![Playboy boss Hugh Hefner, right, poses with girlfriend Barbi Benton on a circular bed aboard his private jet a The Big Bunny, May, 1970. (AP Photo/Bob Dear) | Las Vegas Review-Journal Playboy boss Hugh Hefner, right, poses with girlfriend Barbi Benton on a circular bed aboard his private jet a The Big Bunny, May, 1970. (AP Photo/Bob Dear) | Las Vegas Review-Journal](https://www.reviewjournal.com/wp-content/uploads/2017/09/9317960_web1_ap_090129025657.jpg)
Playboy boss Hugh Hefner, right, poses with girlfriend Barbi Benton on a circular bed aboard his private jet a The Big Bunny, May, 1970. (AP Photo/Bob Dear) | Las Vegas Review-Journal
The Selvedge Yard - “Barbi Benton appeared on the cover of four issues of Hugh Hefner's magazine in three separate decades, the one to ever do so. Her first cover appearance was
![BARBI BENTON with Hugh Hefner.(Credit Image: © Robert Fitzgerald/Globe Photos/ZUMAPRESS.com Stock Photo - Alamy BARBI BENTON with Hugh Hefner.(Credit Image: © Robert Fitzgerald/Globe Photos/ZUMAPRESS.com Stock Photo - Alamy](https://c8.alamy.com/comp/C9TYFG/barbi-benton-with-hugh-hefnercredit-image-robert-fitzgeraldglobe-photoszumapresscom-C9TYFG.jpg)