Princess Diana — The Revenge Dress (1994)

The night Prince Charles confessed his affair with Camilla on national television, Diana showed up to the Serpentine Gallery in a form-fitting off-the-shoulder black Christina Stambolian dress that she'd previously considered "too daring." The photos dominated every front page worldwide. The dress was an act of war disguised as fashion. It's now in a museum. The term "revenge dress" entered the cultural lexicon permanently. Diana weaponized beauty against the monarchy, and 30 years later, it remains the single most strategic outfit ever worn by a public figure.