484. Justin Timberlake, 'Cry Me a River'
Writers: Timbaland, Scott Storch, Timberlake
Released: Nov. '02, Jive
20 weeks; No. 3
This breakup aria marked the formation of the Timberlake-Timbaland team, a match made in pop heaven. The stunning video — in which Justin stalks an actress dressed to look like his ex Britney Spears — made clear the inspiration for "River." "It's a good-ass video," Timberlake told Rolling Stone. "I didn't want anyone to come off smelling like roses."
Appears on: Justified (Jive)