Pictured inside his private Douglas DC9-30 plane "The Big Bunny", Hefner (right) is seen cuddling model and his then-partner Barbara Benton during the 1960s. Having been married on three occasions - to Mildred Williams (1949-1959), Kimberley Conrad (1989-2010) and currently to Crystal Harris (2012-present) - Benton was not one of his spouses, but they had an extremely-close relationship.