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These Are The Best Grammys Looks Of All Time

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Photo: Matt Winkelmeyer/Getty Images/The Recording Academy.

Style-wise, the Grammys stands out from the rest of the award shows. Whereas Hollywood’s finest like to play it semi-safe at the Oscars and the Golden Globes, choosing pretty gowns and the occasional suit, those who attend music’s biggest night prefer grandiose entrances and mid-ceremony outfit changes. That’s how we ended up with such a wide array of daring looks from Grammys past, including Sam Smith’s striking red Valentino ensemble, Miley Cyrus’s Maison Margiela masterpiece, and Rihanna’s meme-able bubblegum pink Giambattista Valli dress.
While, of course, we tune in each and every year for the performances and awards, like the hotly-contested Album of the Year and Best New Artist, fashion inevitably becomes the main focus of the night. With the 67th Annual Grammy Awards behind us, we thought we’d take a trip down memory lane and count off our all-time best-dressed looks from the event. 
This article was originally published in March 2020 and has since been updated.
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