It didn't take long for Demi to come back from her heartbreak. She rebounded with martial-arts instructor Oliver Whitcomb, dating him for nearly four years.
Then she met Ashton Kutcher at Diddy's MTV Movie Awards after-party on May 31, 2003. Despite the 16-year age difference, sparks flew instantly. The couple made their official debut on June 18, 2003, at the premiere of "Charlie's Angels: Full Throttle," where they posed for pictures with her daughters and ex-husband. A little icky, yes, but hey, they were in love.