Hugh Hefner Pictures

Playmate of the Year

Hugh Hefner - Playboy Magazine's 2013 Playmate of the Year ceremony held at the Playboy Mansion. - Holmy Hills, California,...

Hugh Hefner, guest, at 'The Rum Diary' premiere held at the LACMA Bing Theater - Arrivals Los Angeles, California...

Hugh Hefner, son, at 'The Rum Diary' premiere held at the LACMA Bing Theater - Arrivals Los Angeles, California...

Cooper Hefner and Hugh Hefner 'The Rum Diary' premiere held at the LACMA Bing Theater - Arrivals Los Angeles, California...

Hugh Hefner 'The Rum Diary' premiere held at the LACMA Bing Theater - Arrivals Los Angeles, California - 13.10.11

Hugh Hefner The 6th Annual Kandyland Party at the Playboy Mansion Beverly Hills Los Angeles, California - 25.06.11

Hugh Hefner and Sophia Berglund The 6th Annual Kandyland Party at the Playboy Mansion Beverly Hills Los Angeles, California -...

Hugh Hefner The 6th Annual Kandyland Party at the Playboy Mansion Beverly Hills Los Angeles, California - 25.06.11

Hugh Hefner Playboy Club London Gala Opening Event held at the Playboy Club in Mayfair - Arrivals. London, England -...

Hugh Hefner with fiancee Crystal Harris (Centre R) Playboy Club London Gala Opening Event held at the Playboy Club in...

Hugh Hefner with fiancee Crystal Harris (Centre R) Playboy Club London Gala Opening Event held at the Playboy Club in...

Hugh Hefner riding a mobility scooter whilst enjoying a day out at Disneyland Los Angeles, California - 21.04.11

Hugh Hefner and Playboy bunnies, Anna Berglund and Caroline Clark, riding a mobility scooter whilst enjoying a day out at...

Hugh Hefner riding a mobility scooter whilst enjoying a day out at Disneyland Los Angeles, California - 21.04.11

Hugh Hefner and Crystal Harris The Karma Foundation and MGM Home Entertainment present Kandyland V and celebrate the Blu-Ray and...

Hugh Hefner's twin girlfriends Karissa Shannon and Kristina Shannon attend a signing session for 'Playboy's Miss July and Miss August'...

Hugh Hefner's twin girlfriend Karissa Shannon attends a signing session for 'Playboy's Miss July and Miss August' at the Playboy...

Hugh Hefner's twin girlfriends Karissa Shannon and Kristina Shannon attend a signing session for 'Playboy's Miss July and Miss August'...

Hugh Hefner's twin girlfriend Kristina Shannon attends a signing session for 'Playboy's Miss July and Miss August' at the Playboy...

Hugh Hefner Playboy Playmate of The Year 2009 held at The Palms Hotel Casino Las Vegas, Nevada - 02.05.09

Hugh Hefner Playboy Playmate of The Year 2009 held at The Palms Hotel Casino - Arrivals Las Vegas, Nevada -...

Replica of Hugh Hefner's star on the Hollywood Walk of Fame Carpe Noctem (Seize the Night) pajama and lingerie party...