Linecheck

Poker Stars No-Limit Hold'em, $0.05 BB (6 handed) - Poker Stars Converter Tool from http://flopturnriver.com/

Button ($4.71)
SB ($5.10)
BB ($5.72)
UTG ($5.16)
Hero (MP) ($5.19)
CO ($5.83)

Preflop: Hero is MP with J, 10
1 fold, Hero raises $0.20, 1 fold, Button raises $0.45, 2 folds, Hero calls $0.25

Flop: ($0.97) 9, 8, 5 (2 players)
Hero checks, Button bets $0.60, Hero calls $0.60

Turn: ($2.17) 6 (2 players)
Hero checks, Button checks

River: ($2.17) 9 (2 players)
Hero bets ???

Villain 22/22/19/100/6.3/75/- 52 hands

Call pre? I think I probably shoulda c/r the flop since JTs is the best semi-bluff I have in this spot?

why did you call pre? you should fold w/o reads to sustain the call.
are you c/r w/ your sets here? if not, then c/c is the best line.
if you wanna bluff this river then take the line youd take w/ 77 /55/88/99/

Don't hate the call pre vs this sizing, but it's probably a leak of mine calling too many 3bets with hands that have floppability. I mean even if we only continue when we flop draws, pair+draws and 2pr+, we're not going to be doing too badly.

I don't think you'd be making too big a mistake at 5nl not having a semi-bluff raising range on the flop with an oesd and bdfd, but I don't mind it against a more passive ABC-looking player.

River has to be a standard sized bet as played to fold out better high card hands (which villain is full of). Difficulty is getting the sizing small enough to make our bluff more profitable whilst avoiding getting hero called by your typical 5nl fishy. I go $1.45 in play, but I think we're okay with a bit smaller.

Don't mind the call pre, given villain's sizing.

If villain is aggro and has a wide 3b, then I don't mind bluffing in this spot $1.30-40ish or something.

If villain is kind of tight, then I think he will pot control many of his overpairs on the turn and likely call river. So I'd lean more towards checking and not firing.