Hugh Hefner’s Long List Of Girlfriends
Hugh Hefner has been in the news a lot lately. First, it was for rumors that 2 of his “girlfriends” left him for other celebrities - Kendra for Eagles receiver Hank Baskett and Holly for illusionist douche Criss Angel. This week, the story is that he’s facing bankruptcy. Regardless of what people are saying, when you’ve lived a life like him, nothing else matters.
For all we know, Hugh rivals Wilt Chamberlain in the gettin-it department. Below are the ladies that he’s called his girlfriend at one point or another. They’re usually Playmates of the Year, but sometimes he settles for actresses, hoochies, foreigners, or even wives.
Playmates of the Year
Donna Michelle:
SEE THE REST AFTER THE JUMP…
Marilyn Cole:
Lillian Muller:
Hefner did admit to dabbling in bisexuality, and tranny-like Muller might have inspired it.
Patti McGuire:
Shannon Tweed:
Brande Roderick:
Not sure why Hugh got rid of Brande and her Marissa Miller-like looks
Wives
Mildred Williams:
OK so this isn’t the Mildred Williams that was Hefner’s first wife, but it is the only Mildred Williams I could find.
Kimberley Conrad (also a PMOY and still technically married):
Actresses
Carrie Leigh:
(update) Barbi Benton:
Most people don’t know that Benton was never a Playmate, just an entertainer that happened to be on the cover a few times.
Reality Show Hoochies
Holly Madison:
Bridget Marquadt:
Kendra Wilkinson:
See more recent shots of Kendra here.
The Rumored New Girl
Dasha Astafieva:
Not bad, Hugh. Not bad. If you really are bankrupt, just write a memoir and you should be set.
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September 30th, 2008 at 10:35 am
[...] Hugh Hefner’s Long List Of Girlfriends [...]
September 30th, 2008 at 11:36 am
What about Barbi Benton?
September 30th, 2008 at 11:57 am
Barbi Benton was BY FAR Hugh’s greatest catch.
September 30th, 2008 at 1:29 pm
You forgot the Bentley Twins. They were hot. I think they were around the same time as Brande Roderick.
September 30th, 2008 at 1:53 pm
added barbi, good catch
September 30th, 2008 at 2:29 pm
This is a list of Heff’s girlfriends, it has nothing to do with the females being Playmates. Thanks for adding Barbi, she was (is) beautiful.
October 1st, 2008 at 2:32 am
An impressive list. He has lived a good life.
October 20th, 2008 at 3:59 am
girlfriends? no, he paid and cheated
November 16th, 2008 at 8:54 pm
>>kanjd
An old girlfriend speaking? Add kanjd to the list!