7. Britney Spears, Justin Timberlake & Wade Robson

Britney Spears and Justin Timberlake’s early 2000s romance was iconic, but their breakup sparked rumors. Some speculated Britney had an affair with choreographer Wade Robson. Justin’s hit song Cry Me a River was widely interpreted as a response to the breakup. The triangle divided fans and added fuel to media speculation about their personal lives.