273 Commando Top End Rebuild on my 65 Dart GT

Cupped? Do you mean like a dish? That is not the original 4 bbl piston if it is cupped/dished. There should be a dome that sticks a bit above the block when a piston is at the top of its stroke.....?? See here:
http://www.forabodiesonly.com/mopar/showthread.php?p=1512770

BTW, the 3rd piston on the passenger side looks to be domed; a bit hard to see.

Guys - i promise its a commando 273! haha! Just went out and snapped a pic of #1 cyl at top dead center: