Holly Madison: Hef could do better than Crystal, she’s using him

Holly Madison
Life & Style has a new interview with Holly Madison in which she doesn’t hold back with her thoughts about her ex Hugh Hefner’s engagement to 24 year-old Crystal Harris. Holly has previously shown some restraint when asked to comment on her octogenarian ex boyfriend’s engagement, saying in part that she was “very surprised” and “have a lot of different feelings on it.” Now Holly is opening up about her feelings and she’s clearly angry that she didn’t score an engagement from Hef after riding his Viagra gravy train for seven years. In September, 2008, back when Holly and Hef were still together, Hef said that he loved Holly, but added that “she wants very much to get married and have children. That isn’t very much in the cards for me.” Holly was pushing for a proposal their whole relationship, and spoke openly about her frustration that Hef had yet to propose. So it definitely comes as a surprise to her that Hef put a ring on the next, younger one to come along:

Holly Madison, shocked to find out about her ex-boyfriend Hue Hefner’s marriage proposal to Crystal Harris over Christmas, is now breaking her silence in the new issue of Life & Style—on newsstands now—warning Hef to reconsider.

“I’d like to see Hef settle down,” Holly told Life & Style during the exclusive interview on Jan. 6. “I just want it to be with the right person, and I feel like he’s making a hasty decision. I’m not sure Crystal is the best thing for him.”

While Crystal, 24, moved into the Playboy Mansion only in January 2009, Holly was Hef’s right hand for six years until the two split in October 2008. “Crystal hasn’t been around very long — she’s a mysterious character,” says Holly. “No one knows much about her. Plus, she’s very young, probably too young to settle down. I’ve seen a lot of girls try to date Hef, and some have ulterior motives. I don’t think it would be a bad idea for him to get to know her a little better. I think it’s possible Crystal could break Hef’s heart. They could end up divorcing, and she could take half his money.”

So she arranged a face-to-face with the duo on Jan. 5 to witness the duo’s supposed joy for herself. “I wanted to check up in person,” Holly says about of the emotional encounter, which was filmed for season two of her E! reality series, Holly’s World (premiering on Jan. 23). “I told them that I wish them the best and that Crystal had better not do him wrong or else I’ll kick her butt. It was definitely awkward.”

In the end, Holly just hopes Hef has indeed found his perfect match. “I’m not jealous that he’d marry someone else. I just don’t want it to be a girl who’s using him to start her career,” she tells Life & Style. “Basically, I think he could do better than Crystal.”

Speaking via her manager, Michael Blakey, Crystal told Life & Style, “I’ve never been happier in my life. I’m so excited to be marrying Hef.”

[From Life & Style]

So Holly’s “not jealous” that Crystal scored an engagement from Hef after less than two years when she worked on him for seven with no success. She just thinks that Crystal has other motives and is using him. What were Holly’s motives then? Did she love Hef for his personality? I liked Holly on The Girls Next Door and I think she did love Hef and was better suited for him, given what little I know about Crystal, but she’s got some sour grapes going on. It’s not like Hef was going to take up with some woman half his age with her own career and ambitions. He’s a vehicle for these women and that’s why he’s able to score them so young. Holly may have loved Hef but she also loved what he could do for her.

Hefner recently re-purchased the majority share of Playboy, which is thought to indicate that he’s ready to leave the empire to his sons. Hopefully he’ll get an iron clad prenup with Crystal – if he ever does marry her.

Photo credit: PRPhotos. Check out Holly’s shoes. She looks ridiculous.

Holly Madison

Holly Madison

Hugh Hefner and Crystal Harris

Hugh M. Hefner, Crystal Harris

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45 Responses to “Holly Madison: Hef could do better than Crystal, she’s using him”

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  1. Vi says:

    prenup??? what’s the point of marrying some ancient millionaire if you can’t get some of his money!

  2. liz says:

    “ulterior motives” – -HAHA

  3. brin says:

    The Girls Next Door…..family feud edition.

  4. mln76 says:

    The situation is gross. I think Holly was expecting too much from Hef and deluding herself into believing the relationship was deeper than it was. How is a man in his 80′s going to raise young children? This girl probably does have dollar signs in her eyes but Hef is using these girls as his playthings to keep his own sex party going so in my book they are even. I really can’t muster up any sympathy for her.

  5. Hautie says:

    Oh please. As if any of these girls are “in love”. They all used him for a career and he used them for sex. So they both got what they wanted.

