Should I have raised? #3

[Blarg]

I've been getting way timid lately due to some very lackluster ROI recently, and maybe I'm overcompensating. Counting my outs, you tell me. I also figured there was a chance I would steal the pot outright, but I figured I had a timid bettor just making a continuation bet on the turn automatically, and that I had what was probably the best flush draw and best straight draw, and an overcard -- somehow I didn't trust the ace, because, an ace would have raised preflop or bet the flop bigger. For me, betting on a draw is incredibly rare, so this was an extraordinary hand for me.

Anyway, enough explanation -- here comes the craziness. Tell me what you think about it.

***** Hand History for Game 2220702387 *****
NL Hold'em $10 Buy-in + $1 Entry Fee Trny:13171388 Level:9 Blinds(250/500) - Friday, June 17, 12:58:35 EDT 2005
Table Table 35031 (Real Money)
Seat 1 is the button
Total number of players : 2
Seat 1: blah90036 ( $3850 )
Seat 8: Hero ( $4150 )
Trny:13171388 Level:9
Blinds(250/500)
** Dealing down cards **
Dealt to Hero [ Jc 7d ]
blah90036 calls [250].
Hero checks.
** Dealing Flop ** [ 5c, 8c, 9d ]
Hero checks.
blah90036 bets [500].
Hero calls [500].
** Dealing Turn ** [ Ac ]
Hero checks.
blah90036 bets [1000].
Hero is all-In [3150]
blah90036 is all-In [1850]

[kyro]

The blinds/pot are way too high for you to be waiting until the turn to bluff. Aside from pushing PF, push the flop if you're desperate for the chips.

[Blarg]

So my 1) probably best flush draw, 2) straight draw, and 3) chance of making someone fold his hand outright were that far off base?

This is a very rare move for me, especially heads up. But my desire to put more aggression in my game is making me experiment around and go a little wild I guess. I was just wondering if this was totally nuts.