into a bluff. Second, I don't have much air here other than backdoor flush combos on the flop that missed on the river. 89, Q9, 78, KQ is pretty much it.

Usually when you are in a situation where you aren't repping any bluffs an overbet is going to be overkill but i think his player type was more likely to take the, "show me the flush" type mentality and call vs the 70-80% sizing. Also, although AJ or KJ shouldn't be value betting here (I don't think) I didn't want to risk himself using a small bet as an excuse to think I might have been. So, I in my opinion 1.5x was the sweetspot.

I did some work in CRev so I figured I would share the results. Below is the range I gave him by the river. Obvioulsy, we are winning quite a bit with a check vs this range. Vs this, the equity of KT was 51.9% and the ev of a checkback was $19.07.

I assumed (like it seems others do as well) that most if not all of his flushes would have bet the river. I also assumed that some very small percent of the time he might have gone for a blocking/value bet with his sets and came up with the following ev calculation for a 1.5x pot bet. The X-axis is how often he calls with his 1 pair hands that have a club blocker. The y axis is how often he check-calls with sets instead of bets them. Also, I assumed that his AA, KK, and two pair never fold. All of his pairs without the blocker always fold.

Even if he always check calls his sets, we only need him to fold is pair+blocker hands 52% of the time to be slightly more plus ev bluffing.

So what do you guys think of my assumptions and my thoughts? If you think my assumptions are correct, do we get the 52% folds?

Easy fold flop, easy fold turn. Debatable if calling OTb is good or not. I would do it for the purpose of either hitting a set or making moves on boards that hit my range.

I don't know if your assumption that he's betting all flushes on the river is correct. On this run out, I think I like checking a lot of my flushes on the river. Your range looks weak. You 3b AA,KK,QQ, pre. If you flopped a set or had J10, you would be putting in a raise on the flop, and if not on the flop, definitely on the turn.

If I'm villain and sitting with a flush on the river, I'm not sure what hands are in your range that I'm getting 3 streets of value from.