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Hefner in London with 19-year-old girlfriend Barbi Benton, 1969. From Central Press/Getty Images. New York Bunny Helena Antonaccio. *Courtesy of *Playboy. Benton, Hefner, and Bunnies disembark...

Playboy impresario Hugh Hefner with his girlfriend, Barbi Benton, arriving at a house party given by Polly Bergen and Freddie Fields, Los Angeles,... Playboy chief Hugh Hefner with model Barbara Benton, aboard his private Douglas DC9-30 plane, nicknamed The Big Bunny.

Born 1950 as Barbara Lynn Klein in New York City, Barbi Benton began to model at the age of 16, and at age 18 took a job with Playboy to appear on their entertainment show Playboy After Dark. She appeared on the cover of Playboy four times: July 1969, March 1970, May 1972, and December 1985.

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