Oprah's Dream Date
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
Shaun Cassidy, all grown up
The Backstreet Boys reunite
Peter Frampton rocks on