
Katharine Hepburn always stuck to her guns when it came to fashion. At a time when androgynous dressing was unorthodox, she sported menswear-inspired blazers, collared shirts, trousers, and loafers — carving out a style all her own in the Hollywood spotlight. As an homage to the Oscar-winning actress' idiosyncratic approach to clothes, we're looking back at some of her most memorable looks, both on and off screen.

1930
Posing for a photo in a print blazer cinched at the waist with a belt and a pair of wide leg trousers.

1935
Wearing an embroidered high-neck jacket while smoking a cigarette.

1938
Showing off her androgynous style in a roomy suit on set.

1941
Making a statement in a shirtdress over a romper while on the set of The Philadelphia Story (1941).

April 7, 1938.
Sitting in a wool blazer and trousers with her pet poodle.

1940
Proving she wears trousers like no other on the set of The Philadelphia Story (1940).

1940
Relaxing in a loose-fitting white shirt and effortless slacks.

1941
Sitting for a portrait in a sleek black blazer, sharp collared shirt, and roomy bottoms.

1942
Starring as Christine Forrest in Keeper of the Flame (1942) wearing a tailored pinstripe blouse.

1952
Sporting a plaid sweater, sheath skirt, and oxford shoes while on the golf course.
Lauren is the former beauty editor at Marie Claire. She love to while away the hours at coffee shops, hunt for vintage clothes, and bask in the rough-and-tumble beauty of NYC. She firmly believes that solitude can be a luxury if you’ve got the right soundtrack—that being the Rolling Stones, of course.
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