Hugh Hefner's Loves & Hookups By celebrityhookups  [178 more lists]

All of Hugh Hefner's past and present girlfriends and wives. The ultimate playboy, Hefner has dated tons of women, most of them Playboy bunnies who he discovered. This long list of lovers covers an entire lifespan yet the women seem to always be young. Hugh Hefner has only been married a couple times but he's dated continuously. Here are all the playmates Hefner's been official with (who knows how many are "unofficial").