The Life of Barbi Benton: Hugh Hefner’s One That Got Away

She Dumped Hefner For Good In 1976

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Hugh Hefner was known as the ultimate Playboy for a reason (and it’s not just because he founded the magazine.) Anyone who’s ever seen The Girls Next Door knows that Hefner had some issues with remaining monogamous. They eventually ruined his relationship with reality star and Playboy model Holly Madison like they tarnished his relationship with Benton.

“One of the problems is I became a successful singer, and I was on tour much too much,” she told People about their breakup. “He just couldn’t be faithful that long. The more successful I became, the harder it was. It was hard on our relationship. And when you’re hurt, it’s not a good time to ask someone to marry them. It was his way of him getting me to come back. Because I moved out every time. By the third time, I moved out for good.”