Tara Reid

After beginning her career as a child actor in commercials, tabloid-favorite Reid transitioned to film and TV roles, hitting it big in 1999 with the first of two appearances in the American Pie films. Though she failed to find the same level of film success post-Pie, Reid has remained in the spotlight thanks to her tabloid-tailored personal life, which has included high-profile romances (Carson Daly, quarterbacks Tom Brady and Kyle Boller), plastic-surgery woes, and a stint in rehab. ~ Rovi