Hugh Hefner & Crystal Harris, 60 year age difference: met at Halloween party, moved into Playboy Mansion 2008

Hugh Hefner and Crystal Harris have gotten engaged. Crystal Harris was born on April 29, 1986, (making her 24 years old) and Hugh Hefner was born on April 9, 1926. This makes their age difference quite literally 60 years and 20 days apart. The two had met at a Halloween Party. Crystal Harris said of the Halloween party that they met at, that she found out “Hef was so humble and easy to talk to” which was “one of the things I love about him”. She subsequently moved into the Playboy Mansion that year, 2008.