Which singer is Justin Timberlake's "Cry Me a River" about?
A satisfying breakup song requires commitment. You need lyrics that leave no doubt who wronged you and ideally a music video starring someone who looks suspiciously like your ex. Justin Timberlake's "Cry Me a River" checked every box when it dropped in 2002 and helped launch his post-*NSYNC solo career. He spent nearly a decade refusing to confirm what everyone already knew. Which singer is "Cry Me a River" about?
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Correct Answer: Britney Spears
(Source)Not even full-body, matching denim outfits could save this relationship. Timberlake and Britney Spears broke up in early 2002, and after one particularly heated phone call with his ex, he stormed into Timbaland's studio and wrote "Cry Me a River" in about 90 minutes. The music video cranked the pettiness up even higher. The director said there was an unspoken rule to treat Spears' name like Voldemort on set, but that didn't stop Timberlake from handpicking a blonde look-alike specifically because she resembled Spears.
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