Hugh Hefner’s women


A very common question asked by the millions of Hugh Hefner fans, both men and women has always been, who has the Playboy founder and original Sugardaddy been linked to over the years. The interesting fact is that if you are a frequent visitor to the many blog sites found on the Internet discussing this topic, there is a very high probability that you were not even born when this man began his ascension to the throne of the sexual revolution.

Naming all the gorgeous women that have been romantically linked to Hugh Hefner over the years could take days to research and analyze so for the purpose of time we will just gloss over some of my favorites.

Not every girl that Hugh Hefner has dated has been a Playboy Playmate of the month, Barbi Benton, (I had such a crush on her when I was young!), did however appear in the magazine on several occasions. Barbi Benton met Hugh Hefner in 1968, at the time he was 42 and she was 18 and this romance lasted approximately eight years.

Lillian Müller appeared as the Playmate of the Month in August 1975, and became Playmate of the Year in 1976. Marilyn Cole also romantically associated with Hugh Hefner was playmate of the month for January 1972 as well as Playmate of the year for 1973. Can we see a pattern emerging here? It would seem that Mr. Hugh Hefner was running his own version of the baseball minor league system and then bringing them up to play for the big team!

We all know of Shannon Tweed, currently, happily not-married to Gene Simmons of KISS fame. Shannon was chosen as Playmate of the year for November 1981 and playmate of the year for 1982. She dated Hugh Hefner from 1981 to 1983.

Hugh Hefner was actually married to Kimberly Conrad playmate of the month for January 1988 and Playmate of the year for 1989. Although the marriage ended after 10 years, the two are still legally married and have two children together.

There have been many, many women in between those we have chosen to discuss as well as “The Girls Next Door” showcasing the three blonde beauties that have lived in the Playboy mansion the past few years, Holly Madison, Bridget Marquardt and Kendra Wilkenson. The relationship with these women and Hugh Hefner has subsequently ended but the Sugardaddy Dating endeavors of this 83 year old man are far from over.

Hugh Hefner is currently dating Karissa and Kristina Shannon, identical twin models who are rumored to be 2009’s Miss July and Miss August in a special summer issue of Playboy. Some of us dream it, and some of us live it!



Filed under relationships

2 responses to “Hugh Hefner’s women

  1. todayhe

    Just wanna say your blog cracks me up! Keep up the good work!

  2. As much as I prefer monogamy, I can appreciate that some women are attracted to sugardaddy after sugardaddy. It’s a question of preference.

    I have a question: Who is Barbi Benton with these days? We all know about who Heff has been with. What has happened to some of these women that men remember having crushes on?

    Considering I prefer monogamy, I was fully prepared to dislike your blog but I’ve found myself giggling – so yes I like it!


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