BRAD PITT & JENNIFER ANISTON, 1999, 2000, 2002 & 2004
Ah, Brad and Jen. We know they've both moved on (and so have we), but we can't help taking a trip down memory lane to revisit their coordinated Emmys ensembles. When they got it right, they were so right (who could forget that glam red gown?) – but even when they got it wrong (The dreadlocks! The goatee! The scarf!) they still reigned on the red carpet.