At the end of the evening, Oprah thanks Jackie for her full-circle moment. "To be a kid on welfare watching you guys come out on TV for the first time, ... I was really just a teenage girl, 13, 14, 15, 16, never even imagining that it could really come true," she says. "And then to be able to have this moment with you..."

Ever the gentleman, Jackie walked Oprah back to her office and ended the night with a small kiss. "So I went home [that] night and I wrote in my diary: 'Jackie Jackson. It finally happened,'" she says. "That was so surreal for me. It says that dreams still can come true."

Listen to what Oprah told Gayle about the date the morning after 

50 years of boy bands 

Look back at the Tiger Beat covers of your youth 

More Heartthrobs
Shaun Cassidy, all grown up 

The Backstreet Boys reunite 

Peter Frampton rocks on