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

Hef Regretted Not Getting Married

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According to The Daily Mail, Benton and Hef dated from 1968 to 1976, but never got married. In fact, it was one of Hef’s biggest regrets and ultimately the reason Benton decided to move on.

“I only regret not marrying Barbi,” says Hugh, “because it finally led to our going separate ways. But I have been married and have children and wasn’t, and am not, interested in doing it again. Barbi hadn’t had that and wanted it.” Despite their split, the pair remained great friends and Benton regularly appeared on the E! reality series Girls Next Door.