Taylor Swift’s Best & Worst Grammys Looks: A Style Evolution (2008–2025).

From country sweetheart to global pop icon, Taylor Swift’s Grammys fashion journey has been nothing short of legendary. Over the years, she’s wowed us with glamorous gowns, bold risks, and a few fashion misses.

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2010 – Enchanted in Blue Taylor’s sparkling navy KaufmanFranco gown perfectly complemented her Fearless era, capturing her fairytale aesthetic as she won Album of the Year for the first time.

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2016 – Bold & Bright She turned heads in a two-piece Versace set—a coral bandeau top with a fuchsia maxi skirt—marking her 1989 era with a daring, high-fashion statement.

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2021 – Floral Fantasy Her Oscar de la Renta floral dress was a dreamy nod to folklore and evermore, blending cottagecore charm with red carpet glamour.

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2013 – A Little Too Bridal Her white Grecian J. Mendel gown was elegant, but some thought it looked more like a wedding dress than a Grammys red carpet moment.

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2019 – Ruffles Gone Wild Taylor skipped the red carpet, but her ruffled pastel Stella McCartney gown at an after-party received mixed reviews—some fans loved the whimsy, others thought it was overwhelming.

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With The Eras Tour cementing her status as a style icon, fans are eager to see if she’ll embrace old Hollywood glam, modern edge, or a surprise throwback look at the 2025 Grammys.

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Support for the Arts: Through donations and advocacy, Swift has championed the arts and creative industries.

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