Born: May 12th, 1907
Why We Love Her: She was a rebel at a time where women were supposed to be pretty, soft-spoken, and above all, obedient. Her wit was as sharp as her cheekbones, and she was unapologetically bold in every area of her life - from her nontraditional romantic choices ("If you want to sacrifice the admiration of many men for the criticism of one," she said, "then go ahead, get married.") to her borrowed-from-the-boys wardrobe.
Signature Looks: Jackets with oversized collars, wide-leg trousers, belts, trench coats, shirt dresses, and the occasional show-stopping gown.
Dobbin Garment She'd Wear Today: The Paley Stretch Cotton Popover Blouse
For a thoroughly Hepburn-esque look, pair it with high-waisted trousers and a black leather belt. Then go take over the world, just like Katharine.
"If you obey all the rules, you miss all the fun."