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Oprah Winfrey on Weight, Willpower and the Freedom of ‘Enough’

Summary by Shine My Crown
When asked whether it’s finally a joy to get dressed, Oprah Winfrey didn’t hesitate. Packing clothes that fit and feel good, she said, is a quiet luxury. “It is a joy to get dressed,” she laughed, calling the question “powerful.” For decades, however, her relationship with her body was anything but joyful. At the height of her early fame—after “AM Chicago” began drawing national attention—she appeared on The Tonight Show with guest host Joan Riv…
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Shine My Crown broke the news in on Saturday, February 21, 2026.
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