Fergie and Justin Timberlake
Way before he was known as JT and long ago when this gorgeous girl was known as Stacy Ferguson. The two dated in 1996 when Timberlake was a teen sensation at 16-years-old and into the older girls like Fergie, who was 23. At this point in time, Fergie was 1 of the 3 girls in the group, Wild Orchid. “He was 16 and I was 23,” Fergie told Australia’s Courier Mail. “It was before he got real heavy with Britney.”