Huge river overbet best play?

not many stats on this guy, he seemed relatively tight.

I figured that on the river, i hope he has a JT or hit a straight. Do you think a small value bet is better here?

GAME #1740420352 - (BLINDS $0.50/$1) NO LIMIT TEXAS HOLD'EM - 2006/09/29-14:11:27.2 (CST)
Table "Pape (5 max)" (real money) -- Seat 5 is the button
Seat 1: skiumah ($243.75 in chips)
Seat 2: redgrape ($93.75 in chips)
Seat 3: senimorr ($83.70 in chips)
Seat 4: ISLANDERS54 ($136.65 in chips)
Seat 5: mojo_33 ($56.60 in chips)
skiumah : Post Small Blind ($0.50)
redgrape: Post Big Blind ($1)
Dealing...
Dealt to redgrape [ Kh ]
Dealt to redgrape [ Qc ]
senimorr: Fold
ISLANDERS54: Fold
mojo_33 : Call ($1)
skiumah : Call ($0.50)
redgrape: Check
*** FLOP *** : [ 4d 5s Tc ]
skiumah : Check
redgrape: Check
mojo_33 : Check
*** TURN *** : [ 4d 5s Tc ] [ 9s ]
skiumah : Check
redgrape: Bet ($2)
mojo_33 : Fold
skiumah : Call ($2)
*** RIVER *** : [ 4d 5s Tc 9s ] [ Jh ]
skiumah : Check
redgrape: Bet ($90.75)

just in case you're curious...
results in white:
skiumah : Call ($90.75)
*** SUMMARY ***
Board: [ 4d 5s Tc 9s Jh ]
skiumah bet $93.75, collected $93.25, net -$0.50 (showed hand) [ Qh Kd ] (a straight, nine to king)
redgrape bet $93.75, collected $93.25, net -$0.50 (showed hand) [ Kh Qc ] (a straight, nine to king)

I love it against opps prone to put u on a bluff, and used to do it a ton at 5 and 10nl and still sometimes do at 100nl, but against a tag I'd just have bet like 2/3 pot.

raise preflop.

i wouldn't shove, i don't think anything calls ever. 10 might be a better overbet and it might get called every once in a while.

its not the best play, he has shown no strength and hardly ever calls with a worse hand. just valuebet and hope he raises.

I'm not sure how this could be the best play. He almost never calls, and a lot of the time when he calls the push, he would have raised a smaller bet anyways.

Have you ever in your life made a ridiculous overbet like this and been bluffing? I think you're broadcasting your hand to the table so obviously that even a fish would able to lay down something like JT or 55 here. Just make a value bet and hope he raises you.

Even if it's never a bluff, I find that ultra loose-passives, after they expressed interest in the pot, will call this with a pretty wide range more frequently than you'd expect.

I only remember doing it once in 100nl, so maybe it was just luck, but it worked...I bet $122 into a $7 pot with the nut str8 and was called by AA unimproved. In 5nl I was called many times even by middle pair. Some guys think it has to be a bluff I guess. But they aren't tight.