Re: Bluff now or later?
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Still, I don't think he would call with A high or a pair of fives, which are pretty likely hands. I certainly think a half pot stab somewhere in this hand is +EV.
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You say he's loose and passive. What's his preflop raising standards like? Loose to me means alot of limping preflop. When a loose passive guy raises PF UTG, my radar goes up. When he bets the flop, I don't mind giving him credit until shown otherwise. If he's passive postflop, he may be sitting there with AA right now and go into c/c mode thinking you surely have QJ. LAP's see monsters under the bed everywhere, IMO.
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