Dating in the dark playboy

But luckily for Hef, either Karissa or Kristina has a small mark on her neck that helps him crack the bombshell code. Or is the world's most legendary bachelor just getting that old?

Maybe it's the age difference; we know we can't always tell friends' babies apart, and there's a much shorter time span between us and newborns and Hef and his babes.

They were together for nine years and had two sons (Marston and Cooper) before splitting.

But they never divorced and remain married, living in separate side-by-side houses, to this day.

Brande was named Playmate in April 2000, but she still wanted to act.

So she left the mansion to join the cast of a way-more-sophisticated production: "Baywatch." In 2001 she was the first of her beach bunny co-stars to be named Playmate of the Year.

The heavy metal frontman met the erotic actress at one of the mansion's Midsummer Night's Dream parties, and the two have been living together in unwedded bliss since 1985.

Carrie Leigh Playboy Playmate Carrie Leigh was 19 years old when she moved into the Playboy Mansion to live with boyfriend Hugh Hefner (who was then 56).

Honestly, if you look quickly at a photo of Hef's latest batch of ladies, it's even a bit hard to distinguish 22-year-old Crystal Harris from the 19-year-old Shannon sisters.Photo gallery: See Hef's girlfriends through the years.Barbi Benton Back in 1968 it was only kind of creepy that 42-year-old Hugh Hefner was dating an 18-year-old.Benton went on to star in such B-movies as "The Third Girl from the Left" and "Deathstalker." She also appeared on the TV shows "Hee Haw" and "Marcus Welby, M. But contrary to popular belief, she was never a Playboy Playmate or Bunny – although she was featured in pictorials and on the magazine's cover.She had an eye for real estate, too: she helped Hugh go house-hunting and find the not-so-little property that would become the Playboy Mansion.A Canadian TV series called "Thrill of a Lifetime" helped make Shannon Tweed's dreams of Playboy stardom come true.The show arranged for Shannon to pose for the famous men's magazine, and she became Miss November 1981.But when a teenage extra named Barbara Klein started "acting" like Hef's girlfriend during episodes of the series "Playboy After Dark," she soon found herself cast in the real-life role, too.Her new beau suggested she change her name to Barbi Benton, and a '70s pop-culture icon was born.Shannon Tweed Who'd have thought that the daughter of a mink farmer from St.John's, Newfoundland, would end up on the pages of Playboy?

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