Holly Madison, 45, Lifts the Veil on Her Life at the Playboy Mansion
Former Playboy model and longtime girlfriend of Hugh Hefner, Holly Madison recently sat down with Owen Thiele on his podcast to share striking new insights about her years behind the gates of the Playboy Mansion. Madison, who was in a relationship with Hefner from 2001 to 2008, described their private sex life as surprisingly “normal,” despite the massive 53-year age gap. But behind the scenes, she revealed, things were far from glamorous.
Opening up about her discomfort with the group sex culture, Madison didn’t mince words—calling the experience “disgusting” and noting she often voiced her unease. She also recalled strange details that added to the surreal atmosphere, including trays placed around the mansion stocked with Pepto Bismol and baby oil.
While she has previously spoken about the toxic relationship dynamics between Hefner and the women in his orbit, Madison also acknowledged the silver linings. She expressed genuine appreciation for her professional involvement with Playboy, particularly enjoying the creative process of posing for the magazine and producing pictorials.
With a blend of candor and reflection, Madison’s account pulls back the curtain on a world often romanticized but rarely understood—highlighting both its unsettling realities and its unexpected rewards.
