Hugh Hefner
The 85-year-old business mogul has been dating women in their 20s for decades. It's funny how the women he dates never age, but he still does.
We've put together some lovely leading ladies close to his age.
Sorry Hef!
Hugh's Current Lady
The famous bachelor recently celebrated his 85th birthday with a bevy of ladies in their 20s by his side. Among them was his 24-year-old fiancé, Crystal Harris.
Betty White
Even Jon Hamm can’t look away from the charming 89-year-old “Golden Girl.”
Arlene Dahl
The 1950s actress is the same age as Hugh. If he got together with her he could live vicariously through her 53-year-old son Lorenzo Lamas and the pretty young things he dates.
Doris Day
The legendary actress recently celebrated her 87th birthday. But she has the right hair color for Hugh.
June Lockhart
June, 85, is best known for playing the mother on "Lassie" in the late '50s. Who wouldn't be drawn to her warm charm?
Cloris Leachman
At 84, she recently shocked audiences with her dexterity on "Dancing with the Stars."
The Playboy mogul could learn a thing or two from her!
Lauren Bacall
The 86-year-old legendary actress was once married to Humphrey Bogart, so she knows a thing or two about taming a Hollywood bad boy.
Angela Lansbury
The 85-year-old actress makes us think of one tough cookie. If they got together she would definitely wear the pants in that relationship.
Charlotte Rae
"The Facts of Life" actress still keeps busy acting even though she's 84-years-old. So while Hef is busy ruling his empire, she could be busy on film sets.
Phyllis Diller
The comedienne, 93, is still full of spunk and could probably run circles around Hef.
Honor Blackman
The British actress was a Bond girl in "Goldfinger" in 1964.
Sounds right up Hugh's alley!
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