Britney Spears and Justin Timberlake were pure pop royalty in the late ’90s and early 2000s, so it’s no wonder the world was obsessed with their relationship. The “Baby One More Time” singer and NSYNC frontman seemed like they were perfect for each other when they went public in 1999. It was all cute soundbites and PDA-packed red carpet appearances until things came crashing down in 2002, amid rumors of cheating and lies.
Following the split, Justin appeared to shade Britney in his “Cry Me a River” music video and made eyebrow-raising comments about their relationship in interviews, fueling public scrutiny toward Britney just as she was grappling with mental health struggles.
Over the years, both moved on — Justin married actress Jessica Biel in 2012, while Britney wed d