Oprah interviews Elizabeth Taylor

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Looking back over 20 years, there's only one interview that Oprah calls her worst: Elizabeth Taylor. "It's still painful to watch," she says, "For many reasons—including my bad hair." 

Right before the interview, Liz asked Oprah not to ask her anything about her relationships. "That's kind of hard to do when you're Elizabeth Taylor and you've been married seven times," Oprah says. Liz's responses were so terse that Oprah couldn't help but tease, "You're so revealing—you just tell everything! I declare, you've got to stop talking so much, Ms. Taylor!"

"To her credit, she later apologized to me," Oprah says. One of the reasons why that interview seemed so painful is because Liz was in a lot of hip pain and back pain at the time.