Brooke Shields wore Calvin Klein jeans in 1980, at the age of 15, for an ad campaign.
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In 1982, for her senior prom at Dwight-Englewood High School in New Jersey, Brooke Shields wore a Valentino dress.
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Here, Brooke Shields dons a cap and gown for her graduation from Princeton in 1987.
AP
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In 2003, Shields graced the cover of “Vogue,” shot by Annie Leibovitz, wearing a Krizia silk dress.
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At the Met Costume Institute Gala in 2007, Shields wore an Oscar de la Renta gown with Fred Leighton coral earrings.
Jamie McCarthy/WireImage.com
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Shields donned this bright pink Badgley Mischka dress on the Emmys red carpet in 2008.
Jeff Vespa/WireImage.com
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Shields wore a Seafolly bikini, Juicy Couture shorts and a See by Chloe cardigan in 2008 for the cover of “Shape” magazine.
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Shields once again put on Badgley Mischka in 2008 for the season two premiere party for her show, “Lipstick Jungle.”
Joe Kohen/WireImage.com
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Finally, in 2009, Shields wore a Catherine Malandrino dress as she walked down the red carpet at the Gotham Independent Film Awards.
Amanda Schwab/Starpix
