Missing a bluff: -EV ...or -POT?

Here is hand I think I played pretty damn poorly. I could have won the pot at several points in the hand, but each time I failed to do what was required. Here was the hand:

$2/4 6 max(No Limit Hold'em)
Started at 17/Jan/08 15:32:43

Hero is at seat 1 with $526.40.
Villain is at seat 2 with $497.90.

-------- posts the small blind of $2.
-------- posts the big blind of $4.
Hero: Jd Jh
Villain: -- --

Pre-flop:
Hero raises to $14. Villain re-raises to $48.
-------- folds. -------- folds. --------
folds. -------- folds. Hero calls.

At this point, due to my notes and his image I put the villain on a bigger pair or AK, with a small chance of him having TT/99. He’d reraised me with position a few times previously, and I had laid down each time, so he had to credit me with a pretty decent hand if I called.

Flop (board: Jc 8h Th):
Hero checks. Villain checks.

As I didn't reraise the flop, I gave the impression of either a big Ace or a mid pair. I check here with my top set, hoping the villain will lead if he has an overpair and I can then substantially check raise him. Unfortunately, my opponent is a very good player, and checks on what he correctly recognises as a dangerous flop. I still don't know if he has an overpair or AK unimp. The pot was big enough to try and take with a bet here (like I normally would), and push on any raise. My first mistake.

Turn (board: Jc 8h Th As):
Hero bets $102. Villain calls.

The turn I didn't really like as it hits one of the 3 likely overpairs the villain may have, and provided a gutshot for the other 2 overpairs, so I fired a pot bet. He called pretty quickly, and so I surmised that he most likely wasn't on a draw, and that he obviously didn't hold KK or QQ (or 99 for the OESD). The only possible 'drawing' holding really was AhKh, but the action just wasn't in keeping with a monster draw like that, and as he was a good player I couldn't see him calling a turn pot bet with an obvious flush draw and a gutshot. I didn't stop to think that the most likely hand he would call with on such a dangerous looking board was a set. My second mistake.

River (board: Jc 8h Th As Qs):
Hero checks. Villain bets $145. Hero
calls.

This is where I fell apart. I knew he didn't have KK or QQ. I had discounted AK from his range. What I should have done is put him on a set, and recognised the most likely one was a set of Aces. If I had thought all of this through, I would have recognised that he would have been very scared of me having a K, and then fired a 2/3 pot bet, putting him to the test and hopefully eliciting a fold. Instead, I checked, for mistake number 3.
So, faced with a check instead of a value bet, my opponent can see that I likely don't have a K. He then decides his hand is good enough to try a value bet. Now I am faced with a tough decision. I manage to work out he doesn't have a straight, but fail to see that he isn't value-betting with a set lower than mine. The only way I can actually win is by bluff raising allin to represent the King that neither of us have, but instead I elect to check-call.

HEE HAWWWWW......

Showdown:
Villain shows Ad Ac.
Villain has Ad Ac Jc As Qs: three aces.
Hero mucks cards.
(Hero has Jd Jh.)
Villain wins $592.50 with three aces.

So as I said, I'm not too thrilled about how I played it, but I'm hoping that thinking about what I did wrong recognising the ways I could have played it better will mean I'm less likely to make the same mistakes in the future. I suppose I should actually be grateful the board didn't pair on the river, as there wouldn't have been any getting away from the resulting fullhouse...