Here's a couple of things to consider. The top of the piston, above the ring, is slightly smaller in diameter than the bore, so this gives you some room to maneuver, even if the pistons come out of the bore at higher engine speeds. Taking away from this clearance will be any piston rock, which could position the pistons closer or even in contact with the head gasket. Also, if the head gasket does not match the bore PERFECTLY, you could have an overhang of several thousandths, or even more I guess.
Bottom line - if you want to use those gaskets, better figure on dummying up the reciprocating assembly and checking each piston for rock at the top of its travel, with the gasket installed on the block dowels. You'd be safer going with a bigger bore gasket.