Miley Cyrus consistently makes headlines with her bold fashion choices, and the Grammy Awards have become her stage for showcasing her ever-evolving style. From barely-there dresses to custom couture, let’s take a look back at Cyrus’ most memorable Grammy looks.
At the 2025 Grammy Awards, Cyrus celebrated a win for Best Country Duo/Group Performance with Beyoncé for their song “II Most Wanted.” She marked the occasion with a custom Saint Laurent black leather gown featuring a daring diamond-shaped cutout and a crisscross halter neck. Complementing the edgy dress was a new hime haircut with choppy layers and Y2K-inspired highlights. Simple black heels and gold bangles by Jean Schlumberger for Tiffany & Co. completed the look.
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The 2024 Grammys were a triumphant night for Cyrus, as she took home her first two Grammy Awards for her hit song “Flowers,” winning Best Pop Solo Performance and Song of the Year. The event also saw Cyrus embrace a series of stunning outfit changes.
Her red carpet arrival featured a daring gold metal mesh dress with safety pin accents, paired with matching metal panties and Christian Louboutin for Maison Margiela gold heels.
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For her acceptance speech, Cyrus donned a beaded and embroidered halterneck jumpsuit by Tom Ford. Her performance of “Flowers” saw her in a fringed Bob Mackie dress reminiscent of Tina Turner, which she later purchased due to its significance.
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Cyrus continued to change throughout the night, sporting a lace bustier and pants with fringe and a feathery jacket, followed by a custom-made chocolate brown sequin Gucci gown with a dramatic thigh-high slit. She later clarified on Instagram that she was indeed wearing matching Gucci underwear beneath the revealing dress.
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Miley Cyrus’ Grammy appearances showcase her fearless approach to fashion and her ability to command attention. Her style evolution continues to captivate audiences, making her a true red carpet icon. From edgy leather to glamorous sequins, Cyrus’ Grammy transformations remain a testament to her individuality and artistic expression.
