Cindy Crawford in the July 1988 issue of Playboy

Hugh Hefner sold off a little part of the Playboy empire last night at an auction in New York. Why? Medical bills, I'm assuming. Dude is 84. From CBC News:
Tom Wesselmann's iconic pop art image of a smiling, lipsticked mouth fetched nearly $1.9 million US at an auction of artwork from the offices of Playboy magazine.

The Christie's auction — dubbed The Year of the Rabbit: The Playboy Collection — saw more than 100 artworks featured in the famed men's lifestyle periodical cross the block in New York on Wednesday.

Other lots included dozens of cartoons, contemporary works and approximately 80 photographs depicting stars such as Marilyn Monroe, Bo Derek, Elle MacPherson, Brigitte Bardot, Stephanie Seymour and Cindy Crawford. Almost all the lots have appeared in Playboy over the years.
I actually couldn't care less about this auction. I just wanted an excuse to post these classic pictures of Cindy Crawford, and attaching them to a story about a sex offender being arrested for murder seemed in poor taste. I like to keep it classy 'round the holidays. Hell, I even put on clean underwear this morning.

NOTE: To see the uncensored Cindy Crawford Playboy pictures, click the picture above or any thumbnail with a yellow star on it and then click the "Full Size" button located at the top or bottom of the image.

*15 Cindy Crawford Playboy pictures total in the gallery:

  • Cindy Crawford Playboy Nudes 1
  • Cindy Crawford Playboy Nudes 2
  • Cindy Crawford Playboy Nudes 3
  • Cindy Crawford Playboy Nudes 4
  • Cindy Crawford Playboy Nudes 5
  • Cindy Crawford Playboy Nudes 1
  • Cindy Crawford Playboy Nudes 2
  • Cindy Crawford Playboy Nudes 3
  • Cindy Crawford Playboy Nudes 4
  • Cindy Crawford Playboy Nudes 5
  • Cindy Crawford Playboy Nudes 6
  • Cindy Crawford Playboy Nudes 7
  • Cindy Crawford Playboy Nudes 8
  • Cindy Crawford Playboy Nudes 9
  • Cindy Crawford Playboy Nudes 10
STUFF YOU MAY HAVE MISSED:

  • Gdrive

    Cindy grew up in Dekalb il about a half hour away(NIU town) and my dad saw her on the train into Chicago often on her was to modeling school.

  • Gdrive

    oh and damn! these are hot


Would You Rather?

Would You Rather...? Spend one night with: