Kendra Wilkinson Reveals Biggest Regret From Her Playboy Mansion Yearsoriginally appeared onParade. Kendra Wilkinson rose to fame on the hit 2000s reality showThe Girls Next Door, about Hugh Hefner and his "bunnies" living in the Playboy Mansion. While the show made it look like the Playboy Mansion was one giant funhouse, reports years later claimed it was actually a house of horrors. Wilkinson's former co-star Holly Madison has been vocal about the lasting trauma she endured during her time as Hefner's girlfriend, appearing in the explosive A&E docuseriesSecrets of Playboyand writing a tell-all memoir,Down the Rabbit Hole. Now, Wilkinson has revealed her biggest regret from her time living in the Playboy Mansion. At a red carpet event, Wilkinson opened up in an interview withFox News Digital. "The only thing I can say I regret in my life," she said, "is not starting my real estate career while I was living at the Playboy Mansion." The former reality star entered the real estate game during the pandemic, signing with The Agency, of Netflix'sBuying Beverly Hills, in July 2020. She since left The Agency for Douglas Elliman, and even starred in a reality show about her career change, calledKendra Sells Hollywood. 🎬SIGN UP for Parade's Daily newsletter to get the latest pop culture news & celebrity interviews delivered right to your inbox🎬 "What was I thinking?" Wilkinson continued during the interview. "Like, I mean, I was surrounded by everyone, every celebrity, every billionaire, and what was I thinking?" The old adage rings true: sometimes you don't know what you've got until it's gone. Wilkinson hasn't said much about her time at the Playboy Mansion, but she did reveal a few other regrets from her time there in a 2024 interview withPeople. "Why did I have sex with an old man at that age? Why did I do that? Why did I go to the mansion in the first place? Why did I get boobs? Why did I bleach blonde my hair? Why did I?" Kendra Wilkinson Reveals Biggest Regret From Her Playboy Mansion Yearsfirst appeared on Parade on Jun 12, 2025 This story was originally reported byParadeon Jun 12, 2025, where it first appeared.
