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Taking Risks! Photos of the Best and Worst Dressed Celebrities at the 2025 Grammys

Fashion & Beauty

Feb 2, 2025 5:42 pm·

By Katherine Schaffstall and Beth Shilliday

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Taylor Swift – Best

Fire! Multiple 2025 Grammy nominee Taylor Swift wore Kansas City Chiefs red in a stunning one-shouldered Vivienne Westwood couture mini dress that included a dangling beaded chain with a T on her thigh, which was seemingly a nod to boyfriend to Travis Kelce.

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Lady Gaga – Worst

Lady Gaga is apparently in her goth era, as she donned a heavy black top and skirt with a severe matching long wig.

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Miley Cyrus – Best

Miley Cyrus did a complete 180 from her 2024 Grammys look of a tiny gold dress and high hair. The “Flowers” singer looked sleek in a black Saint Laurent cutout gown with straightened long locks

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Cardi B – Worst

Cardi B‘s gold and black tiger inspired dress hugged her curves, but the Roberto Cavalli number was too much with the busy feathered train.

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Paris Hilton – Best

Despite losing her family’s Malibu home in the devastating Los Angeles wildfires, Paris Hilton shined in a sheer gold dress that proved she was still sliving.

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Madison Beer – Worst

Madison Beer chose a nude sheer gown with sequined hip and chest accents, but it didn’t stand out in a night full of more shocking see-through looks.

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Olivia Rodrigo – Best

This vintage Versace is one of Olivia Rodrigo‘s finest red carpet moments. The perfect dress for her killer figure.

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Julia Fox – Worst

Kanye West‘s former flame, Julia Fox, tried to turn heads by wearing a sheer black sheath showing off her string bikini underwear. The rapper’s wife, Bianca Censori, had already blown up the red carpet by basically going naked.

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Charli XCX – Best

Not everyone could pull off the heavy shredded sleeves and skirt, but Charli XCX‘s two corsets pulled it all together. The dress and knee-high toeless boots just went down the runway at Jean Paul Gaultier’s Paris Fashion Week Haute Couture runway show.

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Gracie Abrams – Best

Gracie Abrams looked ethereal in a pale yellow custom look by Chanel.

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Chrissy Teigen – Worst

Chrissy Teigen probably thought she was going to be wearing the most daring and racy gown on the red carpet. But after Bianca Censori‘s completely naked look, John Legend‘s wife’s sheer gown looked a little try-hard.

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Sheryl Crow – Best

Thirty years after winning Best New Artist at the Grammys, Sheryl Crow looked timeless in a chevron pattered glittering gown.

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Bianca Censori 2025 Grammy Awards Red Carpet

Bianca Censori – Worst

Kanye West‘s wife, Bianca Censori, caused a controversy the minute she took off her black fur coat to reveal she was basically wearing nothing underneath on the red carpet. Her sheer sheath literally left nothing to the imagination.

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Sabrina Carpenter – Best

While Sabrina Carpenter‘s ice blue dress bordered on a fancy lingerie look with waistline and hem feathers, her overall styling was total blonde bombshell, and it worked.

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Billie Eilish – Worst

Billie Eilish always dressed to the beat of her own drum, but her boxy black Prada look was a little unimaginative compared to her normally divisive outfits.

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Keslea Ballerini – Worst

The Voice judge Kelsea Ballerini always brings her A-game on the red carpet. However, her black mini dress’ neckline was awkwardly wide and featured distracting pointed cups.

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Chappell Roan – Best

Grammy nominee Chappell Roan always goes with a costume theme, this time wearing a yellow tulle dress with Edgar Degas’ ballerinas on it. The 2003 Gaultier vintage gown from the archives may not be for everyone, but on the “Good Luck Babe” singer, it was the perfect match.

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Chrishell Stause – Worst

Selling Sunset star Chrishell Stause‘s white ensemble had a little too much going on, with a white lace bustier top and pants under a flowing skirt.

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Kacey Musgraves – Best

Country queen Kacey Musgraves kept it simple and yet shiny, pairing a white tank top with a glittery gold fringe skirt by Ralph Lauren. Her only accessory was a metallic belt.

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Poppy – Worst

Singer Poppy‘s shapeless red top and pink tulle skirt was a mismatched mess.

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Kehlani – Best

Not many people could pull off a structured pinstripe gown with opera gloves and a long train, but “After Hours” songstress Kehlani looked fierce.

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JaNa Craig – Worst

YouTube star JaNa Craig‘s dress looked like it was made of bright red swirls of hair.

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Zedd – Best

DJ and music producer Zedd looked stylish in a double-breasted suit with a hint of sparkle and black lapels.

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