John F. Kennedy Jr.

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John F. Kennedy Jr.—1996
"I've waited all my life to interview John-John!" Oprah said when introducing her rare 1996 interview with John F. Kennedy Jr. John had just delivered a speech introducing his uncle Ted at the Democratic National Convention, launched a new magazine called George and was just days away from a secret wedding to Carolyn Bessette.

The world mourned when John and Carolyn died in a plane crash over the Atlantic in 1999. In November 2010, on what would have been John's 50th birthday, Oprah looked back at her interview and remembered America's prince.