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Looking Back at Princess Diana's Most Dynamic Royal Ascot Outfits

Town and Country Logo By Lauren Hubbard of Town and Country | Slide 1 of 13: The Royal Ascot has always had a special place in the hearts of fans of the royal family's style. Unlike carefully coordinated state events, the 300-year-old racing series serves as an opportunity for the royal family to take some fashion risks without rocking the boat. And when it comes to bold sartorial choices in the royal family, few have ever been able to compete with the flawlessly fashionable Princess Diana. In honor of this year's Royal Ascot and the fabulous ensembles it's sure to bring us, we've rounded up some of Diana's most standout looks from Ascots past.

The Royal Ascot has always had a special place in the hearts of fans of the royal family's style. Unlike carefully coordinated state events, the 300-year-old racing series serves as an opportunity for the royal family to take some fashion risks without rocking the boat. And when it comes to bold sartorial choices in the royal family, few have ever been able to compete with the flawlessly fashionable Princess Diana.

In honor of this year's Royal Ascot and the fabulous ensembles it's sure to bring us, we've rounded up some of Diana's most standout looks from Ascots past.

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