Photos: Hugh Hefner's life as a playboy
Playboy founder Hugh Hefner arrives at Stansted Airport on June 2, 2011 in Stansted, England. Take a look back through Hefner's later years, which included reality TV stardom, books about his legacy and plenty of parties at the Playboy Mansion.Photo by: Dan Kitwood
Photos: Hugh Hefner's life as a playboy
Actress Pamela Anderson and Hugh Hefner at the Playboy 50th Anniversary celebration December 4, 2003 in New York City.Photo by: Peter Kramer
Photos: Hugh Hefner's life as a playboy
Playboy Publisher Hugh Hefner, poses with Kendra Wilkinson, Bridget Marquardt and Holly Madison at the 'Hugh Hefner And the Girls Next Door' DVD signing at Tower Records on August 3, 2006 in Los Angeles, California.Photo by: Frazer Harrison
Photos: Hugh Hefner's life as a playboy
Actors Laurence Fishburne (L) and Dennis Hopper (R) talk with Playboy's Hugh Hefner at a special screening of Dennis Hopper's "The Last Movie", newly restored, at the Playboy Mansion on May 31, 2005 in Holmby Hills, California.Photo by: Kevin Winter
Photos: Hugh Hefner's life as a playboy
Playboy Founder Hugh Hefner shakes hands with actor Verne Troyer at Barfly nightclub May 30, 2003 in West Hollywood, California.Photo by: David Klein
Photos: Hugh Hefner's life as a playboy
Playmate Tina Jordan, Playboy editor Hugh Hefner, singer Gina Boccadis, actor Kevin Spacey and Playboy''s Miss September 2001 Dalene Kurtis pose during a private Playboy party August 25, 2001 in Beverly Hills, CA.Photo by: David Klein
Photos: Hugh Hefner's life as a playboy
Publisher Hugh Hefner enjoys the Lakers v Nuggets NBA game with his Playboy Playmates to celebrate his 77th birthday April 10, 2003 at the Staples Center, Los Angeles, California.Photo by: David Klein
Photos: Hugh Hefner's life as a playboy
Playboy founder Hugh Hefner (M) poses with Holly Madison and actor/musician Dennis Quaid during a Christmas party at the Barfly on December 20, 2002 in West Hollywood, California.Photo by: David Klein
Photos: Hugh Hefner's life as a playboy
Playboy founder Hugh Hefner (R) poses with musician Marilyn Manson (C) and Holly Madison at the Henry Fonda Theater on November 2, 2002 in Los Angeles, California.Photo by: David Klein
Photos: Hugh Hefner's life as a playboy
Model Tracy Paris, musician Kevin Eubanks, actor Pauly Shore, comic Arsenio Hall, publisher Hugh Hefner and model Holly Madison pose outside the Barfly club May 10, 2002 in Hollywood, CA.Photo by: David Klein
Photos: Hugh Hefner's life as a playboy
Playboy founder Hugh Hefner, comedian Bill Maher and actress Coco Johnsen arrive at Hefner's 77th birthday party at Barfly March 30, 2003 in West Hollywood, California.Photo by: David Klein
Photos: Hugh Hefner's life as a playboy
Publisher Hugh Hefner gets birthday kisses from Playboy Playmates shown on the big screen to celebrate Hefner's 77th birthday April 10, 2003 at the Staples Center, Los Angeles, California.Photo by: David Klein
Photos: Hugh Hefner's life as a playboy
Ben Stiller, mother Anne Meara, Hugh Hefner, and father Jerry Stiller attend the Yves Saint Laurent Grand classics Screening of 'Sweet Smell of Sucess' hosted by Ben Stiller and Christine Taylor at the Playboy Mansion on November 11, 2004 in Bel Air, California.Photo by: Frazer Harrison
Photos: Hugh Hefner's life as a playboy
Actor Lou Ferrigno, co-chair of the Wildlife WayStation Arthur Kassel, editor in Chief of Playboy Magazine Hugh Hefner and playmate Holly Madison pose for photos during the 12th Annual Safari Brunch, a fundraiser for the Wildlife Waystation held at the Playboy Mansion on October 14, 2006 in Beverly Hills, California.Photo by: Frazer Harrison
Photos: Hugh Hefner's life as a playboy
Publisher Hugh Hefner holds his new book at his new book signing of "Hef's Little Black Book" on May 25, 2004 at Barns and Noble at The Grove, in Los Angeles, California.Photo by: Chris Hatcher
Photos: Hugh Hefner's life as a playboy
Actor Kelsey Grammer and Hugh Hefner at the Distinctive Assets talent lounge for the launch of Spike TV held at the Playboy Mansion on June 10, 2003 Holmby Hills, California.Photo by: Frazer Harrison
