Oprah Winfrey has one of the most storied careers in Hollywood — and decades of memorable fashion moments to prove it. The industry icon dishes on the evolution of her style and how she chose the outfits for the defining moments of her career, from the first day of ‘The Oprah Winfrey Show’ to interviewing Meghan Markle and Prince Harry.

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Oprah Winfrey Breaks Down 50 Years of Her Iconic Looks | PEOPLE
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