Throughout the Years

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Hilary Duff went from Disney sweetheart to pop star to leading lady in "How I Met Your Father." Throughout her 20-plus-year career, Duff has had some major fashion moments. Ahead, see four of our favorites.

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Who didn't want Hilary Duff's closet in 2003? The teen star styled her black top and cropped pants with bright-purple heels and chunky jewelry for the MTV VMAs.

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In 2008, Hilary Duff attended the prestigious Met Gala wearing a shimmering strapless Elie Saab gown with elegant, emerald drop earrings.

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Duff had a parents' night out at the 2019 Globes afterparty, letting her bleached hair down and sporting a black belted Saint Laurent dress underneath a matching fur coat.

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Last spring, Duff added this chic black floral long-sleeve Philosophy dress to her red carpet collection.

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See Hilary Duff's Corset Dress at the 2023 Vanity Fair Oscars Party

Throughout the Years

Hilary Duff's Best Red Carpet Looks

Hilary Duff went from Disney sweetheart to pop star to leading lady in "How I Met Your Father." Throughout her 20-plus-year career, Duff has had some major fashion moments. Ahead, see four of our favorites.

Who didn't want Hilary Duff's closet in 2003? The teen star styled her black top and cropped pants with bright-purple heels and chunky jewelry for the MTV VMAs.

2003 MTV Video Music Awards

In 2008, Hilary Duff attended the prestigious Met Gala wearing a shimmering strapless Elie Saab gown with elegant, emerald drop earrings.

2008 Met Gala

Duff had a parents' night out at the 2019 Globes afterparty, letting her bleached hair down and sporting a black belted Saint Laurent dress underneath a matching fur coat.

2019 Golden Globes Afterparty

Last spring, Duff added this chic black floral long-sleeve Philosophy dress to her red carpet collection.

2022 ABC Disney Upfront

See Hilary Duff's Corset Dress at the 2023 Vanity Fair Oscars Party