Steve & Elaine Wynn – $741 million

Steve Wynn managed to strike out twice, with the same woman! Wynn divorced Elaine Wynn, for the second time in 2010, costing the billionaire $741 million!

Paul McCartney & Heather Mills – $48.6 Million

Paul McCartney and Heather Mills celebrated their marriage with a $3.2 million wedding in Ireland, he probably wasn’t thinking that he’d be spending a whole lot more than that dissolving it.  McCartney had to pay her $48.6 million settlement.

Neil Diamond & Marcia Murphey – $150 million

25 years and two children later, Murphey filed for divorce  and walked away with $150 million! Once rumors of Diamond’s unfaithfulness spread around Hollywood, the odds were in Marcia’s favor. He later said that “she’s worth every penny.”