Hugh Hefner (84) proposed to Playmate Crystal Harris (24)

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I feel kind of guilty putting all of these engagement announcements all together, but in my defense, two of the couples that got engaged are kind of boring. First up: Hugh Hefner got engaged. He’s 84 YEARS OLD. He proposed to one of his many girlfriends, Crystal Harris, who is 24 years old. OH GOD.

Hugh Hefner rang in the holidays with an engagement ring.

The Playboy founder is engaged to girlfriend Crystal Harris, 24, he announced on Twitter.

“After the movie tonight, Crystal & I exchanged gifts. I gave Crystal a ring. A truly memorable Christmas Eve,” Hefner, 84, wrote. “When I gave Crystal the ring, she burst into tears. This is the happiest Christmas weekend in memory.”

Later, he clarified, “Yes, the ring I gave Crystal is an engagement ring. I didn’t mean to make a mystery out of it. A very merry Christmas to all.”

This will be the third marriage for Hefner. In 2009 he filed for divorce from his second wife, former Playmate Kimberly Conrad, after the two separated in 1998. He was previously married to Mildred Williams; their marriage ended in divorced in 1959.

Harris was December 2009′s Playboy Playmate.

[From People]

There are sketchy age differences, and then there’s this. I mean… no fool like an old fool, right? I’m always reminded of something my father said about an older man marrying some young girl – “At his age, he’s just paying to look at her.” As in, all of Viagra in the world isn’t raising that sail, so Hef is just buying himself a young, pretty blonde to look at and be his companion. More power to him…? Ugh.

In other engagement news, Ginnifer Goodwin (32) just got engaged to her boyfriend of two years, Joey Kern (34). Apparently, Kern proposed earlier this month… and they just decided to announce it now. Their wedding date is tentatively announced for next fall. Also: Jason Mraz (33) proposed to his girlfriend, singer-songwriter Tristan Prettyman (28). Let’s give a round of applause for age-appropriate unions!

REDONDO BEACH, CA - NOVEMBER 07: Singers Jason Mraz (L) and Tristan Prettyman attend the 2010 Freedom Awards at the Redondo Beach Peforming Arts Center on November 7, 2010 in Redondo Beach, California. (Photo by Jesse Grant/Getty Images)

LOS ANGELES, CA - NOVEMBER 13: Actress Ginnifer Goodwin and actor Joey Kern attend 'The Artist's Museum Happening' MOCA Los Angeles Gala cocktail reception held at MOCA Grand Avenue on November 13, 2010 in Los Angeles, California. (Photo by David Livingston/Getty Images)

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Photos of Hef & Crystal, courtesy of WENN.

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64 Responses to “Hugh Hefner (84) proposed to Playmate Crystal Harris (24)”

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  1. the original bellaluna says:

    Holly must be PISSED!!

  2. Kiki says:

    That Crystal girl is soooo pretty. I don’t think Hugh is a fool. He perfectly knows he has to pay BIG

  3. carrie says:

    vive le Viagra!

  4. Leona says:

    He’s so fucking disgusting.. I wouldn’t let him anywhere near me for all the money in world. Her self esteem must be in the negatives.

  5. Nudgie says:

    OMG – Mraz is FIVE YEARS OLDER than his fiancee!!! That will never last….

  6. Reality says:

    I agree about Holly, she must be super pissed after wasting all that time waiting for a ring, and no way in hell is that girl 24!

  7. brin says:

    She may have daddy issues, but granddaddy issues?
    Anyway, congrats to all!

  8. Nicole says:

    if that man didn’t have any money, NONE of those girls would mess with his old ass wrinkled dik!

  9. The Truth Fairy says:

    She doesn’t look as fake as a lot of the other Playmates. Hef probably knows he’s not going to be around much longer, and he wants to make sure someone he cares about gets his estate.

  10. Jackson says:

    The real question here is, will he still have all his ‘girlfriends’ line up every week and hop on top of him for a ride on his Viagra stick? I still can’t get the thought of that out of my head. Ugh. I hope this does whatever this chick is hoping it does for her. Cash and invites to better parties is my guess.

  11. nok says:

    Is she really 24? looks like one of those housewives on tv. He is not going to marry anyone at his age, otherwise he’s seriously lost his mind. Any woman would be ashamed in her position, marrying someone 60 yo older than you, what does that say about you?

  12. Mizz Tickles says:

    Is that a baby bump I see?

  13. anjasmomma says:

    So happy for Jason Mraz and Tristan Prettyman!!

  14. bagladey says:

    She’s a nasty gold digger; sleeping with that 84-year-old man. I guess she doesn’t want a baby, because that’s what Holly Madison wanted. If she does want one though she’ll still be fertile when he’s dead.

  15. DD says:

    @Jackson – Ewww no, is that true?

  16. CooCooCatchoo says:

    Crystal looks like she’s got a baby puffin boo in the oven. I bet Holly is pissed!

