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Oprah reveals the 'inappropriate question' she once asked and regrets CNN 3 hrs ago © Getty Images for Global Citizen Oprah Winfrey (Photo by Getty Images for Global Citizen) Oprah Winfrey is revealing that she once asked a celebrity a question that now makes her cringe. She was a guest on Rob Lowe's "Literally" podcast on Wednesday, where she was struck by the memory after Lowe told a story about Burt Reynolds. Lowe had said that he's annoyed by late-night talk shows that make the guests play games, and that he wants the format to go back to old-fashioned interviews, with someone who w...

"My big mistake: I asked her, 'Does Burt sleep with his toupee on?'" Winfrey said. "Sally went cold on me — on live TV," she told Rob Lowe on his podcast. Even though Oprah Winfrey is one of the greatest interviewers in broadcast history, she can definitely admit when she's messed up in the past. While speaking to Rob Lowe for his podcast, "Literally! With Rob Lowe," Winfrey opened up about the time she went too far while interviewing Oscar-winner Sally Field. "Of flubs in the world, this was when I was younger and not living from the point of view of the surrogate, but I did feel a respons...