A bluff becomes a value hand, b vs b

Villain is 32/26 stealing 45% from the sb. We've stacked each other once eaqch today and been battling a bit. He deffo sees me as aggro. In the last 2 bet pot we played he c/f a lowish drawy board to me. I thought this made him less likely to want to do so again.

Is this river shove too thin. I figured with all the draws bricking, my image and me not having very many kings here in his eyes I could induce a hero call from 9s etc

Thoughts?

$0.50/$1 No Limit Holdem
4 Players
Hand Conversion Powered by weaktight.com

Stacks:
CO starwin00 ($101.50)
BTN TheKing1958 ($145.05)
SB miss_cliKK ($171.70)
BB Hero ($100)

Pre-Flop: ($1.50, 4 players) Hero is BB :kd: :th:
2 folds, miss_cliKK raises to $3, Hero calls $2

Flop: :5c: :2h: :9h: ($6, 2 players)
miss_cliKK bets $4, Hero raises to $12.50, miss_cliKK calls $8.50

Turn: :kc: ($31, 2 players)
miss_cliKK checks, Hero bets $18, miss_cliKK calls $18

River: :5s: ($67, 2 players)
miss_cliKK checks, Hero bets $66.50

I don't really like raising flop with this hand, with history and such.

As played I'd bet turn a little bigger but nothing else you can do but bet/bet.

I get where your coming from with your image and such. Think I'm still VBing river but smaller.

Yeah I think betting the turn harder to set up a river shove that he can call more easily is better.

As played here's why I like shoving the river - he has a bluff catcher almost always here. So I need to play my hand as I would play a bluff imo and as he thinks I'd play a bluff. I don't think a bet of like $40 gets called more much more often than a shove given how polarised my range looks when I shove. I mean it looks a lot like I just either have air or one of the 2 possible boats, or maybe quads. I doubt he expects to see a king too often when I ship river. There's a ton of missed draws in my range so i think he'll weight it quite a bit towards air.

I don't overly like the flop raise. You're not really repping much at all, and he's likely to play back at you if you've been aggro.

Turn and river is good, I'd bet 22 on turn, shove river.

how else can you play it

I like it all