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Spears and Timberlake dated between 1999 and 2002.
The two attended Clive Davis' annual pre-Grammy Awards party at the Beverly Hills Hotel in 2002.
They hosted a Super Bowl fundraiser at the Planet Hollywood restaurant in Times Square in NYC in 2002.
Timberlake joined Spears at the release party for her album Britney in 2001.
The following year, he was her plus one at the premiere of her movie.
Spears was along for the ride when N*SYNC participated at a celebrity basketball game.
All eyes were on them at music's biggest night.
A very young Spears and Timberlake appeared with All New Mickey Mouse Club co-stars such as Ryan Gosling and Christina Aguilera.