Cameron Diaz

Since bursting on the scene in Jim Carrey's The Mask, Cameron Diaz has dated several high-profile celebrities. In the late 1990's, she dated actors Matt Dillon and Jared Leto for long stretches. She dated entertainer Justin Timberlake from 2003 into early 2007. Since that breakup, she's been rumored to date several celebrities including P Diddy and Gerard Butler. She recently split with model Paul Sculfor.