V1: A nitty ex-online player, he knows I am an ex-online player myself...he knows about restealing and the other online concepts that are kinda inapplicable to live poker...he knows i'm not a fish to say the least.

Hand is kinda simple, but I found it interesting how different I would play this hand vs your typical live player than this guy.

Hero (BTN) 85 (200$)
V1 (BB) (300$)
Folded around to me on the BTN...
Hero raises to 7$ (I usually raise more, but there was no reason to here since I have two nitty-ish players in the blinds)
V1 calls
Flop ~ 15$
752
So pretty nice flop, I paired my 5, have some backdoors....
V1 checks
Hero bets 11$
V1 raises to 37$

I was betting and expecting the hand to be over here, for my surprise he makes it 37$ which is a gigantic raise...I almost insta-mucked but then I started thinking...
He knows my range is pretty wide here, and I am not calling a raise with any weak hands, the board is bone-dry, so he's not scared of any draws...
Also he has no hands in here that are raising for value other than 77. He is supposed to be a good player so i'm discounting 75, 72 and 22. I dont think he's setmining vs such an obvious steal with 22.
So he's repping really thin...He doesn't have any semi-bluffs in his range either...He could have an over-pair but he's too nitty to turn that into a bluff...which leaves me to think he just missed online poker days and decided to try it on me since i'm the only one on the table who could fold there...

After this very long analysis, what would u do?

I would think vs this thinking player a 3 bet fold, But i am rarely in this type of situations.
I dont really like calling because he can just barrel scare cards to make us fold. So i like the 3 bet vs him

Curious to other responses

Ohh by the way nice hand analysis

I am just reposting with the suits, not sure what happened there...

V1: A nitty ex-online player, he knows I am an ex-online player myself...he knows about restealing and the other online concepts that are kinda inapplicable to live poker...he knows i'm not a fish to say the least.

Hand is kinda simple, but I found it interesting how different I would play this hand vs your typical live player than this guy.

Hero (BTN) 8 5 (200$)
V1 (BB) (300$)
Folded around to me on the BTN...
Hero raises to 7$ (I usually raise more, but there was no reason to here since I have two nitty-ish players in the blinds)
V1 calls
Flop ~ 15$
7 5 2
So pretty nice flop, I paired my 5, have some backdoors....
V1 checks
Hero bets 11$
V1 raises to 37$

I was betting and expecting the hand to be over here, for my surprise he makes it 37$ which is a gigantic raise...I almost insta-mucked but then I started thinking...
He knows my range is pretty wide here, and I am not calling a raise with any weak hands, the board is bone-dry, so he's not scared of any draws...
Also he has no hands in here that are raising for value other than 77. He is supposed to be a good player so i'm discounting 75, 72 and 22. I dont think he's setmining vs such an obvious steal with 22.
So he's repping really thin...He doesn't have any semi-bluffs in his range either...He could have an over-pair but he's too nitty to turn that into a bluff...which leaves me to think he just missed online poker days and decided to try it on me since i'm the only one on the table who could fold there...

After this very long analysis, what would u do?

This is a big overpair a LOT. You can call and try to outplay him on a 7/5/4 turn, but I usually just fold and don't reward this play.

wouldn't he fold an overpair to a flop 3bet? The guy really respects my game

I'm not talking like 88/99 here, he's probably just calling those. Probably QQ+, when he does have an overpair. If you think he respects your game that much, then have at it. It really depends on how aggro you are post and how wide your range is pre. I've had $7 and $8 BTN steals flatted in SB and BB with QQ-AA by young, nitty, ex-online players that have reached showdown 3 or 4 times now. But that's because they know I'm folding to any reasonable 3-bet, and think this line is disguised, I imagine. That's with my semi-aggrotard image though.

If he respects your game there is a 0% chance he's folding an overpair. b/3b here is not a good line in position with really any part of your range. Just fold. And he should be able to have 22, but maybe not if he is a nit.

Even though you guys are sort of in each others' heads, I fold here. You stole light, he called you on it. You flopped weak w/ little chance to improve after he makes the statement he may/may not be playing back at you. Without a sure read that he "can" play back at you, it's a fold, imo.

Making moves for moves sakes is just burning money. You know the fundamentals better than to 3bet this one and fleece yourself.

Yea I think the ol' wait for a better spot cliche applies here. We might be ahead, but we don't have much invested with a weak hand against a solid opponent. I have problems getting into these largely ego based situations against solid opponents as well (prolly because they're solid, which is counter-intuitive) but there's so much fatter value out there. Muck, make a note and move on IMO.

You don't want to build a big pot with a very marginal hand.

I fold this hand, but keep raising his blind and see if he keeps this up.