good or bad time for a three barrel bluff?

hey yall,

i played a little heads up and i did this three barrel bluff which is very unique for me . my opponent was a very loose passive player who does call 1 bet but often folds to the second bullet. i just had a gut feeling that he was going to fold to the third bullet on the river, lucky for me he did. i also limped pre-flop because he calls everything pre-flop and calls a lot post-flop.

full tilt poker Game #18705948825: $5 + $0.25 Heads Up Sit & Go (141957628), Table 1 - 25/50 - No Limit Hold'em - 12:56:34 ET - 2010/02/23
Seat 1: tomh7795 (3,350)
Seat 2: Fabry_HE (2,650)
tomh7795 posts the small blind of 25
Fabry_HE posts the big blind of 50
The button is in seat #1
*** HOLE CARDS ***
Dealt to tomh7795 [9h 5s]
tomh7795 calls 25
Fabry_HE checks
*** FLOP *** [8c 8s 7c]
Fabry_HE checks
tomh7795 bets 60
Fabry_HE calls 60
*** TURN *** [8c 8s 7c] [2h]
Fabry_HE checks
tomh7795 bets 145
Fabry_HE calls 145
*** RIVER *** [8c 8s 7c 2h] [8d]
Fabry_HE has 15 seconds left to act
Fabry_HE checks
tomh7795 has 15 seconds left to act
tomh7795 bets 365
Fabry_HE folds
Uncalled bet of 365 returned to tomh7795
tomh7795 mucks
tomh7795 wins the pot (510)
*** SUMMARY ***
Total pot 510 | Rake 0
Board: [8c 8s 7c 2h 8d]
Seat 1: tomh7795 (small blind) collected (510), mucked
Seat 2: Fabry_HE (big blind) folded on the River

What range of hands did you put him on that c/c's the first two bullets? You're repping a fh on the river - zeebo's theorem says people very rarely fold a fh - this isn't a spot I'd fire a third time.

Why call pf? If you're going to play this hand, why not raise?

I'm in two minds about the third barrell - on one hand, a big chunk of the hands that will check-call you on the flop and turn are straight or flush draws that have now missed. On the other hand, the other big chunk of hands that will check-call you down are medium pairs which have now made a full house and you've got no hope of folding them out.

My bigger problems are with the rest of the hand though - first of all I'm not sure why we limped preflop. Sly said it, is there any reason we limped rather than raising? Note that raising makes it easier for us to represent strength on later streets, something which is key if we're going to be three-barrelling.

On the flop, only betting 60 is giving the villain close to correct odds to call you with a flush / straight draw or to hang around with some other marginal hand. If you're going to bet the flop, make it somewhere more around the 75-80 mark.

No way IMO, I've seen guys call with Q high on this board at this level so I think you should shut it down.