01of 08
There Was a Longstanding Rumor That Jack Nicholson Had a Secret Underground Passageway to the Mansion…
Richard Nairin/Michael Ochs Archives/Getty
02of 08Donald Trump Once Spent Time ThereSipa Press/REX/Shutterstock"He was just there, just hanging likeBill Maher,“Pauly Shore told radio host Joe Roganabout partying withDonald Trumpat the Playboy Mansion. “It was some Easter egg night or day s—, and he was in a suit and talking to girls.”
02of 08
Donald Trump Once Spent Time There
Sipa Press/REX/Shutterstock
“He was just there, just hanging likeBill Maher,“Pauly Shore told radio host Joe Roganabout partying withDonald Trumpat the Playboy Mansion. “It was some Easter egg night or day s—, and he was in a suit and talking to girls.”
03of 08Rihanna and Leonardo DiCaprio Reportedly Made Out at a PartyJesse Grant/GettyThey might not have confirmed their relationship status, but rumor has it that the hitmaker and Oscar winner got cozy andshared a kissduring a birthday party celebrating designer Nikki Erwin in 2015.
03of 08
Rihanna and Leonardo DiCaprio Reportedly Made Out at a Party
Jesse Grant/Getty
They might not have confirmed their relationship status, but rumor has it that the hitmaker and Oscar winner got cozy andshared a kissduring a birthday party celebrating designer Nikki Erwin in 2015.
04of 08Trump Escorted ‘The Apprentice’ Team to the MansionMathew Imaging/FilmMagicIn a 2006 episode ofThe Apprentice, Trump treated one of the teams to a party at the Playboy Mansion after winning a challenge. ContestantSurya Yalamanchili recounted the experience for aPoliticoarticle, adding that following a fireside chat with Hefner, the winning team — along with Trump — headed to the backyard where they were met with dozens of Playmates. “It’s hard for me to tell which of these girls are yours, and which ones are mine,” Trump reportedly said to thePlayboymogul.
04of 08
Trump Escorted ‘The Apprentice’ Team to the Mansion
Mathew Imaging/FilmMagic
In a 2006 episode ofThe Apprentice, Trump treated one of the teams to a party at the Playboy Mansion after winning a challenge. ContestantSurya Yalamanchili recounted the experience for aPoliticoarticle, adding that following a fireside chat with Hefner, the winning team — along with Trump — headed to the backyard where they were met with dozens of Playmates. “It’s hard for me to tell which of these girls are yours, and which ones are mine,” Trump reportedly said to thePlayboymogul.
05of 08The Parties Were Just As Wild As You’d ImagineFrank Trapper/Corbis/Getty"It was a very sexy time,“Playboycover modelPamela AndersontoldFHMof her time at the Mansion. “It was all wild, but respectful.” While she says “a kiss-and-tell is not my style,” the star did offer up one tidbit of the overall vibe. “The men were elegant, and you wanted to badly get the most charismatic man to notice you,” she said. “Girls were everywhere, giggling and laughing.”
05of 08
The Parties Were Just As Wild As You’d Imagine
Frank Trapper/Corbis/Getty
“It was a very sexy time,“Playboycover modelPamela AndersontoldFHMof her time at the Mansion. “It was all wild, but respectful.” While she says “a kiss-and-tell is not my style,” the star did offer up one tidbit of the overall vibe. “The men were elegant, and you wanted to badly get the most charismatic man to notice you,” she said. “Girls were everywhere, giggling and laughing.”
06of 08Yes, Orgies Happened in the GrottoRon Galella/WireImage"When I was a Playmate, it was like a library. It was really, really strict. But now when I go there — or a few years ago — it’s an orgy,“Jenny McCarthy, who was a Playmate over two decades ago,revealed onWatch What Happens Liveof the famed grotto (a cave-like structure with a pool) at the Mansion parties. “But it’s not sexy. It’s, like,David Hasselhoffwith an 18-year-old. It’s not pretty. It’s really gross.”
06of 08
Yes, Orgies Happened in the Grotto
Ron Galella/WireImage
“When I was a Playmate, it was like a library. It was really, really strict. But now when I go there — or a few years ago — it’s an orgy,“Jenny McCarthy, who was a Playmate over two decades ago,revealed onWatch What Happens Liveof the famed grotto (a cave-like structure with a pool) at the Mansion parties. “But it’s not sexy. It’s, like,David Hasselhoffwith an 18-year-old. It’s not pretty. It’s really gross.”
07of 08…But Sex Didn’t Always Happen at the MansionBarbi Benton and Hugh Hefner at the Playboy Club.PL Gould/IMAGES/GettyWhile Hefner’s longtime girlfriend Barbie Benton, whom he dated from 1968 to 1976, admitted there were plenty of A-listers either partying or visiting the Mansion,sex wasn’t always a givenin those moments. “It was not a place that people came necessarily to have sex,” she revealed. “Everybody always got a free dinner and many people would just come for a meal and movie — Friday night was always movie night. Hef would never charge anyone.”
07of 08
…But Sex Didn’t Always Happen at the Mansion
Barbi Benton and Hugh Hefner at the Playboy Club.PL Gould/IMAGES/Getty
While Hefner’s longtime girlfriend Barbie Benton, whom he dated from 1968 to 1976, admitted there were plenty of A-listers either partying or visiting the Mansion,sex wasn’t always a givenin those moments. “It was not a place that people came necessarily to have sex,” she revealed. “Everybody always got a free dinner and many people would just come for a meal and movie — Friday night was always movie night. Hef would never charge anyone.”
08of 08
Actor Tony Curtis Confided to a Butler About His Relationship With Marilyn Monroe
United Artists/Getty
“I couldn’t believe what he was telling me,” said Rosen. “I’ll cherish that anecdote, and the fact I was a part of the place, for the rest of my life.”
source: people.com
