Michael Douglas
When one of the most badass actors in Hollywood was turning 32, he married 19-year-old Diandra Luker, who soon became the mother of his child. In 1995, though, she filed for divorce and it took quite a while until it was completed. In 1998, while still being married, Douglas met Catherine Zeta Jones, who is 22 years younger than him. They’re still together today.
