Anna Dello Russo’s Most Outrageous Street-Style Moments

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When it comes to owning the street-style scene during fashion month, there’s no one who outshines Anna Dello Russo. Known for her inventive outfits and penchant for color and prints, the esteemed editor and stylist remains the poster child for bold, outlandish fashion choices. From one-of-a-kind outerwear to the kitschiest of accessories, there is never a dull moment in Anna’s wardrobe. What we always appreciate about the industry icon is her devotion to having fun with fashion—something oft forgotten in the stress and pretense of the seasonal whirlwind. Here, we celebrate some of her all-time best—read: most outrageous—outfits.

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Carrying not one but three Fendi handbags simultaneously? When you're Anna, you can.

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As if the fuzzy full skirt alone wasn't enough, Anna expertly coordinated it to the rosy pink streaks in her hair.

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The editor is quite adept at mixing prints. Case in point: This wild coat-and-boots pairing.

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What, you don't wear a Valentino gown, cape and headpiece for daytime too?

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We're Mclovin' her head-to-toe Moschino ensemble. (Sorry, had to.)

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A stark neutral palette is the perfect canvas to let a gold lamé coat shine.

Adam Katz Sinding

The perfect way to accessorize print-heavy separates? Colorful sneakers, of course.

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Anna somehow makes a case for fashioning your most oversized silk scarf into an itty bitty tube dress.

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No one makes a giant floral headpiece look quite as cool as ADR.

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A sharp captain hat and fuzzy stole are blizzard-chic additions to her cozy emerald coat.