Hugh Hefner Girlfriends Ages: 6 Beautiful and Young Girlfriends

When Hugh Hefner died, one of the things people remembered him for was his habit of dating attractive women who were much younger than him. He started Playboy Magazine and remained as the magazine’s editor in chief until he died in 2017. While the journal was deemed cutting-edge and provocative, he was not afraid to push the limits of what was thought acceptable in the industry.

For six profitable seasons, he even got a reality television program out of it called The Girls Next Door. The program shed light on how he and his numerous young, beautiful girlfriends interacted. These are Hugh Hefner girlfriends ages on-screen love interests at the time of their first public appearances as a couple.

Bridget Marquardt was 28 years old.

hugh hefner girlfriends ages

One of Hugh’s girlfriends, Bridget Marquardt, was with him from 2002 until 2008. At the time they began dating, she was 28 years old, making her one of his oldest lovers as well. Even though she’s now 28, she’s been a Playboy for a long time. Bridget started “dating” the guy in charge when she was 25 and became a Playmate in the magazine. The age of Bridget has risen to 48 years.

Crystal Harris was 22 years old.

hugh hefner girlfriends ages

Hugh and Crystal Harris began dating in 2009 when Crystal was 22 years old. Since she severed company with Playboy, the former Playboy bunny has become a travel blogger and fashion designer. Her site is constantly updated with information on her trips around the world, blogging tips and methods, and stunning photos. At the time of Hugh’s death, Crystal was still married to him. We are talking about a woman who has reached the age of 35.

Holly Madison was 21 years old.

hugh hefner girlfriends ages

Holly Madison began dating Hugh in 2001 at the age of 21. The two of them remained together until 2008 when he separated from her. For Holly, the relationship wasn’t exactly a ray of sunshine. Recently, she confessed that she was afraid that Hugh would blackmail her with revenge porn if she left the relationship. She has reached the age of 42.

Kendra Wilkinson was 18 years old.

hugh hefner girlfriends ages

At the time, Kendra Wilkinson was only 18 years old when she first met Hugh and began seeing him at the Playboy house. Hugh was 78 years old at the time, so keep that in mind! Radar Online reports that when Kendra went into the house, she “knew nothing about Playboy” and had “just completed high school.”

Specifically, she remembered how she reacted the first time he asked her upstairs for intimacy and shared her reaction. “I was like, ‘Sure, let’s have fun,” she recollected. After moving into the estate, she said she had no idea sex would be involved in any way. She’s now 36 years old, and she’s still going strong.

Kristina and Karissa Shannon were 18 years old.

hugh hefner girlfriends ages

Two of Hugh’s ex-girlfriends, Kendra and Kristina, were both 18 when they began seeing him in 2008. However, the affluent magazine founder’s romance with the twin sisters didn’t last long. After determining that they wanted to work in the adult film business instead, they moved on. At 32 years old, they are the same age as each other.