Barbi Benton didn’t date men older than 24
Barbra Benton is well-known for her stint as a model and actress, but she is also recognized for her 13-year relationship with Playboy founder Hugh Hefner. When he first asked her out on a date, his offer took her by surprise.
After all, she was significantly younger than him – 24 years to his 33. So she explained that she didn’t know because she’d never gone out with anyone older than 24. Hefner’s iconic and amusingly reply that neither had he.