Photos: Hugh Hefner's life as a playboy
Publisher Hugh Hefner and CSI Miami's Khandi Alexander pose at Bliss November 28, 2003 in Beverly Hills, CA.Photo by: David Klein
Photos: Hugh Hefner's life as a playboy
Bridget Marquardt, Hugh Hefner and Holly Madison pose with a snake as they arrive at the 10th Annual Safari Brunch on October 16, 2004 at the Playboy Mansion in Beverly Hills, California.Photo by: Frazer Harrison
Photos: Hugh Hefner's life as a playboy
Publisher Hugh Hefner (r), Singer Kenny Rogers (in L.A. to announce at the Hollywodd Bowl July 4th Fireworks Spectacular) and his wife, Wanda, pose at the Benchwarmer Trading Cards party at White Lotus in Hollywood, July 2nd, 2003.Photo by: David Klein
Photos: Hugh Hefner's life as a playboy
Actor James Cann takes a fake swing at Playboy founder Hugh Hefner during Fight Night at the Playboy Mansion on July 15, 2003 in Bel Air, California.Photo by: Donald Miralle
Photos: Hugh Hefner's life as a playboy
Playboy Founder Hugh Hefner(R) and Heiress Paris Hilton pose at The Standard Club June 6, 2003 in West Hollywood, California.Photo by: David Klein
Photos: Hugh Hefner's life as a playboy
Hugh Hefner and host Craig Ferguson speak during segment of The Late Late Show With Craig Ferguson at CBS Television Studios on April 6, 2006 in Los Angeles, California.Photo by: Frederick M. Brown
Photos: Hugh Hefner's life as a playboy
Hugh Heffner (C) and guests arrive at 'The Rum Diary' premiere presented by Film Independent at LACMA held at the Los Angeles County Museum of Art on October 13, 2011 in Los Angeles, California.Photo by: Jason Merritt
Photos: Hugh Hefner's life as a playboy
Model Hope Dworaczyk, Palms Casino Resort President George Maloof, Playboy founder Hugh Hefner and his girlfriend, December 2009 Playboy Playmate of the Month Crystal Harris, arrive at a party introducing Dworaczyk as the 2010 Playboy Playmate of the Year at the Rain Nightclub inside the Palms May 15, 2010 in Las Vegas, Nevada.Photo by: Ethan Miller
Photos: Hugh Hefner's life as a playboy
Hugh Hefner poses with Holly Madison,Bridget Marquardt, Kendra Wilkinson at the Fox Reality Channel Really Awards on September 24 2008 at the Avalon Hollywood club in Hollywood California.Photo by: Frazer Harrison
Photos: Hugh Hefner's life as a playboy
Publisher Hugh Hefner (2nd from L) arrives with Playboy Playmates Kristina Shannon, Crystal Harris and Karissa Shannon at the "Hugh Hefner: Playboy, Activist And Rebel" screening during the 2009 Toronto International Film Festival held at the Visa Screening Room at the Elgin Theatre on September 12, 2009 in Toronto, Canada.Photo by: Jim Ross
Photos: Hugh Hefner's life as a playboy
Playboy founder Hugh Hefner and his fiance Crystal Harris arrives at Stansted Airport on June 2, 2011 in Stansted, England.Photo by: Dan Kitwood
Photos: Hugh Hefner's life as a playboy
Smokey Robinson (L) and Hugh Hefner party at the Barnstable Brown Kentucky Derby Eve Gala the on May 2, 2008 in Louisville, Kentucky.Photo by: Jeff Gentner
Photos: Hugh Hefner's life as a playboy
Playboy Playmates Kendra Wilkinson (L) and Bridget Marquardt pose with Hugh Hefner at the premiere of The Travel Channel's "Bridget's Sexiest Beaches" held at the Playboy Mansion on March 10, 2009 in Los Angeles, California.Photo by: Alberto E. Rodriguez
Photos: Hugh Hefner's life as a playboy
Playboy Magazine Creator and Publisher Hugh Hefner attends the launch party for season three of "The Girls Next Door" at the Playboy Mansion February 27, 2007 in Bel Air, California.Photo by: Mark Mainz
Photos: Hugh Hefner's life as a playboy
Playmates Kendra Wilkinson and Holly Madison, founder and editor-in-chief of Playboy magazine Hugh Hefner and playmate Bridget Marquardt attend the 2007 Monte Carlo Television Festival closing ceremony held at Grimaldi Forum on June 14, 2007 in Monte Carlo, Monaco.Photo by: Pascal Le Segretain
Photos: Hugh Hefner's life as a playboy
Hugh Hefner meets with fans at the Barnstable Brown Kentucky Derby Eve Gala the on May 2, 2008 in Louisville, Kentucky.Photo by: Jeff Gentner