  17. lin234 says:

    Hugh is a disgusting pig. Doesn’t he have a daughter older than that girl. I’m not seeing how she’s prettier than his previous girlfriends. She looks like your typical blond whore.

  18. guesty says:

    ew on the hef one. just ew. holly must be super pissed. but the thing that is most amazing is that holly’s show is renewed again. that show was so blah.

  19. Jeane says:

    HA, that was my first thought too, Holly must be so pissed!

    And what’s with all the golddigging comments? Yeah, she wouldn’t have gone for him if he was poor, but so what, you think he likes her for her beautiful mind? It’s a fair trade imo. She gets the money and he gets a hot piece.

    But I agree that she is way older than 24.

  20. mrsodie2 says:

    Can you imagine how her parents feel? What more evidence would you need of your utter failure as a father than this? She’s not even going to get that much money! Surely there will be a prenup. Disgusting Wretch. Have fun banging that mummy, Crystal. He’ll probably live 20 more years and get divorced and married twice more.

  21. Alejandro says:

    How the hell is she 24? 34 maybe? And that’s being generous.

  22. mln76 says:

    Did anyone hear that gross story Kendra told about how she auditioned for Heff at the mansion?? Let’s just say the Viagra does work.

  23. bluhare says:

    Well, at least it isn’t a 65 year age difference. That would be plain weird.

  24. Rita says:

    This sort of announcement reminds me of the Easy Bake Oven parties I attended as a child. Half way through every party the hostess always announced her engagement until one day I beat her to it. She became hysterical and accused me of ruining the party claiming I had eaten the brownie mix right out of the package before the party began (Hard to deny with mix smeared on my pink party dress and yes, patent leather shoes with a gold buckle). The next party was the last when again I jumped the gun by announcing my engagement to her favorite boyfriend. This time she accused one of the little girls of stealing a package of brownie mix and brought her to tears (At last years’ high school reunion I carried that package of mix into the gym like it was the Nobel Peace Prize).

    I hope being this far off-thread is okay.

  25. Az says:

    @ the original bellaluna: OMG! That was exactly what I thought! Holly must be irate! Crystal is his only girlfriend since the twins left, right?

  26. Trillion says:

    That’s hilarious that he qualifies his Christmas weekend as “the best” “in memory”. Like, he can’t really say for sure if it’s the best ever, just the best one he still has recollection of.

  27. louise says:

    My first thought was of Holly too. She must be really angry and hurt. But who knows if they will ever get married.

    @The Truth: Considering that Hef has 4 kids I doubt he’s getting married to leave somebody his money.

  28. orion70 says:

    meh, X-mas engagements are tacky imho anyway.

    Ginnifer Goodwin looks tired as hell.

  29. Whatever says:

    He is revolting.

  30. Jackson says:

    @DD – yes, according to that Kendra girl and another playmate account. Here is a CB link, and if you search ‘Kendra Hefner’ you will get the more recent post about what Kendra said, basically confirming what the older playmate said.
    Eww, just eww.

    http://dev.celebitchy.com/2635/ex-playmate_reveals_nasty_details_of_hugh_heffners_sex_sessions/

  31. Vi says:

    ew ew ew. but still there is no way she’s 24. i don’t buy it at all.

    happy for ginnifer though, i think she seems lovely.

  32. George William Gockel says:

    Good.

  33. KelBear says:

    @the original bellaluna, that is exactly what I said when I saw the title.

  34. minnie says:

    lin234– yes, he has 4 kids: the oldest, christie, is 58!!! and he has a son that is 55. they were from his first marriage. he has two younger boys, 19 and 20, i think, from his last marriage.

    so gross that he has children (especially a daughter) in their FIFTIES!!!! but he dates girls in their early 20′s.

    i was wondering what his oldest daughter thinks of this, then i read on wikipedia that she works for playboy. so i guess she sees this is normal?

  35. Zelda says:

    @trillion
    hahahahahah!

    And she’s a beautiful woman, but 24 MY @SS.

  36. wunderkindt says:

    Clearly, this is a ‘PR marraige’ for Hef! Old dude can’t even raise his flag anymore, plus he’s on some very heavy meds which make him barely understandable.
    Still Holly must be MAD!!!

  37. juliana says:

    When I see these young girls with Hefner, I want to ask them how their grandpa is doing, and what he thinks of this?

  38. Kiska says:

    Hefner is one sick individual. *pukes*

  39. jane says:

    She looks like 38 or 39.

  40. Eleonor says:

    Holly was cuter.

  41. Runs with Scissors says:

    All of htis ‘Holly must be pissed!’ stuff baffles me.

    They are hookers, why is this even a story?

  42. CaramelKiss says:

    IF she’s 24, then Betty White is only a couple of years older than her… LMAO. Yeah, I thought about Holly being miffed too. Like seriously? I guess you can’t help who you love or how much money it takes you to love.

