Britney and Justin first met while starring on The Mickey Mouse Club and years later dated from 1999 to 2002. After their shocking split, Justin released "Cry Me A River," which is thought to be about his relationship with Britney.
"We, very coincidentally, were understudies for the same show when we were kids. So we both were, like, child actresses," the Oscar winner shared while on A Little Late With Lilly Singh. "And she understudied and then she got the part in The Mickey Mouse Club and she left and I took over for her. And so then when we were, like, 18 and both of us had had different careers -- she obviously became a pop icon and I was acting -- and then we met up again and we were like, 'We both had the same first job. That's wild.'"