Are you allowed to stack the feats of Power Attack and Combat Expertise in a single round?
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Both penalties are untyped, and therefore stack with each other. You may have a hard time hitting anything, though!
I did this with a critfisher. You hit if you roll within the 15-20 you crit at. So it doesn't matter what your to hit is. Attacked with +0/+0/-5/-5 at level 10 and still came out on top