Hugh Hefner
Hugh Marston Hefner (April 9, 1926 – September 27, 2017) was a magazine publisher in the United States. He was the founder and editor-in-chief of Playboy magazine, which featured provocative images and writing that sparked indecent accusations. The first issue of Playboy, which featured Marilyn Monroe in a nude calendar shot and sold over 50,000 copies, was released in 1953.
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Hefner expanded the Playboy brand into a global Playboy Club system. He also lived in opulent mansions where his Playboy pals chronicled their wild partying lifestyle, piquing media interest. He was also a political activist in the Democratic Party. Hefner was an advocate of "sexual liberation" and "freedom of expression."
Betty Conklin Hugh Hefner
Hugh Hefner’s relationship history starts with Betty Conklin. He had a huge crush on Betty in high school. But, technically they have never been in a relationship. Currently, she lives in San Francisco.
Hugh Hefner Girlfriends List 2022
S. No | Girlfriend Names |
1 | Mildred Williams (1949-1959) |
2 | Barbi Benton (1969-1976) |
3 | Carrie Leigh (1983-1988) |
4 | Kimberley Conrad (1989 - 2010) |
5 | Mandy and Sandy Bentley (1999-2000) |
6 | Brande Roderick (2000-2001) |
7 | Holly Madison (2001-2008) |
8 | Tina Marie Jordan (2000-2001) |
9 | Izabella St. James (2002-2004) |
10 | Bridget Marquardt (2002-2009) |
11 | Kendra Wilkinson (2004-2008) |
12 | Kristina and Karissa Shannon (2008-2010) |
13 | Crystal Harris (2012 - 2017)
|
Mildred Williams (1949-1959)
Image Source: Celeb Suburb
Mildred Williams and Hefner met in college and married in 1949. They had two children together. Williams had admitted to having an affair with Hefner while he was in the military. "That was the most devastating moment in my life," he added. He also mentioned that, to make up for her adultery, Hefner's wife would let him sleep with other women. In 1959, they divorced.
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Barbi Benton (1969-1976)
She got a part on "Playboy After Dark" and met Hugh Hefner. Hefner and Barbi lived together for nine years, and Hefner claimed, "I only regret not marrying Barbi because it finally led to our going our separate ways."
Carrie Leigh (1983-1988)
Image Source: The Sun
Leigh was Hefner's live-in partner for five years before leaving him, and she described it as "almost like a cult" staying in the mansion.
Kimberley Conrad (1989 - 2010)
Image Source: 999Dots
Conrad and Hefner married in 1989 and had two children together. The couple divorced after nine years of marriage, yet they remained officially married. The couple filed for divorce after an 11-year separation.
Mandy and Sandy Bentley (1999-2000)
Image Source: Google Arts & Culture
For a year, the twin sisters were Hefner's first twin live-in girlfriends.
Brande Roderick (2000-2001)
Roderick dated Hefner for a year before becoming Playmate of the Year in 2001. Brande married former NFL player Glenn Cadrez in 2007 and they have three children together. They eventually broke up in 2017. She now manages FantaZ, a fantasy game website, as well as her YouTube channel, At Home with Brande, and is a successful author.
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Holly Madison (2001-2008)
For seven years, Holly Madison was Hefner's girlfriend. She resided in the mansion for about 7 years from the age of 21 to 28. She, along with Kendra Wilkinson and Bridget Marquardt, were among the initial cast members of "Girls Next Door." In Secrets of Playboy, the celebrity details her "cult-like" experience as Hef's lover. She even makes charges of violence against her former beau. Holly is married and has two children: Rainbow and Forest.
Tina Marie Jordan (2000-2001)
Image Source: whosdatedwho.com
Tina and Hefner were in a relationship for about a year. She was once a host in a radio show, however she currently appears to stay out of the spotlight.
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Izabella St. James (2002-2004)
Izabella met Hefner in law school when she was 26 years old. In 2002, she was asked to live into Hefner's mansion and become his girlfriend. However, she ended up penning "Bunny Tales: Behind Closed Doors at the Playboy Mansion," a tell-all book. Her Instagram bio refers to her as the founder and CEO of The Pug Queen Foundation.
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Bridget Marquardt (2002-2009)
Bridget, together with Holly Madison and Kendra Wilkinson, dated Hefner. Bridget was Hugh Hefner's black girlfriend. She was a member of the initial cast of "Girls Next Door." She currently owns a YouTube channel where she uploads her vlogs. She also produces podcasts called "Ghost Magnet." Since 2009, she's been dating film director Nick Carpenter, and the two appear to be happier than ever.
Kendra Wilkinson (2004-2008)
Hefner was dating Holly at the same time as Kendra and Bridget, who were both cast members on "Girls Next Door." Kendra also revealed that she cheated on Hefner frequently while they were dating.After her relationship with Hefner ended, She moved on to appear in several reality shows. The most recent of which is Kendra Sells Hollywood. She married and divorced former NFL player Hank Baskett. The ex-couple is now working as a real estate agent, and they are doing their utmost to co-parent their children.
Kristina and Karissa Shannon (2008-2010)
Image Source: Wikimedia Commons
The twins, who were also cast in "The Girls Next Door," moved into the mansion in 2008. Hefner allegedly banned them from the mansion for bringing their younger lovers over. Hugh referred to the Bentley twins as his lovers between 1999 and 2000. In 2015, the Shannon twins featured on an episode of Botched, where they discussed their botched plastic surgery experiences. They continue to work as stunning models now.
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Crystal Harris (2012 - 2017)
Hugh Hefner married Crystal Harris on New Year's Eve in 2012. At the time, he was 86 years old and she was 26 years old. They remained together till Hefner passed away on September 27. She also opened up about her Lyme disease which was a result of her breast implants.
“I removed everything fake from my body and deleted all my old photos,”
“I am more authentic, vulnerable and feel that I belong more to myself. I am mine.”
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