Holly Madison heartbroken that Hugh Hefner won’t marry her

28 year-old Holly Madison is the leader of the pack of Playboy founder Hugh Hefner’s girlfriends. She’s been outspoken about her wish to marry to old codger and bear his children. Hefner has been less committal in the past, giving vague statements about how “we’ll see,” which is something you tell your child when you want him to quit begging for something. We use the “wait until Christmas” line often, but in Holly’s case she may actually remember that type of promise.

Hugh closed that door in a recent interview with Fox, though. He said that it’s not going to happen because he hasn’t had much luck in that department. The flesh-peddler has been married twice. Hugh’s other two girlfriends said that they both have plans to be married and have children, so it’s probably safe to assume they’ll be moving on at some point, while Holly stays and pouts:

“I love Holly very much and I think we’re going to be together the rest of my life,” Hef said. “But marriage isn’t part of my puzzle It’s not a personal thing; I just haven’t had much luck with marriages.”

Speaking of endings, could his other two “Girls Next Door,” Bridget Marquardt and Kendra Wilkinson, also be getting ready to move on?

“My goal is to be hosting my own show and be happily married with children, so I’ve been thinking about that a lot lately,” Bridget said.

Kendra added that her future plans also involve motherhood and marriage while at the same time she aspires to build up her brand name, so with her own label Kdub clothing ready to launch, it seems she’s well on the way to independence.

[From Fox News via We Smirch]

Hefner also said that he’s not going to retire and that “It’s the perfect combination of work and play that keeps you young.” Maybe he should get some more help, though, because his eyesight may be going. Did you get a load of the playmate of the year?

Madison probably doesn’t want a husband and a baby as much as she wants a secure future, and Hefner may be old but he’s no fool. He’s seen a lot of ambitious women in his day and he knows that he’s the one who gets paid the most.

Hugh Hefner and Holly Madison are shown at the 2008 Playmate of the Year luncheon at the Playboy Mansion on 5/8/08, thanks to WENN.

You can follow any responses to this entry through the RSS 2.0 feed.

34 Responses to “Holly Madison heartbroken that Hugh Hefner won’t marry her”

Comments are Closed

We close comments on older posts to fight comment spam.

  1. Cindy Kennedy says:

    I am sure a lot of men would like to believe that young women want dried up old geezers, but it simply ain’t so. Dream on, guys.

  2. Megan says:

    Maybe she wants to inherit all his money? Without being his wife, that won’t happen.

  3. Syko says:

    What you talkin’ about, Cindy? It’s been my experience that nearly all men think they are God’s gift to women anyway, whether dried up, balding, 9-months-gone-belly, toothless, whatever. I don’t guess Hefner is any exception. He’s still walking semi-upright. Still has those bank accounts. That makes him a stud!

  4. yeva says:

    i, again, am going to look like a nut – i think she does love him. i think that having other girls makes her angry. i don’t think that the other two are sexual with him, i think that holly is his only actual girl friend. i like them together. i hope they have a baby!

  5. CJ says:

    I just don’t understand the attraction for older men!!

    Besides the money 😆

  6. elisha says:

    If you watch the show, I think she has real, genuine love for him. I also think she has major self-esteem issues, which could account for why she behaves the way she does… both in wanting to marry him, and being with an old man. That’s also why she’s had so much plastic surgery. In the same vein, she also my be insecure because she used to be so fugg. Here’s pics of her before all the surgery: http://cosmetic-makeovers.com/files/posts/holly_madison_makeover1.jpg

  7. The Observer says:

    wow elisha…. nice link… LOL!

    Shakira Mebarak owes me money… it’s less than $200 come on pay me.

  8. Sasha says:



  9. Kait says:

    I do think she genuinely loves the guy. But he’s made it perfectly clear that he’s never going to marry her – she should cut her losses and move on!

  10. Natasha says:

    Hef won’t marry Holly because he is still married to Kimberley Conrad.

  11. Ron says:

    No one knows better the Hef, never marry the dimwitted skank when he can just bang the dimwitted skank. End of story.

  12. Leni says:

    She is like the mistress of the old married rich guy who waits in her condo (in this case his) for something that will never happen. Very old fashioned, but still true to-day.

  13. headache says:

    How to you plan a wedding to a man when all the potential bridesmaids have slept with him? hmmm

  14. daisyfly says:

    He CAN’T marry her. His wife is the REAL “girl next door”, because she lives…well…NEXT DOOR.

  15. AC says:

    I actually think she genuinely loves him too. She’s so pretty I like her a lot believe it or not.

