[pergesu]

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I wouldn't check this flop

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Crap, yeah, I overlooked that. I was responding to the "theory" part of this rather than the actual hand.

No way I check the flop. The board is way too draw heavy, and you've got no reason to believe the button will bet for you (you said you don't know him, so you can't say he's hyper-aggro or something). Just bet it, and if it comes back to you raised, three-bet all-in.