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Holly Madison has revealed her uncomfortable experiences regarding intimate activities during her time as a member of the Playboy Mansion. The former model, now 45, discussed her relationship with Hugh Hefner during her appearance on the podcast titled “In Your Dreams.”
When asked about Hefner’s performance in bed, Madison offered an intriguing perspective. She explained that her experiences varied significantly when alone with him versus when others were present. “It’s a very different story between when we were just, like, by ourselves than with everybody else in the room,” Madison noted. “Everybody else in the room, no. That was disgusting. I hated it. I made it very known I hated it.”
In contrast to those moments of discomfort, Madison described her intimate moments with Hefner as surprisingly normal. “If it was just me and him, it was a lot more normal than you would think,” she shared. This statement did not fail to draw a reaction from podcast host Owen Thiele, who expressed disbelief at the notion of anything about Hefner being considered normal.
Madison responded with laughter, recognizing the disturbing images many hold regarding Hefner’s health and hygiene. She pointed out, “Nobody does,” while hinting at the common perception of Hefner as an aging figure.
Madison’s history with Hefner is layered and complex. After moving into the Playboy Mansion at the age of 21, she left the lifestyle behind at age 29. During her time there, she became one of Hefner’s most recognized girlfriends, presenting an image of glamorous living that often masked deeper issues. In her memoir, “Down the Rabbit Hole,” published in 2016, she has detailed the verbal and emotional abuse she endured while living there.
Madison disclosed that she was once included in Hefner’s will. “I was put in the will at one point,” she told Thiele. This revelation came with a bittersweet caveat. Upon breaking up with Hefner, Madison recounted a moment of vulnerability: packing her belongings when she stumbled upon his will — which detailed that he intended to leave her $3 million. This situation struck her as a low-key bribe from Hefner, reflecting his struggle to let her go.
Despite the challenges she faced, Madison has carved her own path post-Playboy. She proudly stated that she earned the $3 million herself, demonstrating her resilience and capability after her time in the mansion.
Moving beyond her past, Madison now advises young aspiring models entering the entertainment industry. She reflects on her earlier self, recalling the confidence of youth filled with dreams and ambitions. However, she offers a cautionary perspective: “Doing things like that carries a lot of emotional weight.” Madison encourages young women to seek out the honest stories of others in the industry before they commit to a similar path.
As part of her ongoing journey, Madison is kicking off season 3 of Investigation Discovery’s true-crime series, “The Playboy Murders,” which explores the dark side of fame and high-profile crimes related to the Playboy brand. This new endeavor showcases her willingness to embrace new opportunities while acknowledging the often turbulent waters of her past.
In summary, Holly Madison’s reflections reveal insights into her complex relationship with Hugh Hefner and her personal growth beyond the Playboy Mansion. Her story serves as both a cautionary tale and an inspiring narrative of empowerment for those navigating the challenging terrain of Hollywood.