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OK, so here's why I opted for the check-raise.
If I lead out, what im trying to represent on a flop like this? A flush draw? Pocket 10s or Js? A smaller pocket pair? He's likely to be suspicious and just call. On the turn, if I check, he checks. If I bet, depending on what the turn card is, he might or might not call. If the turn card completes the flush, chances are he's not calling. At some point representing a smaller pocket pair is going to be difficult, since a smaller pocket pair would not bet into the PFR over and over again (since the PFR is repping the bigger pocket pair). So he's gotta put me on the set on the turn most likely and he gets away from it more often than not. Further more, its a lot harder for me to be bluffing if I lead out. I mean if I check-raise as last to act, I know the other two guys have folded and it really gives me an opportunity to steal (thus a raise by me looks like a steal attempt). If I lead out, it looks like a genuine bet, since I really have no idea what the relative strength of other people's hands are when I make that bet.
If I smooth call, I risk a card completing the flush or high card that might be higher than his overpair showing up. This might scare him out of the pot. Futhermore, its unlikely he bets into me again unless he has a very strong overpair. He is likely going to check-behind to try to get pot control. If I bet into him (pulling a stop-and-go) it will look very suspicious. In the end, assuming no scare cards show up, I will probably end up getting a good portion of his stack if not the whole stack by the river. But thats assuming no scare cards show up and thats assuming he really thinks im weak.
A check-raise all-in is a possibility, though he might figure that I am not the sort of player to risk all my chips on a draw. It also is much less likely I am stealing, since why would I risk my whole stack to steal the pot? It might very well work though. I figure that a good-sized check-raise has basically the same effect though.
The check-raise follows with a maxim of mine: "strike while the iron is hot". If I strike now while his pocket pair looks very good given that board, he is much less likely to fold. It also looks much more like a possible steal or semi-bluff with a flush draw. Plus he's on tilt, so he's almost certain got "he's bluffing" syndrome.
Thoughts?
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