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Less than three weeks after Oprah's conversation with John aired, he and his fiancée, Carolyn Bessette, were married in a top-secret wedding on a remote island off the coast of Georgia. John's love life had always been fodder for tabloids, and his marriage was the subject of constant gossip, yet Oprah never brought it up during the interview.

Read the very personal reason Oprah didn't ask John about his wedding.

Oprah says the Kennedy family's ability to keep media away from the wedding was an incredible feat. "Every tabloid in the world would have been there with helicopters and photographers and would have ruined that moment for him," Oprah says. "What that means is that he had to be surrounded by some people who he really trusted who didn't sell him out."

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