Adorable Old Man Thinks Miley Cyrus Is A “Very Pretty Lady,” Would Be Prettier Naked

miley.jpg

Hugh Hefner generously announced today that naked Miley Cyrus would be nakedly “welcomed in [his] magazine” full of naked ladies—when she’s of age, of course. [Us] This isn’t the first time that the doddering coot, or his kin, pulled such a stunt, knowing full well the offer would get a write up in the gossip columns, but that the starlets would never agree. Below, a look back at some of the million dollar deals, made by creepy old men, and Joe Francis, that never were.

Hugh Hefner/Playboy

Ashlee Simpson, $4 million
Heidi Montag, $1 million
Pamela Anderson and Denise Richards, $1 million
Paris Hilton, $ unknown, “standing offer”
The Olsen Twins, $ unknown
Lindsay Lohan, $ unknown
Britney Spears, $ unknown (and contingent on “getting her life together”)

Joe Francis/Girls Gone Wild:

Ashley Alexandra Dupré, $1 million to appear nude in a magazine and on video, rescinded after he realized he already had (underage) footage

Larry Flynt/Hustler:

Ashley Alexandra Dupré, $1 million
Anyone who’s had sex with a “high-ranking government official” and has the evidence, $1 million

Guccione/Penthouse:

Monica Lewinksy, $2 million

May 9, 2008 · Link · 4 Responses
Comments (4)

No. 1 erin says:

Isn’t the old geezer dead yet?? What is now–105?

Posted: May 9, 2008 at 6:33 pm
No. 2 Ironbob says:

Yeah not even Viagra could make either of those old bastards look attractive but money talks.

Posted: May 9, 2008 at 9:07 pm
No. 3 Snoodle says:

Oh Hugh….yuck :p.

Can I just say also…topless yes, but that picture just looks crap in general doesn’t it :s?

Posted: May 11, 2008 at 9:05 pm
No. 4 hms says:

She looks like a drug addict in it.
Ha, but it goes to show you what images Annie Lebowitz’s “Art Photo” brought to mind, though, doesn’t it?

Posted: May 12, 2008 at 11:29 am
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