Gotta Watch: May-December romances
Crystal Harris has called off her wedding to Playboy founder Hugh Hefner
June 15th, 2011
11:06 AM ET

Gotta Watch: May-December romances

Perhaps Crystal Harris didn't want bridesmaids wearing bunny ears. Or perhaps she got tired of people suggesting her fiance was the "old" in "Something old, something new, something borrowed, something blue." Whatever the reason, it's official: Harris has called off her wedding to Playboy founder Hugh Hefner. Since much of the fascination about Hef and the Playboy Playmate centers around their 60-year age difference, today's Gotta Watch looks as some of our favorite May-December romances.

Harris makes "The RidicuList" - CNN's Anderson Cooper says he just doesn't get why Hefner's ex-fiancee would call off their big day.  He managed to put her on "The RidicuList" with references to dogs and hydrants, orthopedic shoes and penicillin.

'Til death do us part - What's the secret to a successful marriage?  Selflessly sharing the mic at a press junket? Polishing your spouse's star on the Hollywood Walk of Fame without being asked? Here, Ashton Kutcher and Demi Moore say it's as simple as a Post-It note.

Donald and Melania - Before Donald Trump flirted with the idea of running for president, he was flirting with now-wife Melania. Here, she tells HLN's Joy Behar that she initially didn't want to give Trump her number. No, it wasn't because he wanted to see her birth certificate.

Watch Anderson Cooper 360° weeknights 8pm ET. For the latest from AC360° click here.

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Filed under: Celebrity • Donald Trump • Showbiz • TV-Anderson Cooper 360
soundoff (82 Responses)
  1. james

    Sad but true: No money, no honey.

    June 15, 2011 at 6:52 pm | Report abuse |
    • annabella

      Not all May December relationships are about money,Im 39 husband is 65,weve been married 13 yrs,we live paycheck to paycheck,hez better than any man i ever dated my own age, its is real love.

      June 15, 2011 at 7:42 pm | Report abuse |
  2. Diane

    Demi's botox, juvaderm, facial sanding, etc. will only take her so far, and only for so long. The miles are beginning to show as Ashton gets better looking.

    June 15, 2011 at 6:54 pm | Report abuse |
    • drew

      and you are probably a stunning beauty, with no imperfections at all.

      June 15, 2011 at 7:42 pm | Report abuse |
  3. Shoschnizzlemyfizzle

    Like my pappy told me:

    "Wemon, the hottier they look, the more gold they want to goo digg"

    June 15, 2011 at 6:58 pm | Report abuse |
  4. Joey Isotta-Fraschini

    @ Kurt:
    I didn't mean to plan anybody else's life at all.
    Honestly, I'm very happy for you in what sounds like a wonderful marriage.

    June 15, 2011 at 6:59 pm | Report abuse |
    • glambert

      he's like Larry King just go away'when your nads hang to your nee's,it's time to be a great great grand dad,and tell stories

      June 15, 2011 at 9:31 pm | Report abuse |
  5. Joey Isotta-Fraschini

    Know what my Daddy told me?
    You find yourself a good, plain-looking woman. Otherwise she'll always be running after some other man.
    It hurt my feelings, and I thought "how ugly am I?"
    (I married a blond, blue-eyed model.)

    June 15, 2011 at 7:04 pm | Report abuse |
  6. Brandon

    A more accurate description would be March-December 28th

    June 15, 2011 at 7:32 pm | Report abuse |
  7. Jack Taraz

    The 1960's song was true:
    If you wanna be happy
    For the rest of your life,
    Never make a pretty woman your wife,
    So from my personal point of view,
    Get an ugly girl to marry you.

    June 15, 2011 at 7:39 pm | Report abuse |
  8. ___

    woman are mercenaries and they all have a price...for most, the price is marriage, house, car, children, security, social proof. the end.

    June 15, 2011 at 7:43 pm | Report abuse |
  9. drew

    who cares, how does this affect any of you?? get off the computer and fix your own issues instead of worrying about what others are doing

    June 15, 2011 at 7:44 pm | Report abuse |
  10. Noneofyerbiz

    Actually, it's hard for me to find a guy that doesn't mooch off ME! Not all women are after a man's money. Jeez.

    June 15, 2011 at 8:10 pm | Report abuse |
  11. Lottie Doskey

    Crystal...........a smart girl/

    June 15, 2011 at 9:18 pm | Report abuse |
  12. hattiewright

    There is probably hardly a sincere woman at the Playboy mansion. One after the other using Hefner for his fame and money, and he in turn using woman for what he has to offer and probably his own personal whims. Holly Madison is a hypocrite. She says she wants what is best for Hefner, but a playmate wrote a book stating that Holly once tried to copy Hugh Hefner's will. Hardly one of thee women can probably be trusted.

    June 16, 2011 at 2:20 am | Report abuse |
  13. Joey Isotta-Fraschini

    I'm not wanting to do anything extraneous to my marriage of course, but I need to talk some things out...a friendly, SINCERE woman with a fresh approach to my problems would be a good person to talk about a Playboy Bunny...yeah. I just need to talk to somebody...

    June 16, 2011 at 4:31 am | Report abuse |
  14. Taron

    Cheers pal. I do aprpeactie the writing.

    July 30, 2011 at 11:41 am | Report abuse |
  15. cvvracw

    inn5mN yatndmxqvnvc

    July 31, 2011 at 5:28 am | Report abuse |
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