Timberlake and Diaz met back in 2003 at the Kids Choice Awards. Since their breakup was nearly 15 years ago, we often forget that the singer and actor were a Hollywood A-list couple for four years. Cameron Diaz and Justin Timberlake | Lisa Blumenfeld/Getty Images Justin Timberlake and Cameron Diaz met in 2003 However, their relationship crumbled after a music video and an intense encounter at one of Prince’s parties. The duo seemed like a good match for a time. Justin Timberlake and Cameron Diaz were a carefree and happy Hollywood couple in the early to mid-2000s.
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