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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.

Hefner is shown walking beneath the wing of his plane with his girlfriend, model Barbi Benton, in February 1970. Benton was featured on the cover of Playboy several times and went on to have an...

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...

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