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10,211 Hugh Hefner Photos and High-Res Pictures

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Browse 10,211 hugh hefner photos and images available, or start a new search to explore more photos and images.

Los Angeles, CA Hugh Hefner and Crystal Hefner attend Playboy Mansion's Annual Halloween Bash at The Playboy Mansion on October 25, 2014 in Los...

Playboy Mansion Hosts Annual Halloween Bash

Hugh Hefner poses at Playboy's 60th Anniversary special event on January 16, 2014 in Los Angeles, California.

60 Playmate Bunnies Celebrate Playboy's 60th Anniversary

Playboy bunny Sheila Levell, Playboy founder Hugh Hefner and Playboy bunny Holly Madison perform a scene during the filming of a commercial for "X...

Hugh Hefner & Bob Burnquist Film X Games IX Commercial

Holly Madison and Hugh Hefner

Hugh Hefner's 81st Birthday Weekend - Birthday Party at The Playboy Club at The Palms Hotel and Casino Resort

Hugh Hefner poses for a photo on Nov 17 2005 in Los Angeles, California.

Playboy bunny Sheila Levell, Playboy founder Hugh Hefner and Playboy bunny Holly Madison perform a scene during the filming of a commercial for "X...

Hugh Hefner & Bob Burnquist Film X Games IX Commercial

Hugh Hefner and Crystal Harris celebrate Hugh Hefner's 84th birthday at Nine Steakhouse at The Palms Casino Resort on April 10, 2010 in Las Vegas,...

Hugh Hefner Celebrates His 84th Birthday At The Palms Casino Resort

Portrait of American publisher Hugh Hefner sitting in front of a wall collage of female centerfolds from his men's magazine 'Playboy' which he...

Los Angeles, CA Hugh Hefner and Crystal Hefner attend Playboy Mansion's Annual Halloween Bash at The Playboy Mansion on October 25, 2014 in Los...

Playboy Mansion Hosts Annual Halloween Bash

Hugh Hefner, with many of the costumed waitresses from his Playboy Clubs, known due to the outfits as "bunnies".

Hugh Hefner Surrounded by Playboy Bunnies

Hugh Hefner and Playmate Holly Madison

Skyy Vodka Celebrates Playboy's August Issue With Playmate of the Year Kara Monaco

Hugh Hefner and Holly Madison attend the 2007 Playmate of the Year party at the Playboy Mansion on May 3, 2007 in Los Angeles, California.

Hugh Hefner Reveals 2007 Playmate Of The Year

Playboy magazine founder Hugh Hefner poses at his Los Angeles, California home, 19 November, 2003. Fifty years after Hefner launched Playboy and a...

Playboy magazine founder Hugh Hefner pos

Hugh Hefner and girlfriend Holly Madison during Animal Fair's 6th Annual "Paws for Style" Pet Fashion Show and Gala Charity Auction - Red Carpet and...

Animal Fair's 6th Annual "Paws for Style" Pet Fashion Show and Gala Charity Auction - Red Carpet and Show

Bridget Amarquardt, Holly Madison, Hugh Hefner, Zoe Gregory, Sheila LeVell, Cristal Camden and Izabella St. James

The Palms Casino Celebrates Playboy's 50th Anniversary

Hugh Hefner poses for a photo on Nov 17 2005 in Los Angeles, California.

Holmby Hills, CA. Hugh Hefner at his Playboy Mansion.

21799_hugh_hefner02.jpg

Hugh Hefner poses with Kendra Wilkinson Bridget Marquardt and Holly Madison before a screening of Bonnie and Clyde at the Playboy Mansion June 18,...

Hugh Hefner Movie Screening at Playboy Mansion

Publisher Hugh Hefner and television personality Kendra Wilkinson attend Hugh Hefner's 82nd birthday celebration at Moon Nightclub inside The Palms...

Hugh Hefner's 82nd Birthday Celebration at The Palms Casino Resort

Playmate Crystal Hefner and Founder of Playboy Enterprises Hugh Hefner attend the 2013 Playboy Playmate of the Year announcement and reception held...

