#5. Justin Timberlake and Cameron Diaz
During their entire, nearly four-year relationship, the former 'N Sync-er
and star of There's Something About Mary endured rumors that they
were either breaking up or getting engaged. In January, the pair finally
announced the former with little fanfare. In fact, the most dramatic moment
in this split was an awkward and much-photographed meeting on the red carpet
at the Shrek the Third premiere four months post-breakup. They kissed
and lived happily ever after — without each other.