Hugh Marston Hefner was an American magazine publisher known for founding and editing Playboy magazine. Launched in 1953, Playboy gained notoriety for its inclusion of revealing photography and articles alongside content covering topics like literature, art, politics, and culture, sparking significant cultural impact and controversy.
Hugh Marston Hefner was born on April 9, 1926, in Chicago.
Hugh Hefner's younger brother, Keith Hefner, was born in 1929.
Hugh Hefner began serving as a writer for a military newspaper for the United States Army in 1944.
Hugh Hefner finished his service as a writer for a military newspaper for the United States Army in 1946.
Hugh Hefner married Mildred Williams in 1949.
In 1949, Hugh Hefner graduated from the University of Illinois Urbana-Champaign with a Bachelor of Arts degree in psychology and double minors in creative writing and art.
Marilyn Monroe participated in a nude photoshoot in 1949, which was later featured in the first issue of Playboy in 1953.
In January 1952, Hugh Hefner left his copywriting job at Esquire after being denied a raise.
Christie Hefner, the daughter of Hugh Hefner and Mildred Williams, was born in 1952.
Hugh Hefner launched Playboy magazine in December 1953, with the first issue featuring Marilyn Monroe from a 1949 photoshoot.
David Hefner, the son of Hugh Hefner and Mildred Williams, was born in 1955.
After Esquire magazine rejected Charles Beaumont's science fiction story "The Crooked Man" in 1955, Hugh Hefner published it in Playboy, sparking controversy for its themes of heterosexuality being persecuted in a predominantly homosexual society.
"Playboy's Penthouse," a television show hosted by Hugh Hefner, premiered in 1959.
Hugh Hefner and Mildred Williams divorced in 1959.
Hugh Hefner's television show, "Playboy's Penthouse," concluded in 1960.
Hugh Hefner saw comedian Dick Gregory perform at the Herman Roberts Show Bar in Chicago in 1961 and hired him to work at the Chicago Playboy Club, giving Gregory's career a significant boost.
Playboy introduced the "playboy interview" section in 1962, featuring in-depth interviews with influential figures.
On June 4, 1963, Hugh Hefner faced arrest for promoting obscene literature after Playboy published nude photos of Jayne Mansfield. The case resulted in a hung jury.
Alex Haley conducted an interview with Malcolm X in 1963 for Playboy's "playboy interview" series.
On September 12, 1966, Hugh Hefner participated in a televised debate on the program "Firing Line," where he engaged in a discussion with William F. Buckley Jr. about "The Playboy Philosophy."
Commissioned by Hugh Hefner, Alex Haley interviewed George Lincoln Rockwell, the leader of the American Nazi Party, in 1966, for Playboy magazine.
Hugh Hefner began hosting "Playboy After Dark," a television show, in 1969.
"Playboy After Dark," the television show hosted by Hugh Hefner, came to an end in 1970.
Hugh Hefner openly criticized "militant feminists" in 1970, stating their opposition to the societal norms promoted by Playboy.
Hugh Hefner acknowledged experimenting with bisexuality in 1971. That same year, he established a second residence, Playboy Mansion West, in Los Angeles.
Hugh Hefner permanently moved from Chicago to Los Angeles in 1975.
In 1976, Hugh Hefner's father, Glenn Lucius Hefner, passed away.
In 1978, Hugh Hefner played a significant role in the fundraising efforts that led to the restoration of the iconic Hollywood Sign. He organized a gala fundraiser at the Playboy Mansion and made a substantial personal contribution to the project.
The 1966 interview between Alex Haley and George Lincoln Rockwell was recreated in the 1979 miniseries "Roots: The Next Generations," with James Earl Jones portraying Haley and Marlon Brando as Rockwell.
On March 7, 1985, at the age of 58, Hugh Hefner experienced a minor stroke, prompting him to reassess his lifestyle. He decided to reduce his involvement in extravagant parties and adopted a more subdued routine.
In 1988, Hugh Hefner's daughter, Christie Hefner, assumed control of Playboy's business operations, marking a significant shift in the company's leadership.
Hugh Hefner's son, Marston Glenn Hefner, was born in 1990.
Hugh Hefner's son, Cooper Hefner, was born in 1991.
Hugh Hefner purchased the crypt next to Marilyn Monroe's at the Westwood Village Memorial Park Cemetery in 1992 for $75,000.
In 1992, Hugh Hefner purchased a crypt located directly beside Marilyn Monroe's final resting place at Westwood Memorial Park in Los Angeles.
Hugh Hefner lent his voice to the character of himself in a 1993 episode of "The Simpsons" titled "Krusty Gets Kancelled."
The biographical television special "Hugh Hefner: American Playboy," directed by Kevin Burns, premiered in 1996.
Hugh Hefner's mother, Grace Caroline (Swanson) Hefner, passed away in 1997.
Hugh Hefner and Kimberley Conrad separated in 1998 after a period of estrangement. Despite their separation, they continued to reside in close proximity, with Conrad moving into a house adjacent to the Playboy Mansion.
Hugh Hefner provided financing for the documentary "Discovering the It Girl" in 1999, a film about actress Clara Bow.
Hugh Hefner made a guest appearance as himself in a 2000 episode of "Sex and the City."
In a 2000 interview with Playboy magazine, Hugh Hefner openly shared his perspective on religion, expressing his belief that it was a myth created by humans to provide explanations for the unexplainable.
