27. Charlie Sheen – 3

Hollywood’s resident madman, Charlie Sheen, was married a total of three times. First with Donna Peele for only a year from 1995 to 1996 after he admitted being married to her was “suffocating”. Then to Denise Richards from 2002 to 2006 following “irreconcilable differences”. Despite heavy public opinion, Sheen claimed he did not cheat nor did he have a relapse. His third marriage to Brooke Mueller began in 2008 and ended in 2011 due to Mueller’s jealousy issues and consistent threats to leave him and take the kids.