Editorial Cartoon: Hugh Hefner Runaway Bride

Editorial Cartoon: Hugh Hefner Runaway Bride

So poor old Hugh Hefner, of Playboy Magazine fame, was left standing at the altar by his fiance Crystal Harris days before their wedding.  Ok he might not have actually been standing at the altar already but you know how old people like to get places early.   Crystal appears in the upcoming edition of Playboy as “Mrs Crystal Hefner” ooops.  According to TMZ, Hef is putting a sticker on all news-stand editions that say “Runaway Bride in this issue”.

Being the consummate playboy that he is, I predicted that it wouldn’t take long for Hef to rebound given he lives in a place with half naked women busting about.  I just didn’t realize how quickly the old captain would move when I drew this cartoon on Thursday night.   So imagine my surprise yesterday to see the lastest from TMZ that the octogenarian (as opposed to octomom) has another 25 year old sharing his bed – Anna Sophia Berglund.

My favorite line from Crystal on the break up was “This isn’t the lifestyle for me. Multiple girls around all the time. The Playboy lifestyle. I just wanted to be true to myself.”  As if she didn’t know walking into the relationship.

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75 Responses to “Editorial Cartoon: Hugh Hefner Runaway Bride”

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  1. Duncanr says:

    Who said money can’t buy love?

    It’s amazing just how blind love can be if the object of affection is sufficiently wealthy !!!

  2. Goeber says:

    He will get over it. 🙂

  3. Jillsy Girl says:

    I really can’t wrap my brain around the reason these girls fool around with him.

  4. George says:

    I don’t think Hef’s gonna be too disappointed by this development. He’s got millions of psycho chicks waiting in the wings for their opportunity. Plus, hey, it’s great publicity for the man and his empire.

    Great caricature of Hef, too, man. You must be drawing like every day now, you skill-honer, you. 😀

  5. Nef says:

    I’m sure it’s going to sell more with “Runaway Bride” than with “Mrs. Hefner”

  6. alecho says:

    Wow… already? He is truly an octogenarian (haha, i like this word) 🙂

  7. lisleman says:

    This was a big PR stunt. I mean who puts their bride on the Playboy cover and offers a whole pictorial on her? As you know I did a post on Love Expressions and this playboy crap never crossed my mind as an expression of love. But what does love have to do with it – somebody sang that once.

    • Bearman says:

      I think though if it were a true PR stunt, they would have made the announcement in time for the release of the magazine to home subscribers so they could have included the sticker there as well. but you can be sure they will milk it as much as possible now.

  8. Binky says:

    There’s probably another 100 waiting for him, and the older he gets, the more attractive he probably is to them as he has less time left.

  9. Dave Hambidge says:

    Something about 15 minutes of fame; with a lottery chance of inheriting godzillions?

  10. Tony McGurk says:

    I just don’t get what beautiful young women see in lecherous old men…
    Apart from $$$’s that is

  11. Nate Fakes says:

    “That lifestyle isn’t for me”. Watch…she’ll be in porn in a couple of years.

  12. Friggin Loon says:

    Breaking an elderly man’s heart is cruel 🙂

  13. Friggin Loon says:

    Are you pulling the piss with that fang Bearman? Twilight blahahahhahahaha

  14. Great likeness of ‘The Hef’, Bearman…
    but… maybe after this appearance it would be best if you had your site tested…

  15. DadaHyena says:

    The scary thing is he’ll probably STILL outlive her…I think Hef has one of those “mummy’s curse” deals that keeps him alive forever (he worships the ancient Egyptian pharoah Viag Ra).

  16. This is no surprise

  17. Mark Stokes says:

    Love your Hef, and the touches of his cosmetic surgeries you’ve put in there.

  18. MJ says:


  19. Scholar Mel says:

    The girl to the left looks like she has come kind of evil plan. 🙂

  20. Jason says:

    Until now, I haven’t heard anything about this story. I consider myself lucky.

    • Bearman says:

      That’s what I am here for. You consider yourself lucky for not hearing about it or for hearing about it here first?

  21. What did she think…Heff was going to trade in his smoking jacket for an Aloha shirt and Bermuda shorts, then pack up the mansion and move to Boca Del Vista?

  22. Scott says:

    I know everyone, no matter who he/she is, has problems–and that no one lives a charmed life. But that Hugh Hefner–I resent the hell out of him! No one should be that lucky! Borrowing a phrase from the David Lynch film, “Lost Highway”, “This fucker gets more pussy than a toilet seat!” Even Mormon men are no longer allowed to have multiple wives, and people resent Muslim men who can afford to have four wives (the limit, in Islam). But there ought to be a law that limits the number of lovers for unmarried people, like Hugh Hefner! I know I’m whining–but it’s simply not fair!

  23. I guess Hef will have to try and get thru this difficult time in his life. Perhaps a few people at the house can offer him some didtractions.

  24. jynksie says:

    Everyone has a price when it comes to sleeping w/ wrinkly old sausage! –You too ladies! *grin*

  25. Jande says:

    Hey Bearman, nice cartoon. What did they do with their bunny ears?

  26. All of this blog posts are excellent.This post is so sweet.I like it.

  27. bschooled says:

    That is spot on, Bear! It looks more like Hugh than Hugh does…


    To be honest, I’m almost embarrassed for the guy. I know he’s not embarrassed whatsoever, so I shouldn’t be either. But I saw a few episodes of his old show (believe it or not it was one of the few English shows they broadcast in Nicaragua), and he just looked so frail. Yet pervy.

    Frail and pervy is like the worst combination you could possibly be.

  28. Corve says:

    Holly was the best girl for him. At his stage in life he needs to settle down.

  29. i mean, if you’re a millionaire about to die that’s like 90, do you really think someone is marrying u for your charming personality?

    wtf is wrong with this guy. and i’m personally offended there isn’t more brunettes around that house

  30. It kinda sounds Ironic if you stop to think about it.

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