Hugh Hefner made guest appearances on the HBO shows "Curb Your Enthusiasm" and "Entourage" in 2005.
The reality television series "The Girls Next Door," which offered a glimpse into the lives of Hugh Hefner and his girlfriends, premiered in 2005.
An episode of "E! True Hollywood Story" in 2006 revealed that Mildred Hefner permitted Hugh Hefner to have relationships with other women after she admitted to infidelity.
Hugh Hefner made a guest appearance as himself on an episode of the animated television show "Robot Chicken" in 2006.
In 2006, Hugh Hefner revealed in an interview with E! that his mother provided $1,000 for the launch of Playboy, not because she believed in the venture but because she believed in him.
In 2007, Hugh Hefner made a generous donation to the University of Southern California's School of Cinematic Arts. In recognition of his contribution, the university decided to rename their audiovisual archive at the Norris Theater as the Hugh M. Hefner Moving Image Archive.
In 2007, Hugh Hefner provided his voice for a character on the animated sitcom "Family Guy."
October 2008 marked a turning point as Holly Madison, Bridget Marquardt, and Kendra Wilkinson, who resided at the Playboy Mansion, collectively decided to depart from the residence.
In January 2009, Hugh Hefner embarked on a romantic relationship with Crystal Harris, marking the beginning of their courtship.
After six seasons, the reality television series "The Girls Next Door" concluded in 2009.
Daren Metropoulos, a principal at the private equity firm Metropoulos & Company, acquired a property located next to the Playboy Mansion in 2009.
Hugh Hefner received a Golden Raspberry Award nomination for "Worst Supporting Actor" for his performance in the film "Miss March" in 2009.
In 2009, Hugh Hefner initiated divorce proceedings against Kimberley Conrad after an 11-year separation. Hefner cited irreconcilable differences as the reason for the divorce.
In a statement made to the Los Angeles Times in 2009, Hugh Hefner expressed his strong desire to have his final resting place next to Marilyn Monroe, considering it an irresistible opportunity to spend eternity by her side.
On April 26, 2010, Hugh Hefner made a substantial donation to a conservation group, providing the final $900,000 needed to purchase land and prevent development that would obstruct the view of the Hollywood Sign. As a tribute to his support for conservation efforts, an endangered subspecies of marsh rabbit was named Sylvilagus palustris hefneri in his honor.
"Hugh Hefner: Playboy, Activist and Rebel," a documentary about Hugh Hefner directed by Brigitte Berman, was released on July 30, 2010.
On November 18, 2010, Dr. Lois Lee, founder and president of the organization Children of the Night, presented Hugh Hefner with the first-ever Founder's Hero of the Heart Award. This special recognition was given to Hefner in appreciation for his longstanding dedication, commitment, and generous contributions to the organization's mission.
On December 24, 2010, Hugh Hefner announced his engagement to Crystal Harris, signifying his commitment to their relationship.
Hugh Hefner's divorce from Kimberley Conrad was finalized in 2010, concluding their marriage of over two decades.
Crystal Harris made the decision to break off her engagement with Hugh Hefner on June 14, 2011, just days before their scheduled wedding ceremony.
Hugh Hefner made a voice-only appearance as himself in the 2011 film "Hop."
In 2011, Hugh Hefner publicly identified as an independent, expressing his dissatisfaction with both the Democratic and Republican parties.
Hugh Hefner announced in 2012 that his son, Cooper Hefner, would take over as the public face of Playboy.
In 2012, Hugh Hefner publicly endorsed and supported Barack Obama's campaign for reelection as President of the United States.
On December 31, 2012, Hugh Hefner and Crystal Harris officially exchanged vows in a private wedding ceremony, solidifying their relationship as husband and wife.
In January 2016, the Playboy Mansion was officially put up for sale with an asking price of $200 million. The sale came with the condition that Hugh Hefner would retain the right to live and work in the mansion.
Hugh Hefner's brother, Keith Hefner, passed away on April 8, 2016, at the age of 87.
Keith Hefner, Hugh Hefner's brother, passed away in 2016.
The Amazon original series "American Playboy: The Hugh Hefner Story" was released in April 2017. The ten-episode series combined interviews, archival footage, and dramatic recreations to chronicle Hefner's life and career, from the founding of Playboy magazine to his personal relationships and impact on popular culture.
In May 2017, Hugh Hefner made his final Playmate of the Year announcement at the iconic Playboy Mansion, marking the end of an era.
Hugh Hefner passed away on September 27, 2017.
In October 2017, a biopic about Hugh Hefner, directed by Brett Ratner and written by Jeff Nathanson, was greenlit by Playboy Enterprises, with Jared Leto rumored to be cast as Hefner.
Following sexual harassment allegations against director Brett Ratner in November 2017, the biopic about Hugh Hefner was put on hold indefinitely. Leto's representatives also denied his involvement with the film.
On January 24, 2022, a 12-part television documentary series titled "Secrets of Playboy" premiered on A&E. The series featured interviews with former employees and associates of Hugh Hefner, both male and female, who made allegations of a pattern of sexual misconduct and exploitation at the Playboy Mansion and other locations associated with Hefner.
In January 2024, Crystal Hefner, Hugh Hefner's widow, published a memoir in which she shared her experiences while residing at the Playboy Mansion. In her book, she alleges that the environment was hostile and that she felt like a prisoner during her time there.