[Craggoo]

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I'd still bet the flop, you've got a double gutshot straight draw, so you have 8 outs. If you bet, and get another 5 callers, that's only +EV for you. Bet it for value!

As played: ALWAYS call the last bet!

Don't always assume the worst! And maybe he would have folded had you bet the flop, you never know. And still: the pot would have been bigger, so the crying call would be even more correct...

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I don't always assume the worst. If it had been anyone else like Mo, Walker, or any number of other "really bad" regulars at my casino this is an easy call and maybe even a cap. Given that its Bob who I consider to be semi-solid, I think even though the pot is fairly big, its an easy fold. I try not to get into that mindset that "its only 1 more bet to see it". Those crying calls that you make when you know you can't win add up a lot in live sessions where you see far fewer hands than you would multi-tabling online.