2013 Playboy Playmate Of The Year Announcement And Reception

Playboy impresario Hugh Hefner with his daughter, Christie Hefner, at the 'Playmate of the Year' luncheon, at the Playboy Mansion West, Los Angeles,...

Hugh And Christie Hefner

Pamela Anderson and Hugh Hefner

Hugh Hefner and International Images Launch the Playboy Legacy Collection

Pamela Anderson and Hugh Hefner

?A Day at The Mansion? ? sponsored by Red Bull Energy Drink and Playboy to celebrate the X-Games in Los Angeles

Playboy founder Hugh Hefner and his friends Bridget Marquardt , Holly Madison and Kendra Wilkinson pose for a picture during a party to celebrate his...

Playboy Party Celebrating Hugh Hefner's 80th Birthday

Group of Playboy Bunnies line up for inspection by Hugh Hefner, publisher of Playboy magazine, in the main room of Playboy Mansion in Chicago. Hefner...

Playboy Bunnies in Formation for Costume Approval

American publisher Hugh Hefner arrives at London Airport from Chicago with an entourage of Playboy Bunnies, 26th June 1966. He is in the capital for...

Pamela Anderson and Hugh Hefner

�A Day at The Mansion� � sponsored by Red Bull Energy Drink and Playboy to celebrate the X-Games in Los Angeles

Playboy founder Hugh Hefner and model Pamela Anderson attend the Hugh Hefner Autographs Limited Edition Six-Volume Anthology Party by Taschen on...

Hugh Hefner Autographs Limited Edition Six-Volume Anthology By Taschen

Chief Creative Officer of Playboy Enterprises Hugh Hefner attends the premiere of NBC's "Knight Rider" at the Playboy Mansion February 12, 2008 in...

Premiere of NBC's "Knight Rider"

Hugh Hefner and Cooper Hefner attend the Annual Midsummer Night's Dream Party at the Playboy Mansion hosted by Hugh Hefner on August 16, 2014 in...

Hugh Hefner Hosts Annual Midsummer Night's Dream Party At The Playboy Mansion

Autographed polaroid photograph of American businessman and Playboy founder Hugh Hefner as he poses with his daughter, Christie Hefner and...

Polaroid Of Hefner, Hefner, & Benton

Hugh Hefner & Playboy Bunnies at the Playboy Mansion in Beverly Hills, California

Rembrandts Video Shoot for the song "This House is not a Home".

Los Angeles, CA- For 20 years, Playboy Bunnies scuttled about on their errands of mercy clad in 1-piece bathing suits with cuffs, collars, ties,...

Hugh Hefner Unveils New Look for Playboy Bunnies

Los Angeles, CA- For 20 years, Playboy Bunnies scuttled about on their errands of mercy clad in 1-piece bathing suits with cuffs, collars, ties,...

Hugh Hefner Unveils New Look for Playboy Bunnies

American model Rhonda Adams beside American magazine publisher Hugh Hefner and his wife, American model and actress Kimberley Conrad and their sons,...

Playboy Magazine Playmate Of The Year Presentation

Kendra Wilkinson, Hugh Hefner and Holly Madison during Playboy and Stoli Celebrate The September Cover for "The Girls Next Door" at Social Hollywood...

Playboy and Stoli Celebrate The September Cover for "The Girls Next Door"

Los Angeles, UNITED STATES: Hugh Hefner, CEO of Playboy Enterprises, poses for a photo during an interview with journalists at his mansion in Los...

Hugh Hefner, CEO of Playboy Enterprises,

Hugh Hefner and Holly Madison attend the Playboy and Skyy Vodka Party on July 18, 2006 in Los Angeles, California.

Playboy And Skyy Vodka Party On The Blue Carpet - Arrivals

Model Crystal Hefner and Hugh Hefner attend the annual Halloween Party, hosted by Playboy and Hugh Hefner, at the Playboy Mansion on October 24, 2015...

Playboy And Hugh Hefner Host Annual Halloween Party At The Playboy Mansion

Hugh Hefner with Joan Bradshaw and girls at a Play Boy Party in Los Angeles, California.

