Holly Madison is an American television personality famous for her role in the reality TV show The Girls Next Door as one of Hugh Hefner's girlfriends. Following that, she starred in her own reality series, Holly's World. Madison authored two memoirs: Down the Rabbit Hole, detailing her life in the Playboy Mansion and her relationship with Hefner, and The Vegas Diaries, which chronicles her experiences in Las Vegas.
On December 23, 1979, Hollin Sue Cullen, later known as Holly Madison, was born. She would become an American television personality.
In August 2001, facing credit card debt and potential homelessness, Holly Madison moved into the Playboy Mansion and became one of Hugh Hefner's girlfriends.
In the summer of 2001, during her first sexual encounter with Hefner, Madison alleges that he attempted to offer her quaaludes.
In February 2002, after most of his girlfriends left, Holly Madison became Hugh Hefner's "#1 Girl".
In November 2005, Playboy published a nude pictorial of Holly Madison with her The Girls Next Door costars in the Playboy magazine.
In September 2006, Holly Madison and her The Girls Next Door costars were featured again on the covers of Playboy magazine.
In March 2008, Holly Madison and her The Girls Next Door costars were featured again on the covers of Playboy magazine.
In May 2008, at the Playmate of the Year luncheon, Hugh Hefner stated that marriage was not part of his "puzzle" with Holly Madison.
On October 7, 2008, Holly Madison announced that her relationship with Hugh Hefner had ended.
In February 2009, with the ending of the sixth season of the Girls Next Door Holly Madison quit working for Playboy altogether due to her split from Hefner making her position awkward.
In May 2009, Holly Madison and Las Vegas Mayor Oscar Goodman led a Guinness World Record-breaking "largest bikini parade ever".
On December 6, 2009, Holly Madison's reality show, Holly's World, premiered, revolving around her life at Planet Hollywood in Las Vegas.
In 2009, Holly Madison began starring in her own reality show, Holly's World, which ran until 2011.
In 2009, Holly Madison stated she was not dating again and was focused on forwarding her career.
In 2011, Holly Madison announced that she had insured her breasts for $1 million, after having undergone breast augmentation.
In 2011, Holly Madison began dating Pasquale Rotella.
In 2011, Holly Madison's reality show, Holly's World, ended.
In August 2012, Holly Madison announced that she and Pasquale Rotella were expecting their first child.
In March 2013, Holly Madison gave birth to her first child, a daughter, in Las Vegas.
On September 10, 2013, Holly Madison and Pasquale Rotella were married at Disneyland, with Bridget Marquardt as a bridesmaid.
In 2015, Holly Madison released her memoir "Down the Rabbit Hole: Curious Adventures and Cautionary Tales of a Former Playboy Bunny", which detailed her life in the Playboy Mansion and her recovery afterward. She stated that the environment led her to contemplate suicide.
In May 2016, Holly Madison released her second memoir, "The Vegas Diaries: Romance, Rolling the Dice and the Road to Reinvention", which also debuted on the New York Times Best Seller list, chronicling her journey toward reinvention and self-acceptance in Las Vegas.
In August 2016, Holly Madison gave birth to her second child, a son.
In 2016, Holly Madison released her second memoir, "The Vegas Diaries: Romance, Rolling the Dice, and the Road to Reinvention".
On September 25, 2018, it was announced that Holly Madison and Pasquale Rotella were separated.
In February 2019, the divorce between Holly Madison and Pasquale Rotella was finalized.
In 2021, Holly Madison revealed that she believed herself to be on the autism spectrum, something her parents had long suspected, and was later formally diagnosed.
In 2021, Holly Madison shared some of the dark sides of the Playboy lifestyle in an interview, which were further revealed in the 2022 Secrets of Playboy docuseries.
In January 2022, Holly Madison was the subject of the second episode of the A&E documentary series Secrets of Playboy. She described the Playboy Mansion as "dangerous" and "very cult-like".
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