THEN AND NOW: Hugh Hefner's former girlfriends and wives

The couple, who were reportedly childhood sweethearts, tied the knot in 1949, and remained married for about a decade.

However, while Hefner was away serving in the Army, Williams had an affair with another man, which devastated Hefner.

Hefner and Williams had two children together — a son, David, and a daughter, Christie.

Cole was Playmate of the year in 1973, and went on to marry Victor Lownes, a businessman who also worked for Playboy enterprises.

She wrote an essay for the Guardian in 2003 about her love of professional boxing and her experience covering the sport.

Muller was an actress and model who was scouted by Playboy in London. She went on to appear on the magazine's cover several times, and was later named Playmate of the year in 1976.

Muller and Hefner reportedly dated from 1976 to 1977, and remained friends after their breakup.

According to IMDB, Muller has appeared on "Starsky and Hutch," "Charlie's Angels," and "Magnum P.I.," as well as in a music video for Van Halen.

Benton and Hefner first met in 1968 on the set of the syndicated TV show "Playboy After Dark" — she was 18, and Hefner was 42. The couple dated for several years, and Benton even moved into the Los Angeles Playboy mansion with Hefner. She also appeared on the cover of Playboy several times.

Benton and Hefner broke up for good in 1976, and the model married entrepreneur George Gradow in 1979.

Benton had small roles on "Charlie's Angels," "CHiPs," and "Murder, She Wrote," and appeared repeatedly on "The Love Boat" and "Fantasy Island," according to her IMDB page.

The model has two children with Gradow. She appeared on a 2005 episode of E!'s reality show "The Girls Next Door," which featured Hefner and his then-girlfriends Holly Madison, Bridget Marquardt, and Kendra Wilkinson.

The model reportedly met Hefner when she was just 19, and moved in with him in 1983 before breaking it off a couple years later.

Leigh went on to file several lawsuits against Hefner, and told the Washington Post in 1999 that life at the mansion was "almost like a cult."

Per the Post, Leigh got married and had a child after leaving Hefner. She also appeared in several films and TV shows, including "Blood Relations" and "The New Mike Hammer."

The couple tied the knot in 1989, and had two sons during their marriage: Marston in 1990, and Cooper in 1991. They separated in 1998.

Although they separated in 1998, Hefner and Conrad's divorce was finalized in 2009. Hefner told People at the time that Conrad had wanted to remain legally married for their sons.

The twins lived with Hefner at the Los Angeles Playboy mansion during their relationship, and appeared on the May 2000 cover of the magazine.

Both Mandy and Sandy had bit parts on "Sex and the City" and "Two and a Half Men" in 2000 and 2005, respectively. According to her IMDB page, Mandy also appeared as a courtesan in the 2002 film "The Scorpion King."

The couple dated from 2000 to 2001. Roderick was also named Playmate of the year in 2001.

The "Baywatch" actress has appeared in numerous films, including "The Nanny Diaries" and the 2004 "Starsky and Hutch" movie.

In addition to her acting career, Roderick also works as a realtor in southern California, according to her website. She has two children with husband Glenn Cadrez, whom she married in 2007.

They met when St. James was 26, and dated from 2002 to 2004.

St. James later said that she "got seduced by the Playboy lifestyle" during her relationship with Hefner.

Published in 2006, "Bunny Tales: Behind Closed Doors at the Playboy Mansion" detailed St. James' time with Hefner and his other girlfriends.

St. James had several small film roles following her breakup with Hefner, including parts in "Thunder Over Reno" and "Ninja Cheerleaders."

She also appears to run a dog rescue called The Pug Queen, which focuses on saving abused or abandoned pugs and connecting them to adopters.

The couple dated from 2001 to 2008, and Madison was one of several of Hefner's girlfriends featured on the E! reality show "The Girls Next Door."

Following her breakup with Hefner, Madison starred on a short-lived "Girls Next Door" spinoff show called "Holly's World," which focused on her new life in Las Vegas.

Madison also performed in a burlesque show in Vegas from 2009 to 2012, and had bit parts in the 2009 film "The Telling," and in "Sharknado 3," which premiered in 2015.

That same year, Madison released her memoir about her life at the mansion, titled "Down the Rabbit Hole: Curious Adventures and Cautionary Tales of a Former Playboy Bunny."

Madison tied the knot with entrepreneur Pasquale Rotella in 2013, but the couple separated in 2018. They have two children together: daughter Rainbow Aurora, born in 2013, and son Forest Leonardo Antonio, born in 2016.

Recently, Madison has condemned Hefner and her experience at the mansion.

On A&E's docuseries "Secrets of Playboy," which takes a closer look at the men's magazine and the life of its founder, Madison compared life at the mansion to being in a "cult," said she was offered drugs by Hefner and considered suicide during their relationship, and alleged that most women who aspired to Playmate of the year had to sleep with Hefner to secure the title.

Hefner's son Cooper seemingly denied the allegations against his father in a January tweet, and the Playboy brand has distanced themselves from Hefner in recent statements.

The reality show aired from 2005 to 2010.

Following her split with Hefner in 2009, Wilkinson tied the knot with pro football player Hank Baskett. They divorced in 2018, and share two children together: son Hank Jr., 11, and daughter Alijah, 7.

Wilkinson also starred on a "Girls Next Door" spinoff called "Kendra" from 2009 to 2011, and released a memoir called "Sliding Into Home" in 2010.

Following her divorce, Wilkinson received her real-estate license and became a realtor. Her new career is currently the focus of a Discovery + show called "Kendra Sells Hollywood."

Like Madison and Wilkinson, Marquardt also lived in the Playboy mansion and starred on "Girls Next Door."

After ending things with Hefner, Marquardt began dating filmmaker Nick Carpenter, who she met in 2008. The couple got engaged in 2015.

Marquardt studied paranormal investigation and research while living at the Playboy mansion in Los Angeles, and later became certified in paranormal investigation and parapsychology, according to Nylon.

She currently hosts a podcast called "Ghost Magnet." On the podcast, Marquardt speaks with guests about their experiences with spirits, and even invited Madison on for an episode to speak about the "ghosts" in the Playboy mansion.

After being recruited to do a test shoot for Playboy magazine, the twins were named Playmates for July and August 2009, and received an invitation from Hefner to move into the Playboy mansion in Los Angeles in 2008.

Karissa recently revealed that she became pregnant by Hefner during her time at the mansion, but decided to have an abortion.

Kristina and Karissa have also appeared in several porn films since leaving the mansion, and were recently featured on a special episode of "Secrets of Playboy."

The couple first met in 2008 at a party at the Playboy mansion, but rekindled their romance after Wilkinson, Madison, and Marquardt moved out.

Hefner and Harris were originally supposed to be married in 2011, but Harris called off the wedding just a few days before they were due to tie the knot. They later finalized their marriage in 2012, when Harris was 26 and Hefner was 86, and remained together until Hefner's death in 2017.

Harris frequently shares photos with Malaty to her Instagram account.

The model has also recently weighed in on the allegations against her late husband. Harris seemingly confirmed Madison's claim that Hefner took and distributed sexually explicit, non-consensual photos of intoxicated women during nights out at the mansion.

Harris also said she was "exploited like never before" during her marriage to Hefner in an emotional Instagram post.