The way Pressure is works is that, for every Pokémon with Pressure that you target, you will lose one extra PP whenever you perform a move. Use Stone Edge against a Zapdos and you'll drop 2 PP. Use Rock Slide against Zapdos and Dusknoir, and you'll lose 3 PP, and it extends to Triples.
In Gen IV, your partners in Doubles could hit you with the PP Drop if you hit them, but that was changed in B/W. So the ability is only defined by who you hit, and does most certainly stack for multiple targets provided they are on your opponents' side.
I'm pretty sure Flame Burst will not cause it to stack, as the move doesn't have multiple targets.
In Gen IV, your partners in Doubles could hit you with the PP Drop if you hit them, but that was changed in B/W. So the ability is only defined by who you hit, and does most certainly stack for multiple targets provided they are on your opponents' side.
I'm pretty sure Flame Burst will not cause it to stack, as the move doesn't have multiple targets.
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