Photos: Hugh Hefner's life as a playboy
Playboy Magazine owner Hugh Hefner and Crystal Harris arrives at the TCM Classic Film Festival's gala opening night world premiere of the newly restored film "A Star Is Born" at Grauman's Chinese Theatre on April 22, 2010 in Hollywood, California.Photo by: Alberto E. Rodriguez
Photos: Hugh Hefner's life as a playboy
Playmate Holly Madison, Hugh Hefner, playmates Bridget Marquardt and Kendra Wilkinson attend a photocall promoting the television serie 'Girls Next Door' on the second day of the 2007 Monte Carlo Television Festival held at Grimaldi Forum on June 12, 2007 in Monte Carlo, Monaco.Photo by: Pascal Le Segretain
Photos: Hugh Hefner's life as a playboy
Karissa Shannon, Kristina Shannon, Playboy publisher Hugh Hefner and Crystal Harris arrive at AFI Lifetime Achievement Award: A Tribute to Michael Douglas held at Sony Pictures Studios on June 11, 2009 in Culver City, California.Photo by: Frederick M. Brown
Photos: Hugh Hefner's life as a playboy
Playboy Founder and Editor-in-Chief Hugh M. Hefner (L) poses with 2015 Playmate of the Year Dani Mathers during Playboy’s 2015 Playmate of the Year Ceremony at the Playboy Mansion on May 14, 2015 in Los Angeles, California.Photo by: Charley Gallay
Photos: Hugh Hefner's life as a playboy
Hugh Hefner attends Playboy's 2013 Playmate Of The Year luncheon honoring Raquel Pomplun at The Playboy Mansion on May 9, 2013 in Holmby Hills, California.Photo by: Charley Gallay
Photos: Hugh Hefner's life as a playboy
Crystal Harris (L) and Hugh Hefner attend Playboy's 2013 Playmate Of The Year luncheon honoring Raquel Pomplun at The Playboy Mansion on May 9, 2013 in Holmby Hills, California.Photo by: Charley Gallay
Photos: Hugh Hefner's life as a playboy
Actor/comedian George Lopez (L) and Hugh Hefner attend Hugh Hefner's annual Midsummer Night's Dream party held at the Playboy Mansion on August 3, 2013 in Beverly Hills, California.Photo by: Charley Gallay
Photos: Hugh Hefner's life as a playboy
Playboy Founder and Editor-In-Chief Hugh M. Hefner poses with 2016 Playmate of the Year Eugena Washington at Playboy's 2016 Playmate of the Year Announcement at the Playboy Mansion on May 11, 2016 in Los Angeles, California.Photo by: Charley Gallay
Photos: Hugh Hefner's life as a playboy
Hugh Hefner (C) poses with Playboy Bunnies, Playmate of the Year 2013 Raquel Pomplun (2nd L) and Miss December 2009 Crystal Hefner (2nd R) at Playboy's 60th Anniversary special event on January 16, 2014 in Los Angeles, California.Photo by: Rachel Murray
Photos: Hugh Hefner's life as a playboy
Crystal Harris, Hugh Hefner and Cooper Hefner attend Playboy's 2013 Playmate Of The Year luncheon honoring Raquel Pomplun at The Playboy Mansion on May 9, 2013 in Holmby Hills, California.Photo by: Charley Gallay
Photos: Hugh Hefner's life as a playboy
Cooper Hefner, Hugh Hefner and Crystal Hefner attend Playboy Mansion's Annual Halloween Bash at The Playboy Mansion on October 25, 2014 in Los Angeles, California.Photo by: Charley Gallay
Photos: Hugh Hefner's life as a playboy
Hugh Hefner (L) and Cooper Hefner attend the Annual Midsummer Night's Dream Party at the Playboy Mansion hosted by Hugh Hefner on August 16, 2014 in Holmby Hills, California.Photo by: Christopher Polk
Photos: Hugh Hefner's life as a playboy
Hugh Hefner (c) with Kristina Shannon (L), Karissa Shannon (R) and guests arrive at the 2012 MusiCares Person of the Year Tribute to Paul McCartney held at the Los Angeles Convention Center on February 10, 2012 in Los Angeles, California.Photo by: Larry Busacca
Photos: Hugh Hefner's life as a playboy
A general view of the atmosphere at Amazon Original Series "American Playboy: The Hugh Hefner Story" premiere event at The Playboy Mansion on April 4, 2017 in Los Angeles, California.Photo by: Charley Gallay
Photos: Hugh Hefner's life as a playboy
Playboy Founder and Editor in Chief Hugh M. Hefner (L) and 2014 Playmate Of The Year Kennedy Summers attend Playboy's 2014 Playmate Of The Year Announcement and Reception at The Playboy Mansion on May 15, 2014 in Holmby Hills, California.Photo by: Mike Windle