    And to imply that Hefner would get married without a pre-nup is a joke. He may be old but he isn’t brain dead.

    I do highly suspect that Hefner is sitting on a huge personal bank account.

    He does not spend lavishly on anything. He has never even renovated that dusty looking house. Everything in it looks like @1968 in all the living/public areas.

    So Holly is p*ssed that she over played her hand and didn’t get that proposal. But really do you want to be married to a 80+ year old? No.

  6. Stronzilla says:

    Oh, you can bet he probably already put those shares inhis sons’ names, or a corporation with his sons named as officers, along with every other asset he has to his name, mansion included. Looking at Crystal you see exactly what kind of person a man will end up with if he spends his whole life objectifying women. The minute that man is no longer upright and walking unaided she will be out the door. The best part is when Holly refers to her as a ‘thing’ instead of a person!

  7. gabie says:

    Who doesn’t :) ) wsho doesn’t use him! LOL

  8. tg says:

    LOL @ Hugh “settling down”. Most men his age settled down 50 years ago! I’d be worried Crystal would commit me to Sunny Pastures and then take off for Rodeo Drive.

  9. Kaboom says:

    Well at least he already improved upon Holly Madison with his choice, that counts for something.

  10. Vi says:

    but isn’t the point of boinking hef to get your mitts into his cash? i mean he’s using the girls for sex, if they’re not getting anything out of it then what’s the point?

  11. guesty says:

    @brin…so funny.

    holly just can’t figure out the why of it all. bless her little gold diggin heart.

  12. Candid says:

    All I can say is he’d better have a food taster…

  13. OXA says:

    ROFLMAO this is the kettle calling the pot black. Holly is pissed cos she left and an upstart got the ring.lol

  14. mymy says:

    Holly was a better choice. she seemed to love him.

  15. Little.grrl.lost says:

    Bahaha. Pot meet kettle.

  16. HEB says:

    she did use him for ulterior motives…the record deal and the make up line. Neither of which even made it to release because she’s not special enough.

    I’m a firm believer that Crystal just had awesome timing. But that doesn’t mean she isn’t just as suited as any other girl– to adjust Hef’s back pillow and order his drinks at the club.

  17. what? says:

    actually, dispite what anyone may say-i remember reading and interview with Holly and she did seem to have real feelings for him as opposed to using him as many people would say. but then he did have 2 other gf’s at the time so surely i would imagine she had a feeling that he didnt feel the same for her(i imagine theres only so many feelings a dirty old man could have)

  18. Rio says:

    It wouldn’t surprise me in the least if the buyout is to secure his son’s stake in the business. Like him or not, Hef is a damn savvy businessman and he keeps Playboy in the family. How long has his daughter been running it? 20 years or so?

  19. Westcoaster says:

    Hasn’t Hugh Hefner’s daughter been running the Playboy empire for all these years? If Hugh decides to leave it all to his sons, it will say alot about how he feels about women

  20. Faye says:

    I thought she just got married. I wonder how her husband feels about her sour grapes over not landing Hef. I mean, I think most men would be insulted that their wives were pissed that they didn’t get a ring from Hef.

  21. Skins says:

    Holly’s love for Hef was so real!

  22. lili says:

    they are sick in the head …

  23. Jayna says:

    He deserves better. LOL Hef pays girls young enough to be his granddaughters money to cater to him and abide by his rules. He gets what he pays for.

  24. bluhare says:

    OK, I don’t get it. What’s happened to his daughter who was running the magazine? Did she leave? Why now the sons?

    I’ll hold off on the misogynist comments until I find out.

    Hi ho, hi ho, it’s off to google I go . . .

    EDIT: She left at the end of 2008. WOnder if she was pushed.

  25. Zelda says:

    She has got to be kidding.
    The man hasn’t got the time left to go any slower.

  26. daisydoodle says:

    I think his daughter “retired”. She is about 55+ and I think she probably wanted to go to Miami like the rest of the senior citizens and get an early bird dinner. Her father should follow her lead.

  27. Marie says:

    I am going to tell you what if that were my 24 year old daughter, I would knock the piss right out of her. No way in hell I would want old man saggy goat balls crawling on top of me. I mean really I bet when they are going at it doggy style his nuts hang so low they swing clear up to her tits.

  28. guesty says:

    @marie…just fyi..based on the ‘memoirs’ from former “girlfriends”…he just lays there after he pops a…viagra. you don’t want to know anymore than that. trust.

