9. Cynthia Scurtis
Ex-wife of: Alex Rodriguez
Year of Divorce (Length of Marriage): 2008 (Six years)
Settlement Amount: N/A
Even with a prenup in place, trifling ways will come back to bite you in divorce proceedings. And by trifling ways we mean shit like hooking up with a stripper in Toronto and supposedly getting with Madonna while you're still married. All this caused Cynthia to demand alimony, child support, and possession of their $12M mansion in Coral Gables, Fla. The couple settled for an undisclosed amount in September 2008. Yeah, the specific amount wasn't disclosed but two of the largest contracts in baseball history x A-Rod's fuckery = a spot on this list.