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Once Oprah is ready, Jackie picks her up outside her office and walks her across the street to a French bistro. "Our date lasted almost two hours," Oprah says. "But Jackie's so charming, the time just flew by."

At their table for two, Oprah finally gets to pose the questions her teenage self dreamed of asking—including what it was like to perform on The Ed Sullivan Show for the first time. "At that time, it was just like a bunch of guys that had a dream," he says. "Our dream was to be professional singers and to be the best we could be."

Jackie says he didn't realize the impact of that appearance until he went back to school for the first time. "Kids were coming in from other schools in the hallways screaming," he says.

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