Hugh Hefner’s Playboy Style
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Hugh Hefner surrounded by Playboy bunnies in 1964.
Hugh Hefner surrounded by Playboy bunnies in 1964.
Hugh Hefner in 1966.
Hugh Hefner aboard his private plane .
Hefner with a hostess at his nightclub in Chicago in 1961.
Hugh Hefner at his indoor pool in Chicago in 1961.
Hugh Hefner arrives in Rome with Barbara Benton in 1969.
Hugh Hefner in 1969.
Hugh Hefner in 1966.
Hugh Hefner and 19-year-old actress and then girlfriend Barbara Benton in Rome in 1969.
Hugh Hefner poses in front of his $5.5 million black jet plane in 1970.
Hugh Hefner aboard his private plane in 1970.
Hugh Hefner looks over proof sheets for Playboy in Chicago in 1961.
Hefner in 1975.
Hugh Hefner poses at the Playboy Mansion in 1977.
Hugh Hefner with then girlfriend Carrie Leigh in 1986.
Hugh Hefner in 1981.
Hefner in 1982.
Hugh Hefner with wife Kimberly Conrad Hefner in 1989.
Hugh Hefner with wife Kimberly Conrad in 1989.
Hugh Hefner with wife and sons in 1995.
Hugh Hefner signing copies of Playboy in 1999.
Hugh Hefner on the red carpet in 1999.
Hugh Hefner poses at the Playboy Mansion in 2006.
Hugh Hefner with Kendra Wilkinson and Holly Madison in 2006.
Hugh Hefner with Holly Madison in 2008.