Imagine getting to spend every day around the Playboy mansion—now imagine growing up in it. That was the real-life experience of Cooper Hefner, the son of infamous sugar daddy, womanizer, and Playboy Enterprises founder Hugh Hefner. Cooper is the youngest of Hugh’s four children. His mother is 1989’s Playboy Playmate of the Year, Kimberley Conrad, who was just one of the famous sugar daddy’s younger lovers—she eventually became his second wife.
Contrary to what many people think, Cooper says that growing up in the Playboy mansion with a famous sugar daddy father wasn’t as outrageous as you’d imagine—in fact, he insists that his life was pretty normal, at least half of the time. When Hugh and Conrad’s marriage ended, the couple separated and the sugar daddy moved his wife out of the mansion and into the house next door. “My brother and I had a room in each house. When my dad had parties, we stayed at our mom’s,” Cooper revealed in a recent interview. “As my brother and I got a bit older, around 14 or 15, we’d try to sneak into the parties but often we’d end up being chased by security,”—it turns out they really don’t let just anyone in to a Playboy party.
When an older man has kids with a younger woman, many people question how the father’s age would affect his ability to raise them. When Cooper was born, Hugh was about 65 years old, and it definitely affected their relationship. “There were times where maybe I’d want to play baseball with him and he wouldn’t want to do those things,” said Cooper. But that being said, Hugh knew how to make up for it. “I had the opportunity to interact with people of all ages from all walks of life, which has given me the ability to get on with anyone.”
So, how does Cooper feel knowing that his father used to be one of the biggest sugar daddies around? He acknowledges it, but chooses to look past it. “We may be going through a time where it’s not very cool to have multiple girlfriends but that is a part of our history because of my father. My dad was a showman, sure, but he was also involved with Jesse Jackson and Martin Luther King, pulling together in the struggle for the human rights movement in Chicago.”
Cooper, now 21, is following in his father’s footsteps and is in the process of taking over the Playboy throne from his father. As alike as the father and son duo are, there are just as many differences between them. Cooper wants to take the company in a different direction, one that today’s generation can appreciate and relate to.
The other big difference? At only 21, Cooper has a long way to go before he can even come close to matching the women in sugar daddy Hef’s past. And he’s still got it. Cooper’s stepmother—Hugh’s current wife, Crystal Harris—is only six years older than Cooper.
“Cooper Hefner: My Playboy dad Hugh and I don’t have the same taste in women,” Metro web site, August 27, 2013; http://goo.gl/6kzti5.
Woods, J., “The business of sex: Hugh Hefner’s youngest son embraces the Playboy challenge,” The Vancouver Sun web site, August 27, 2013; http://goo.gl/OZ6pmC.
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