Hugh Hefner’s ex describes ‘really weird’ group nights with mogul at mansion

Former Playboy model Holly Madison recently addressed one of the wildest rumors surrounding the infamous Playboy Mansion — the long-standing theory that secret underground tunnels connected the mansion to the home of music mogul Sean ‘Diddy’ Combs. Speaking on Baby, This is Keke Palmer with Keke Palmer, Madison admitted she keeps an open mind about unusual stories tied to the mansion, but said she personally never saw evidence of tunnels leading to Diddy’s property. She explained that the timeline itself makes the rumor difficult to believe, noting that Diddy reportedly moved into the neighborhood years after she had already left the mansion. Madison joked that people online even call her a “tunnel denier,” adding that she would gladly admit if secret passageways actually existed because “that would be a trip.”

The interview also revisited Madison’s complicated years living with Hugh Hefner at the Playboy Mansion during the 2000s. Madison reflected on public scrutiny surrounding her relationship with Hefner, especially criticism about their large age difference and intimate life. She shared that many people online mocked Hefner’s age whenever she spoke openly about their relationship, though she insisted their private life was not as shocking as outsiders imagined. At the same time, former Playboy girlfriend Kendra Wilkinson recently admitted she struggled to bond with Madison while they both dated Hefner, describing herself as more of a “guy’s girl” during those years. Despite past tension, Madison has since expressed interest in rebuilding their friendship and moving on from the drama connected to their Playboy Mansion days.

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