9. Paul McCartney and Heather Mills
Settlement Amount: $45.6 million
When Sir Paul met one-legged former model and charity campaigner, Heather Mills, she reminded him of his late wife and he was her childhood idol. Their four-year marriage ended in ugly accusations, media frenzy and custody battle for their only child. The Beetle had his heart broken and Mills limped away with 45.6 million dollars in divorce settlement plus 70 thousand dollars yearly for child support.