  43. TeeTee says:

    maybe she hooked him by NOT wanting kids, poor Holly…

    He has no shame huh?? and neither does she–yuck

  44. dreamer216 says:

    OK here’s how I see this. If you reverse heff’s age its 48 and double her age its 48. Must be what he’s thinking!!

  45. dreamer216 says:

    OK here’s how I see this. If you reverse heff’s age its 48 and double her age its 48. Must be what he’s thinking!!

  46. MrsOdie2 says:

    She probably is 24, but having Viagra sex with a corpse has aged her ten years.

  47. bronwynfahr says:

    Puh-leeze! Hef’s girls don’t have any self-esteem issues. They get paid well to ride that pony and especially to marry it. I’d have to use mind-altering drugs to hop on that, but I’m not gonna demonize these chicks for doing it. If anyone under 50 is doing that dude, they’d BETTER be paid well, and with Viagra you are earning every penny.

  48. njbaker1 says:

    He is literally old enough to be her great-grandfather….ew.

  49. Jazmin says:

    This guy is f#ck#ng gross. And why is he still alive? Did he make a pact with the Devil?

  50. Evolution101 says:

    It’s basic Evolution 101. Women have what men want. Women can afford to be choosey. They want the best man for their off-spring, a man with plentiful resources and good breeding genes (if they want to have children). It’s in their genes to be attracted to men with good resources. Men know this, that’s why they like to flaunt their income levels to women. Don’t hate because Women go for it. Men like it that way, and women do too. Though, I doubt she will let this elderly man breed because after 35 years old the males’ sperm deteriorates. Even sperm banks close the door on males over 35 years of age….
    Anyone complaining is nothing but a Sour Grape.

  51. Hakura says:

    As someone else pointed out already, he does have children, so I don’t know if the inheritance is a driving force behind it. But it happens sometimes..an elderly man becoming involved with a sexy young thing, & changing his will to leave her more than he leaves his children. (I wonder how his children are reacting to this.)

    He’s probably gotten to the point of thinking about who’s going to be there to take care of him at the end of his life. Someone to be there to care, support & comfort. She may not be smart, but that doesn’t mean she can’t be comforting.

    A sexy model walking around in underwear likely doesn’t *do* anything for him now, given his age. Nice to look at, but nothing more. I have a feeling he chose this girl for reasons other than just her looks… like being sweet, caring, easy to talk to. He doesn’t have much time left, I can see why he wouldn’t be worried about taking the impulsively taking the plunge at this point.

    Yes. I find it gross too. I’m 24 myself, and hef is the exact age of my great grandmother. *shudder*

  52. Marie says:

    I thought it was just me, who looked at her called bullshit on her age. If that is her true age, he isn’t going to want her in 10 years.

    There is no way in hell I would let that old wrinkled perverted son of a bitch on top of me or me on top of him! At that age I don’t even want to imagine how low his sack hangs (at his calves i’m guessing)

  53. CHICKIEBOO says:

    hugh’s younger kids with ex-wife kimberly are boys aged 9 and 10

  54. The Hamm is My Dream Man says:

    TeeTee is right. Maybe Hef chose this one over Holly because this one is perfectly fine with being a trophy.

    Holly seemed to really want children and a real marriage.

    And 24? Please.

  55. wonderful says:

    wait wait WAIT a minute…all creepy marriages aside….you mean to tell me that hefner has a DAUGHTER???
    Oh i weep for her

  56. melanie says:

    I think she has a baby bump and according to Kendra, the viagra does work. Ew.

  57. melanie says:

    I think Hugh Hefner’s daughter works at playboy…not as a model but I think she does stuff there.

  58. KCT says:

    When he could have any playboy bunny on his arm at any given time (trophy), why waste his time marrying just one? To prove that he can still get the girl even at his age? And what does that prove? That she loves him for HIM? Senile! Sad, sad, sad.

  59. BellaB says:

    I read Linda Lovelace’s biography and she talks about him alot. He was nasty and was into watching chicks have sex with dogs. He even arranged for a live showing of her and a dog at his place. Gross.

  60. Hakura says:

    @BellaB – OMG. That’s just heinous. I mean, it’s one thing to be the ‘playboy’ player who has all the young girls because he offers them career opportunities….

    But that sort of perversion is far beyond what even *I* thought he was into. That *IS* a crime, isn’t it? Jesus.

  61. Nicole says:

    It doesn’t surprise me that Hugh is engaging a young woman.

  62. theresa says:

    Hefner’s daughter Christie, who ran the Playboy business for many years, was born in 1952. Which makes his daughter 34 years older than his finance.

  63. slymm27 says:

    why the whinning?

  64. mrpenydink says:

    OMG A person would have to be BLIND not to SEE the CROWS FEET in the corner of this “24″ yrs olds eyes, except maybe an 84 yr old man. Besides it’s not her eyes his looking at. I would be ashamed to have a daughter like her.