Among the offerings (shown in the gallery below) are a photograph of comedian Dan Aykroyd in a conehead costume with Pamela Anderson, an early Brigitte Bardot photo, an oil painting of of a scarlet-lipstick mouth by pop artist Tom Wesselmann and a 1970 portrait of Hefner in his signature smoking jacket and pipe. Wesselmann's "Mouth No. 8" is estimated at $2 million to $3 million.
The art represents just a small amount of the Playboy Art Collection which has an archive of 5,000 contemporary artworks and more than 20 million photographs. The auction also features centerfolds of women whose careers were made by Playboy including Anna Nicole Smith, Jenny McCarthy and Pamela Anderson.
Gallery: Playboy Art Up For Auction