The sexiest ladies such as Marilyn Monroe, Pamela Anderson or Cindy Crawford may be names that come to mind when one thinks of the Playboy magazines - a cultural icon that helped liberate American sexual mores. On December 8, Play Boy is selling off 125 pieces of its art collection in an auction named “The Year of the Rabbit" at Christie\'s, New York. The sale features 80 photographs, many of which appeared in the magazine and more than a dozen contemporary works. Let\'s take an in-depth look at the most outstanding offerings, which have built fame and property of this enterprise.

A photograph of Marilyn Monroe appeared on the first Playboy magazine cover in December 1953 (Estimated value: $10,000-15,000)

At the age of 20, supermodel Cindy Crawford gained great achievements in her modeling career. In 1988, she posed twice for Playboy and this image is from the first shoot. Crawford was also ranked at #5 on Playboy’s 100 Sexiest Stars of the 20th century (Estimated value: $10,000-15,000)

Comedian Jerry Seinfeld was on the cover of October 1993 Playboy issue (Estimated value: $7,000-9,000)

The oil painting of Tom Wesselmann titled "Mouth #8" was provided by Christie\'s shows in 1967 (Estimated value: $2- $3 million)

TV star Heidi Montag was featured on the cover of September 2009 Playboy issue. The photos were taken after her plastic surgery and breast augmentation (Estimated value: $5,000-7,000)

The oil painting of Hugh Hefner wearing his signature smoking jacket in 1970 by Herb Davidson (Estimated value: $5,000-7,000)

Carre Otis posed for Playboy after a tumultuous marriage with actor Mickey Rourke ended in 1998 (Estimated value: $5,000-7,000)

The photograph of Brigette Bardot appeared on the March 1958 cover of Playboy magazine (Estimated value: $4,000-6,000)

The photograph of Pamela Anderson and Dan Ackroyd by Stephen Wayda in 1953 (Estimated value: $5,000-7,000)

This water-color picture, titled “Playmate After Rokeby Venus”, is still hanging over a mantel in Hefner’s Playboy Mansion bedroom. It was included in “The Playmate as Fine Art” feature, which commissioned artists to generate Playmate-inspired art (Estimated value: $100,000-150,000)
Related links:
The Immortality of Marilyn Monroe
The Timeless Appeal of Marilyn Monroe Art
Playboy Millionaire HughHefner\'s Milestones in Photos
Christie’s Auction House: Playboy’s Outstanding Items