The Crazy Way Leonardo DiCaprio Is Connected to Jamie Dornan

In what has to be considered one of Hollywood's most iconic couples, Justin began dating his former Mickey Mouse Club costar and childhood sweetheart, Britney Spears, back in 1999. The two made numerous cute appearances together before abruptly breaking up in March 2002. Rumors swirled that the split was caused by infidelity on Britney's part, and while songs from both parties seem to back that up, neither has ever confirmed it.