  29. Anti-icon says:

    @#10 Vie: I think your question just explained why hookers typically aren’t Rhodes scholars. LOL

  30. juliana says:

    Thanks, Marie.
    I need the eye and brain bleach to get THAT image out of my head. : (

  31. lin234 says:

    daisydoodle: lol! I can’t even imagine being Hugh’s daughter. Can you imagine the daddy issues?

    I thought Playboy was having money issues. How did Hugh get the money to buy so many shares?

  32. MarenGermany says:

    Got a confession to make. I´ve always loved my boys a little older and more mature. You know, I´m 26 and dating someone mid – end 30.
    And even though I have always had a thing for the older generation, …a 80 year old????????? I mean, they GOT TO BE kidding!
    There is no way in hell you could truely love someone that much older.

  33. Rosanna says:

    Crystal isn’t the best thing for him. Mainly because she is not a “thing”!

    But the point is, I can now understand why Hef dumped Holly ie ulterior motives. Ulterior motives aka agendas are always bad for a relationship. Whether it’s about forcing him to have kids again or give you half of his assets. The problem is, Holly still thinks in terms of scheduling life, and that will make her very unhappy.

  34. michelle says:

    And Hef is using these girls right back.

  35. DD says:

    Someone needs to cue Holly in that Hefner is 90+ old man… I’m not sure if he is but he looks like it anyway, who’s still chasing girls barely out of their teens, keeping a harem of bimbos to ride his nasty disco stick. Frankly a troll suits him just fine. Crystal is definitely an upgrade to what he actually deserves.

  36. daisydoodle says:

    ok, besides the hard boiled eggs and soup, he can’t remember what he had for breakfast, let alone who is girlfriend is now. If some blonde bimbo wants to do his “soft boiled penis” let them go “at it”, yuk!

  37. TeeTee says:

    Holly wishes it were her, its obvious and I’m glad its not me, LOL

  38. elisa says:

    I actually really like Holly’s shoes. Why do you think they look ridiculous?

  39. mrsodie2 says:

    I don’t want him to marry a girl who is using him to start he career. I say more about it on my reality show, which I only got because I had group sex with Hugh Hefner for 6 years.

    Really, Holly? Really?

  40. southerncheerleader says:

    Pot to kettle, helloooo!!!

  41. Hakura says:

    Pretty much all of Hefner’s relationships during the last 50yrs have been all business from the start.

    There’s no way in hell there won’t be an iron-clad pre-nup. Hefner might be a disgusting sleaze, but one thing he isn’t is stupid.
    I got the impression Holly was by far the most ambitious of the girls of recent years. Playboy magazine wasn’t enough.

    It’s too hard to tell if it was legitimate, or if Holly is just an especially clever, talented gold digger. She was pushing for the marriage & baby pretty hard, which would have resulted in her definitely being financially supported for the rest of her life…even with a pre-nup. A child may have even had some rights to ‘inheritance’, which I’m sure is enough that she’d want a hand in the cookie jar.

    Even if Hef had real feelings for Holly, perhaps the reason behind his not proposing was concern about her intentions. He strikes me as the sort of man who wants to be the ‘smart one’ in the relationship, which may have been a risk with Holly. That’s definitely not going to be an issue with Crystal.

  42. fabgrrl says:

    Do you think Hef is even aware that Crystal is not Holly? He probably doesn’t know who he is “marrying”.

  43. Kim says:

    DUH! What girl isnt using him?! They arent sleeping with him for his virility or looks! Every girlfriend he has is using him for money or fame and he is WELL aware of this.

    She wouldnt get half his money if he has prenup AND he is probably putting Playboy Corp. in his sons names so she wont be able to touch any Playboy money. Hef isnt stupid. No girl is going to take his fortune. He has a deal w these girls they put out and he pays them and furthers their career via being one of Hefs girlfriends. Crystal is in la la land if she thinks she will get his fortune when he dies or they divorce. He will cover every penny!

    Its the age old Hollywood trade off of you sleep with me and I further your career.

  44. Kim says:

    fabgrrl- hilarious! Seriously he probably still thinks he is married to his second wife and they are just renewing their vows-haha!

  45. Abby says:

    I’m not a lawyer, so I’m not 100% sure, but if they were to marry without a prenup, wouldn’t Crystal only be entitled to half the money Hef made during the marriage, not before?