Hero sitting on about 1100

Villain mawg no reads 500

Villain 2 my good friend who I have played 100s of hours with. Aggressive but won’t dump money in without a good hand or draw. Not afraid to call down if he thinks your line doesn’t make sense 1300

Villain 2 straddle to 6 on button. I’m in B.B. with pocket 8s. I raise to 18

Villain in cutoff calls and button calls

Flop is 10 8 4 rainbow

I bet 15 , villain calls and button makes it 45

I think for a while and make it 115. Villain folds and button tank calls

Turn is a K bringing backdoor flush draw. I bet 200

Standard so far or did I overplay and should have flatted the 45. I raised because I saw the villain having calling chips ready and I wanted to charge any gutshots or 7 9 which is open ended.

I'd rather raise more pre to get it HU more often, and because we are deep. But I don't hate the preflop size too much since 88 plays decent multiway and will be reasonably disguised. 88 is a borderline hand but I will raise it most of the time.

Small bet doesn't make a lot of sense with a set. It's better suited for boards you have a range advantage on. Since we don't hit this board often we ought to bet large and less often. But you did get a raise out of V to your credit. If you bet more on flop and he raised you'd be making more money though. 3b is good but again I think you need to go more, $115 is tiny and there's a lot in the pot already.

Now on the turn your previous sizings are starting to haunt you. There's about 280 in the pot and 750 behind. It's not feasible to get all in on the turn and you're going to have to fade the draws. He gets to see two cards with implied odds instead of one. If you went 50 > 150 > 400 on the flop you can easily shove turn. This isn't a terribly awkward spot but I think you're leaving money on table with sizings and giving too good a price for him to bink a straight.

What kind of range am I repping when I 3b the flop? And what is his range when he raises and calls the 3b? I was trying to think this over and I don’t know if I thought it out right.

The flop 3 bet is very aggressive and you are representing very strong, AA/KK/set. But after you under bet and get raised there is no reason to be subtle. Since the board precludes almost all draws, when you don't fold to the flop raise you most likely have a big hand. Villain either has a hand/draw good enough to play along or they are done. So you might as well charge the draws now.

So if I flatter the 45 do I lead out on turn or bet out? Or is flatting not optimal

After the small initial lead always 3 betting the flop against an unknown. Situation would be different if it was your friend in the hand, you have enough history with him you need to mix it up sometimes. You should have a better idea what your friends range and play style are also.

Against an relative unknown you need to push the action unless they are very spewy. When you don't fold the flop villain is likely to get suspicious and check behind on turn or shut down on river. You are likely to get one more bet out of them at that point but it won't be a big one. It's one of those situations where a moderate chance of winning villain's entire stack is worth more then a very good chance of getting one more bet.

Bigger pre.

Why are you downbetting $15 into $54? Flop has a lot of draws, Tx makes up a lot of their calling range, so you need to bet huge for value. 2/3 is good.

AP otf I like a flat, we massively underrepped our hand and he is spazzing here a lot vs your 28% cbet.

OTT the board is still relatively dry and AP i like betting small again to induce a light calldown or a spaz turn-hand-into-bluff. Maybe like 1/5 pot and shove river. If you bet 1/2 here, you have a small psb left otr.