“Inside the Playboy Mansion’s ‘Sex Grotto’: Revealing Secrets from a Party-Goer’s Shocking Experience”
Added on March 31, 2025 inCelebrity News Cards
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What’s the deal with wild parties and the unpredictable nature of the universe? It seems that, just like your zodiac sign on a full moon, things can get a little chaotic! In a revealing chat, comedian Jamie Kennedy lifted the veil on what went down at the Playboy Mansion during its heyday—those infamous bashes that were practically the stuff of legend. Picture the early 2000s—Glitz, glamour, and an open invitation to indulge in some serious debauchery! Kennedy’s recounting of his time amidst the Hollywood elite at Hefner’s des res has us pondering: What really happens when the stars align with “anything’s possible”? Buckle up; we’re diving back into a time when the surreal became the norm! LEARN MORE
A comedian who attended parties at the Playboy Mansion during its ‘heyday’ has revealed what he saw at the infamous bashes, saying ‘anything’s possible’.
Back in the early 2000s, the Playboy Mansion had a notorious reputation as the final boss of parties for the Hollywood elite, with rumours of all kinds of excess and debauchery at the Los Angeles pad making its way into the media over the years.
Hugh Hefner stood outside the Playboy Mansion during the 90s (Robert Mora/Getty Images)
The party house was also home to Playboy owner Hugh Hefner and his considerably younger girlfriends – referred to as ‘Bunnies’ – up until his death at the age of 91 in 2017.
It shouldn’t come as a surprise then when former attendees come forward with absolutely wild tales about things they’d witnessed inside the mansion during Hefner era Playboy.
One such person is actor and comedian Jamie Kennedy, who revealed that he’d once walked in on a pretty steamy tryst between attendees in the mansions enclosed pool, frequently called the ‘sex grotto’.
Inside the infamous ‘grotto’ (BRIAN LINDENSMITH/Patrick McMullan via Getty Images)
Sharing his memories on an episode of Adam Ray’s About Last Night podcast in 2022, Kennedy started by explaining the difference between parties, which were ‘Hef sanctioned’ and those which were not. This came from the owner often renting the mansion out to companies for a large sum of money, with guests at the latter getting up to some of ‘the wildest s**t’ he’d ever seen.
“I saw some s**t at those parties,” he told Ray, stating that people wanted to get the most out of their one night in the Playboy Mansion.
It was at one of these parties which the Scream actor would interrupt a group of people getting down and dirty in the grotto, revealing: “I walked in the grotto once with a drink and a normal due was with three women from like f**king accounts receivable.
“Anything’s possible,” he joked.
“The playboy mansion was the great equaliser… That was beautiful.”
Kennedy wasn’t alone in witnessing debauchery in the infamous grotto either, with former model Melissa Howe even claiming to The Daily Star that the water became ‘infected’ because of how many people had hooked up in there.
Actor and comedian Jamie Kennedy is one of the celebrities to have visited the parties (Daniel Boczarski/Getty Images)
“The water was infected because they shut the grotto off,” she told the outlet, adding: “When we heard that we were like ‘what the f**k?'”
Truly a sobering thought.
The glamorous veneer of the Playboy Mansion has since faded considerably in the years following Hefner’s death, with first-hand accounts from his former girlfriends and documentary series Secrets of Playboy, revealing allegations of sexually misconduct behind the mansion’s closed doors.
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