Oprah wears Manolo Blahniks

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Most of us organize our shoes according to style, color, or occasion (which pairs are for work, weekends, or big nights out). But Oprah also organizes hers by how long she can bear to keep them on her feet. "I've gone to parties, wearing shoes that hurt so much, I wanted to come home early," Oprah says. "What fun is that?"

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"This Manolo Blahnik slingback is the perfect heel. I can actually wear it out of the building, not just between the control room and stage."