Hugh Hefner's Loves & Hookups

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. Not that it's unexpected, but some of the gorgeous women on Hugh's arm have been caught on celebrity sex tapes with other high-profile men. Kendra Wilkinson, for example, is high on the list of celeb sex tapes and is no stranger to the attention. As of now, Heff himself has not been in the middle of a celebrity sex tape scandal, but who knows what the wily old man will get up to next? Here are all the playmates Hefner's been official with (who knows how many are "unofficial").