Britney Spears and Wade J. Robson

Wade choreographed Britney’s “Im a Slave for You” video. This is the rumored relationship that broke Britney and Justin up. That break-up inspired the popular Justin Timberlake song "Cry me a River". She reportedly began sleeping with Wade Robson around the time of the 2001 VMAs. “In February 2002, Timberlake discovered a ... note from Robson in Britney’s room. Britney and Timberlake were performing on Saturday Night Live that night, and they sat backstage miserable — he refused to accept her apologies,” an insider says. “The breakup was a terrible shock, particularly as it was followed by Britney’s parents divorce two months later.”