9. Michael and Diandra Douglas

Divorce Settlement Amount - $45 Million

The Douglases were among the most celebrated couple in Hollywood before Michael fell in love with Catherine Zeta Jones. Before Diandra, Michael was not a famous face in Hollywood. But post marriage, his name shot to stardom. The speculation of Michael as an adulterer was deemed as the primary reason behind the couple splitting. It is even said that Michael had been unfaithful on a number of occasions. The age factor cannot hold good here as Diandra is very young when compared to Michael. Still, after their divorce, both of them share the custody of their child, Cameron Douglas. Another reason behind their split was when Michael admitted to his drug and alcohol addiction problems. He even went to rehab for the same.