Hugh Hefner and Crystal Harris
Playboy magazine founder Hugh Hefner was expected to marry Crystal Harris in June 2011, but she called things off a couple of days before. In an interview with Ryan Seacrest, Crystal revealed that she had doubts about marrying the late publisher. She said: "Hef's lifestyle isn't the most normal lifestyle. This isn't the lifestyle for me, multiple girls around all the time, the Playboy lifestyle. I don't know. I just wanted to be true to myself."