Estimated settlement: $45 million

Actor Michael Douglas met Diandra Luker when she was only 19, and married her six weeks later. Then Michael's career took off with a slew of movies including Fatal Attraction, Wall Street and Basic Instinct. The couple weathered several storms, including his treatment for alcohol abuse in 1992. However, in 2000 the couple filed for divorce, amid rumors that Douglas had begun seeing the actress Catherine Zeta-Jones.