Hugh Hefner poses with Playboy Playmates on the steps of the Palais des Festivals before the screening of the movie “Entrapment” in selection for the 52nd Cannes Film Festival, May 1999.
(Pascal Guyot / AFP)
Hefner at the “Baywatch” 10th anniversary celebration in May 2000 in Santa Monica. With him are, from left, Jessica Paisley, Mandy Bentley and Sandy Bentley.
(Vince Bucci / AFP)
Hefner wears a shirt with covers of Playboy magazine during the 54th Cannes Film Festival in May 2001.
(Gerald Julien / AFP)
Hefner and a playmate step out to Hollywood’s Las Palmas club in March 2002.
(David Klein / Getty Images)
Hefner attends the 2003 Playboy Jazz Festival at the Hollywood Bowl.
(Richard Hartog / LAT)
Hugh Hefner with “The Girls Next Door” -- from left, Kendra Wilkinson, Bridget Marquardt and Holly Madison -- in 2004.
(Carlo Allegri / Getty Images)
Hefner and companions at the Playboy Jazz Festival in 2005.
(Lawrence K. Ho / Los Angeles Times)
Hefner and playmates guest on “The Late Late Show With Craig Ferguson” in April 2006.
(Frederick M. Brown / Getty Images)
Hefner and guests arrive for the LG Mariah Carey and Jermaine Dupri Post Grammy Party at a private residence on Feb. 8, 2006, in Beverly Hills.
(Danny Moloshok / AP)
Hugh Hefner in February 2006.
(Danny Moloshok / Associated Press)
Hugh Hefner hosts a screening at the Playboy Mansion in 2006.
(Ken Hively / Los Angeles Times)
Hugh Hefner poses with playmates at the 2007 Monte Carlo Television Festival in Monaco.
(AFP / Getty Images)
Hugh Hefner takes in a boxing match in the backyard of the Playboy Mansion in 2007.
(Gina Ferazzi / Los Angeles Times)
Hugh Hefner and Holly Madison at the Playboy Jazz Festival in June 2008.
(Ken Hively / Los Angeles Times)
Hugh Hefner gives a talk on censorship in the media to a USC class in late 2008.
(Gary Friedman / Los Angeles Times)
Hugh Hefner with Dasha Astafieva, the playmate featured in Playboy’s 55th anniversary issue.
(Matt Sayles / Associated Press)
Hugh Hefner and his entourage attend the funeral for 1950s pinup icon Bettie Page at the Westwood Village Memorial Park on Dec. 16, 2008.
(Robert Gauthier / Los Angeles Times)
Hugh Hefner stands at the entrance to the Playboy Mansion that’s decorated for the holidays in December 2008.
(Ken Hively / Los Angeles Times)
Hefner arrives with playmates Kristina Shannon, left, and Crystal Harris at the “Hugh Hefner: Playboy, Activist And Rebel” screening during the 2009 Toronto International Film Festival.
