Celebrities Have Sex at the Playboy Mansion

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A former Playmate and two-year resident of the Playboy Mansion is writing a tell-all book detailing the tawdry goings-on inside “the castle that airbrushing built.” Izabella St James tells News of the World:

“Anything goes in that place — It’s everything you ever imagined and worse… Leonardo [DiCaprio], Owen [Wilson] and Colin [Farrell] were the girls’ favourites.

Leo…[would] practically live at the mansion. I lost count of the times I saw him at the end of a bash bundling five or six girls into the back of a limo to take back to his house… Leo loved to sneak into the grounds with them and have sex on the benches in the undergrowth next to the monkey enclosures. Matthew Perry from Friends liked that, too.

Owen Wilson was another one who practically lived at the mansion. He had a reputation for being fantastic in bed as well. I couldn’t count the girls who bragged how they’d enjoyed group sex sessions with him.

Colin Farrell had that knack, too. One night we watched as he led one of the Playmates down to what we call the Greenhouse. It’s a glass area in the garden where the showers are. There he stripped off the girl’s clothes, kissing and touching her all over. He was tearing at his shirt. They couldn’t get enough of each other… Colin just loved to romp outdoors.”

I, for one, am shocked. Shocked and outraged. I always assumed that the Mansion was kind of like a halfway home for wayward blonds, and that Hugh Hefner was kind enough to take them under his wing and provide tutelage and regular scripture readings and other character-building exercises. But drunken Hollywood orgies? Next to the monkeys? And Ben Wah butt balls and nipple clamps and edible wrist restraints? That Hugh Hefner will not be on my Christmas card list this year. No sir. Unless he can score me a three-deep orgy with Colin Farrel sometime this month, of course. And I want monkeys. Otherwise, Hugh can just forget it.

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18 Comments, Comment or Ping

  1. I had sex in the underbrush next to a monkey enclosure once. But I was at the zoo. And the monkeys threw poo at me. Okay. That’s not all true. But I did get dry humped by a goat in the petting zoo.

  2. Someone has a chip the size of Rhode Island on her shoulder!

    Izabella St James sounds a little bitter to me.

  3. abby

    Izabella St James sounds like a David St Hubbins kinda name from the movie Spinal Tap. I also heard that goats make very gentle lovers.

  4. RichPort

    That’s odd… when I snuck in I got a bunch of Dobermans literally thrown at me… it was horrible. And this Dicaprio douchebag gets to have sex on the benches… where’s the fairness in that?

  5. abby

    Don’t forget the monkeys. He got to do it with Playmates while monkeys watched. How awesome is that?

  6. RichPort

    Monkeys also watched an ethnic man (me) get mauled by some rabid attack dogs that day… not awesome.

  7. Goats do not make for gentle lovers. I know because the last thing I remember were the grinding of hooves on my back…and then my face in the dirt, and the taste of dirt and sheep feces in my mouth..and then people laughing…and it sounding so far away in the distance…then everything faded to black.

  8. sonya

    Ha ha, that orgy scene with Sherpas, midgets and that creepy Chinese man from Zoolander comes to mind when I hear about Owen Wilson having group sex sessions.

  9. Zanna, were your lips cupid-bowed?

  10. I dont know about my lips but my legs were.

  11. this is so unfair

  12. I had sex with a monkey enclosure once. No monkeys, just the enclosure. It never called. And I can’t go back to the Bronx.

  13. t's

    Every last one of you are hilarious!!!! Thank you all for starting my morning off on a good note.

  14. Jonrah

    OMG, I agree with t’s! Those responses are freakin hilarious! I’m here at work bustin out and everyone’s looking at me like I’m crazy!! Gracias!

  15. mimi

    That masturbatory third realm discussed in the Angelina/Aniston article? Yeah… I reached that with the Colin Farrell info.

    Thanks. :)

  16. Jess

    Hilarious anecdotes. Couldn’t help from laughing out loud. Thanks for the laughs.

  17. collee

    i for one would like to hear more about the sex at the mansion. it seems like an imolite question that’s never asked. do the 3 girlfriends have sex with The Man? separately? together? was it a ‘one time’ thing for two and a regular thing with Holly? I’m sure Hef is an awesome person, my husband aspires to being able to stay in velvet pj’s all day. and i’ll be his one hot blonde. but i won’t be whiny(H), not too giggly, but cute(B), and cute but not uncouth(K)

  18. Denise

    Ms StJames wasn’t complaining while living at the mansion screwing the great grand daddy so what is she all bitter about? Thanks to old man’s money he turned the ugly duckling into a beautiful woman. Shut up and and stop being a whiner and stop acting all innocent.

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