Playboy Founder Hugh Hefner and Playmate Crystal Harris attend The Beverly Hills City Council and Playboy Enterprises, Inc. Ribbon cutting ceremony...

The Beverly Hills City Council And Playboy Enterprises, Inc. Celebrate The Return Of Playboy World Headquarters To Beverly Hills

Hugh Hefner and Playboy Playmates during Tom Brady and ESPN Host "Fight For Victory" Pre-Party for the 12th Annual ESPY Awards at Playboy Mansion in...

Tom Brady and ESPN Host "Fight For Victory" Pre-Party for the 12th Annual ESPY Awards

Holly Madison and Hugh Hefner during Playboy and Stoli Celebrate the Season 2 DVD Release of The Girls Next Door at Stoli Hotel Hollywood in...

Playboy and Stoli Celebrate the Season 2 DVD Release of The Girls Next Door

The Playboy mansion October 20, 2004 in Holmby Hills, Los Angeles, California

Playboy Mansion, Hugh Hefner

New York,NY -: Hugh M. Hefner, Editor and Publisher of Playboy, is shown with Cynthia Maddox, the blond cover girl on the February issue of his...

Hugh Hefner And Cynthia Maddox/On Plane

Portrait of Hugh Hefner, chief of Playboy Enterprises.

Playboy Enterprises Founder Hugh Hefner

American magazine publisher Hugh Hefner and his companion, American model and actor Barbi Benton, relax on a bed while a stewardess attends to them...

American magazine publisher Hugh Hefner with his wife, American model and actress Kimberley Conrad, and their two sons Marston Glenn Hefner and...

American men's lifestyle magazine publisher Hugh Hefner, poses for a portrait during 'The Hoppening' to benefit AIDS Project Los Angeles Playboy...

'The Hoppening' Playboy Party

Karissa Shannon, Kristina Shannon, Hugh Hefner and Crystal Harris in the audience during the AFI Lifetime Achievement Award: A Tribute to Michael...

37th AFI Life Achievement Award On TV Land Prime - Backstage And Audience

Millionaire publisher of Playboy magazine Hugh Hefner poses with a bevy of bunny girls at one of America's chain of Playboy clubs.

Hugh Hefner and Pamela Anderson during The Official Launch Party For Spike TV At The Playboy Mansion - Inside at The Playboy Mansion in Bel Air,...

The Official Launch Party For Spike TV At The Playboy Mansion - Inside

American businessman Hugh Hefner and his girlfriend Barbi Benton on board his private jet 'Big Bunny' at London Airport, July 1970. The couple are on...

Kristina Shannon, Karissa Shannon, Hugh Hefner and Crystal Harris attends Hugh Hefner's 83rd birthday pool party at Palms Place at the Palms Resort &...

Hugh Hefner Birthday Pool Party At Palms Place

Playboy impresario Hugh Hefner with a group of bunny girls at London Airport , 25th June 1966. Hefner has flown in for the opening of the London...

Playboy Comes To London

Hugh Hefner poses for a photo on Nov 17 2005 in Los Angeles, California.

Playboy's Hugh Hefner and his Playmates, Kendra Wilkinson , Bridget Marquardt and Holly Madison arrive at "Fight for Victory", the 13th Annual Espy...

Andy Roddick Hosts 13th Annual Espy Pre-Party - Arrivals

Los Angeles, CA Cooper Hefner, Hugh Hefner and Crystal Hefner attend Playboy Mansion's Annual Halloween Bash at The Playboy Mansion on October 25,...

Playboy Mansion Hosts Annual Halloween Bash

Kendra Wilkinson, Holly Madison, Hugh Hefner and Bridget Marquardt

Heavyweight Fight at the Playboy Mansion - Tony The Tiger Thompson vs. Timor Ibragimov - Arrivals

Hugh Hefner and Holly Madison during LG Presents Mariah Carey and Jermaine Dupri's GRAMMY After Party at Private Resident in Bel Air, California,...

LG Presents Mariah Carey and Jermaine Dupri's GRAMMY After Party

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