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A slicked-back low chignon and a bold red lip amplify the dramatic mood

Notable Moment: Some 1940s evening gown patterns (like Vogue Paris Originals) featured one-shoulder options

Though most in that situation would have hunkered down and canceled all public appearances, Diana leaned into the moment, stepping out in the ultimate "revenge look." The dress sent a few hidden messages that not only rebelled against royal style standards, but delivered a very personal dig at Prince Charles

A portrait neckline with a soft scoop frames the upper body with romance, while the off-the-shoulder sleeves give a feminine touch