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

Hef Proposed To Benton – And Was Rejected — Four Times

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Benton told People that Hef ended up proposing to her quite early on in their relationship. She denied him all four times he asked. The first time was off the heels of an affair that had her temporarily move out of the mansion.

“The first time he asked me was after I caught him in an affair. I confronted him. He didn’t admit it at first, but it was kind of hard not to. I moved out every time,” she said, adding, “The first three were early on, and the fourth was after I was already married. We love each other. I will love him forever.”