  16. Enonymouse says:

    To me, it seems that the biggest and most obvious reason that they cannot marry is that he is WAY too old (and he knows that and that is why he said no to marring her). I mean, realistically how many years does that man has left to live. If she marries him for money then maybe…. but if she genuinely loves him and thinks she has enough time for a happy marriage and children then she is very sadly deluding herself. She should just have fun now and stop having this ideas or if she genuinely wants to get married (out of love not money) and have kids then she really needs to break it off and move on with her life, for her own good.

    I often watch “girl next door” and I do too think she genuinely loves him and when she often talks about marriage and baby plans, every time she does that I cringe because that is what makes it sad.

  17. British Bitch says:

    You wouldn´t catch me jumping up and down on his viagra inflated knob, with the others cheering him on. Apparently while he watches gay videos…Quote unquote.

  18. Gracie says:

    He is such a pig. He probably has told her more than ‘we’ll see’.

  19. Diva says:

    I think she genuinely loves him, too. It’s kinda sad to watch, really.

    And OMG @ the link elisha!!!! I had NO IDEA! She wasn’t ugly before, but there is a DEFINITE improvement!

  20. OXA says:


  21. ADD says:

    He’s still married. And Kendra is a lesbian, so looks like only Bridget will land the man of her dreams.

  22. snappyfish says:

    i can see Kendra as a lesbian…her laugh drives me nuts.

    feel bad for Holly…the fact she actually wants to marry the old codger. She gets the money now, so what does she care in the long run?

  23. Christie says:

    I love Holly, and i really do think that she loves Heff. It is very obvious that she longs to be the only girl in a relationship with him, and would give anything to be his wife. Holly is 100% dedicated to Heff. Each time she is away, he’s all she thinks about, and i think it hurts her alot to see that he isn’t busting to make things official between the two of them, by getting married, and eventually fulfilling her dreams of having children. It makes me so sad that holly will be giving so much to Heff, but in reality, he’s just way past his time to be giving it all back. Love to Holly, and best of wishes for her future. I hope eventually all of her dreams can come true. xoxox

  24. paris herpes says:

    Holly needs to go to college and stop being a super dumb blonde already. The dream is over, peepaw’s wee wee is not strong enough to withstand the power of her slutty vagaygay!

  25. Kat says:

    Grandpa ain’t gonna marry you. Stand up, stop whinning and take control of your life. Either love him and stay, or make changes and leave.

  26. Anon says:

    “My goal is to be hosting my own show and be happily married with children, so I’ve been thinking about that a lot lately,” Bridget said.

    Well, she’s part the way there. I’m 99.9% certain Bridget’s still married, albeit estranged, from a husband.

    But she’s still my favorite.

  27. Bridget says:

    Oh really now? What is my husband’s name. pray tell!

  28. anon says:

    Chad Christopher Marquardt

  29. crystal says:

    I luv older men im 26 and dating sum 1 whos 21 years older than me and i would luv 2 date hugh i think hes good looking i think men with age look better 2 me!

  30. Wattahoe says:

    Hef’itits doesn’t love women. He is still a child wrapped up in a cadaver’s body. He still needs to prove that he is a stud to a teenage love, that never loved him and moved on to a ‘real’ man. That’s why Playhoe was created, to prove that women desired his good looking money. Holly assumed that since she was the head slut in the house she was getting all the goodies when he dies. Did she forget that Hef’s daughter runs Playboys empire and he has three other sons that will inherit his failing empire. Guess at the University of Hooter, she never took a law class, just hoola hoops. Hope she has a real car, because that pink golf cart is not street legal. Hope she save enough money to feed the thousands of dogs she owns. Since everybody has seen her twat, she doesn’t have that same mystery everyman desires in a woman. So her chances at another money maker is slim. God sakes, Holly stop trying to live of of men. There is a price to pay in the end.

  31. Cara says:

    I love Holly, Bridget and Kendra. I feel bad that Holly could never marry Hef. But I really hate those twins he’s with now. They’re awful and skanky and nasty. I’m glad Kendra is with her new man… I think she should be with someone closer to her age. And I think Holly and Cris are cute. Bridget is so sweet, she’s not going to stay on the market for long.. she’ll end up married in the next year i bet. they deserve happiness away from Hef. it’s just a shame he never gave them the attention they deserved.

  32. hbp says:

    He is too old anyway

  33. kladionice says:

    Unquestionably consider that which you said. Your favourite justification seemed to be on the net the simplest thing to take into account of. I say to you, I definitely get irked whilst folks consider worries that they just do not know about. You managed to hit the nail upon the highest as smartly as outlined out the whole thing with no need side-effects , folks could take a signal. Will probably be again to get more. Thank you

  34. kladionica says:

    It’s appropriate time to make a few plans for the longer term and it is time to be happy. I’ve read this post and if I may I want to counsel you some fascinating things or suggestions. Maybe you can write next articles regarding this article. I want to read even more things about it!