Hugh Hefner's girlfriends. Bechard, a year-old French-Canadian You can unsubscribe at any time. Sometimes you want to go downstairs and have Girlfrkends, as opposed to running into 50 people. For nearly three years he dated Mandy, Sandy and Brande; when Brande moved to Hawaii to shoot Baywatch Hawaii"the concept was the same but the number changed," Hefner said of his paramours. At 73, he admitted to using Viagra: "I'm dating twins, I have to," he joked. Robert Downey Hugh Heffner Girlfriends Gif. Inhe married Playmate of the Year Kimberley Conrad.