V1: BTN (~$500) - Loop Old man, stacks off with TP, chases draws, calls with bottom pair, this stuff. Guess his big raising range is 99+, AJs+ and KQs.

V2: SB (~$500) - Mid 30's not too tight or loose, plays big with big hands, bets weak with weaker hands, a weak player in my view but can definitely win money from the dorks on the table.

Hero: UTG+1 (~$800) - I have a really tight image but the villains know me quiet well, they know I bluff sometimes and I'm a winning player. Bought in for 500BBs because of some really deep-stacked TOTAL fishes at the table.

Action: I decide to limp in with KT given I was really bored, the hand was cute and the table pretty much passive so I would possibly see the flop cheap.

Hero Limps, 3 limps, V1 raises to $19 (big), V2 calls, I call, 3 folds.

Flop (~$65): T34

V2 donks out $30. I only call because I know that V1 in possibly on over cards or overpair, so if I call he will obviously call his over cards (many containing a K, so if a K hits he will get stacked off pretty often) and if he raises he pretty much has JJ+, so V2 may call with FD allowing me to squeeze with some dead money on the table. V1 calls (he's got over cards).

Turn (~$155): A. The worst card on the deck. I may be losing to Ax now, and V1 may have AK what simply dooms our hand, but the turn bet was 1/3 of the pot, and everyone's really deep.

V2 bets $50. Hero?

Raise flop.

Your thought process for calling the flop is pretty flawed IMO. You define the BTN as someone who plays anything and calls down on many draws. You then decide on the flop that he only has overcards. His range is wider according to your initial analysis of him.

As played, you're in a weird spot and don't have much info. V2 is now repping a strong hand.

I don't see how you can do anything but call. If he bets a good amount more, I'm folding the turn.

Agree you have to call - Ax does crush you but his range is really wide.

I would then raise any or K river and call a reasonable bet on a non J or Q river.

I decided OTF he only had over cards when he called. Based on previous history with him, I know that his $19 PFR range is pretty tight and he surely would've raised with an OP.

Easy call.

I like the rest of the hand.

So deep, gotta raise the flop.
Gotta call turn.