With a total of 14 wins and 58 nominations, Taylor Swift is a fixture at the Grammy Awards. From her first nomination in 2008 to her latest appearance in 2024, the “Wildest Dreams” singer never lets down with her red carpet looks, wearing everything from a glittering Gucci dress in 2014 to $3 million in Lorraine Schwartz jewelry in 2023.
Swift has also made history at the event, becoming the first woman to win two Album of the Year awards in 2016. At the 66th annual Grammys in 2024, Swift stunned in a custom white Schiaparelli dress and announced her 11th studio album, “The Tortured Poets Department.” The appearance generated a total of $6.8 million in media exposure (MIV) for Schiaparelli. Although nominated at the 60th, 61st, 62nd, and 64th Grammys, Swift chose not to attend amid speculation that she was frustrated with the Recording Academy.
At the upcoming ceremony, which will take place on Feb. 2 in Los Angeles, Swift has received six nominations, including Album of the Year for “The Tortured Poets Department.”
In honor of the event, below WWD highlights all of Swift’s Grammy looks throughout the years.
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Taylor Swift 50th Annual Grammy Awards 2008
Image Credit: Getty Images At her very first time attending the awards ceremony, Swift scored her first nomination for Best New Artist. She arrived wearing a satin purple gown with a corseted bustier and flowing skirt.
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Taylor Swift 51st Annual Grammy Awards 2009
Image Credit: Getty Images Although not nominated for anything at the 51st Grammys, Swift won the red carpet that evening. Wearing a black dress with a plunging neckline and an updo, the singer paired dazzling jewelry with her look.
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Taylor Swift 52nd Annual Grammy Awards 2010
Image Credit: Getty Images for NARAS Swift took home her first Grammys — all four of them — at the 2010 award ceremony for her album “Fearless.” That evening, the “You Belong With Me” singer wore an embellished blue bardot gown and opted for an updo.
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Taylor Swift 54th Annual Grammy Awards 2012
Image Credit: Getty Images Swift wore an intricately embroidered gold Zuhair Murad Couture dress the following year. She let the dazzling dress speak for itself and kept accessories minimal, wearing a pair of amber-colored earrings and a ring.
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Taylor Swift 55th Annual Grammy Awards 2013
Image Credit: Getty Images Swift took home an award for her song “Safe & Sound” at the 55th annual Grammys. To the event, she wore a backless white dress with sparkling silver detailing from J.Mendel.
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Taylor Swift 56th Annual Grammy Awards 2014
Image Credit: Getty Images Swift wore a glittering Gucci dress in 2014, and styled her hair in a low ponytail. Later that evening, she won two awards, including Best Country Album for “Red.”
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Taylor Swift 57th Annual Grammy Awards 2015
Image Credit: Getty Images In 2015, Swift scored two Grammys for “Shake It Off,” and the song’s title was clearly a message she took to heart. Wearing an ombre Elie Saab dres and fuchsia heels, Swift publicly reconciled with Kanye West after their altercation at the 2009 MTV VMAs.
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Taylor Swift 68th Annual Grammy Awards 2016
Image Credit: Getty Images for NARAS Swift made history at the 58th Grammy Awards as the first woman to win Album of the Year twice. To mark the occasion, Swift paired her signature red lip with an orange bandeau top, a hot pink skirt and gold heels.
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Taylor Swift 63rd Annual Grammy Awards 2021
Image Credit: Getty Images for The Recording A Swift abstained from attending the Grammys until 2021. She arrived in an appliqué floral mini dress from Oscar de la Renta and paired pink ballerina-esque heels with her outfit.
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Taylor Swift 65th Grammy Awards 2023
Image Credit: Getty Images Swift returned to the Grammys in 2023, when she arrived in an embellished midnight blue set from Roberto Cavalli. But her accessories stole the show, with Swift sporting $3 million worth of Lorraine Schwartz jewelry.
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Taylor Swift 66th Annual Grammy Awards 2024
Image Credit: Gilbert Flores for Billboard Swift stunned at the 66th annual Grammy Awards, making a statement in black and white. She wore a custom strapless Schiaparelli gown and accessorized the look with a stack of black and white diamond jewelry from Lorraine Schwartz.
