Cougar Plays Gone Wrong: 8 Cases of Older Women and Younger Men That Just Didn’t (or Don’t) Work

June 9th, 2012 - By Drenna Armstrong
"DemiLead"

nydailynews.com

In a search to find love, we tend to try play many different cards until we have the winning hand. These celebrity women are no different and their common wild card? The younger man.  They haven’t had the best luck but they’ve not let it get them down. The best part? They’re still fabulous!

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  • http://www.facebook.com/krista.anderson.927 Krista Anderson

    There is something very disturbing about men and women dating signficiantly partners.. in my personal opinion women who date men 20 years younger then them should get psychological help…because they clearly have mental issues. Women supposely mature faster then men do.and so if you’re dating a man that’s 20 years younger..you could have been his mom’s friend, or..even his mom.. Most psychologists would have a field day with a woman who feels the need to only date younger men- the idea makes my skin crawl.

  • FromUR2UB

    Madonna’s older than his mother? That’s flattering. When Vivica Fox was dating 50 Cent, they posed for picture where she was wearing this hip high, tight and skimpy dress, and I thought: Poor thing. She is really trying hard. Am I the only one who sometimes confuses Demi Moore with Courtney Cox?

  • uniquefashionista

    I have dated a guy who was 11 years younger than myself. Although it is very flattering for a younger guy to be attracted to an older woman, there really isn’t a lot of things we have in common. I think that curiosity from both sides is the major factor with intimacy being top on the list. All of the older women shown are beautiful, desirable women. Why wouldn’t a younger man want a secure, desirable, older woman? I think that Whitney Houston should have been added to this list and also Mariah Carey, and also Janet Jackson.

    • FromUR2UB

      Younger is one thing. Young, like 20s, is quite another. In answer to your question, children. If he doesn’t have any, he may want his own, healthy ones. Most men I’ve known who said they dated older women when they were young, said there were three things they got from her: 1) Learned something new sexually 2) Gifts 3) money. But they knew they would never marry her.

  • L-Boogie

    Oh, this is funny.

  • double standard

    Men has been doing this for years, dating younger females and I never hear all of the negative comments…but as soon as it’s a woman dating or marrying young the world treat it as a crime “some”….to each it’s own what ever makes you happy this life is short so live and enjoy and be happy with what make you happy….because in all honesty in some cases they act the same damn way immature and unstable…..#doyou

    • mark

      The difference is that a lot of women date younger women out of revenge or ego. Men just do it because it’s part of being a man. I am a man and I can tell you that at least where I come form It’s women who are always conspiring and trying to change or decide who men should and shouldn’t date, neither me or any of my fiends ever tell women who they should or shouldn’t date, but women are always complaining about this and trying to change men. So I guess women do deserve to get judged because women always judge men for practically everything they do.

  • Zettai

    Demi and Ashton’s problem was that when he was acting a fool she was doing whip its instead of going upside his head! (And am I the only one who always thought he was f*cking the daughter with the big jaw?)

  • shame on you…

    MONEY…is the only thing that i want that young…

  • http://www.facebook.com/profile.php?id=100003767944005 Cherie Amore

    Actually, we’re not chasing after them; they’re chasing after us (well, me anyway). I’m 46 and regularly get hit on by men 5, 10, 15 years my junior. Yes I’m flattered but in reality, I can’t see myself with someone in their 20′s/early 30′s. I tried it and the thing that struck me the most was that the life experience (relative to mine) just isn’t there yet. 5 years younger is my limit.

  • http://www.amazon.com/s/ref=ntt_athr_dp_sr_1?_encoding=UTF8&search-alias=digital-text&field-author=Peaches%20The%20Writer PeachesTheWriter

    Okay, did y’all like find the craziest picture of Demi and post it?
    Seriously, an older woman can be the most attractive, amazing woman in the world. All it takes is for the younger man’s friends to make one joke about her age and he becomes insecure. This is not all the time, but it happens often enough to make some women steer clear of these babies.

  • Natasha T

    I find it bloody disgusting and desperate that these old blokes chasing little boys.

  • BrinBrin

    Women dating younger men is like a teacher having s3x with students. I find it gross and desperate that old women chasing around little boys!

  • Love_Sexy

    I don’t see anything wrong with a woman being with a younger man however it has to be a man that is mentally mature (and thats hard to find)……I have experienced dating a younger man and I also have a friend that is married to a man that is 15 yrs younger than her….so far they are going strong

  • thomasclemons5

    Does anyone values commitment anymore?

  • Evie

    Plus last time i checked, age differences stopped being a non factor after your 20s.

  • http://twitter.com/AJ389 AJ389

    Wow

  • RedButterfly81

    This is why I don’t date younger men, he has to be older. My boyfriend is 2 years older than me that’s good for me. I believe younger men isn’t mature enough for relationships, all they want to do is play.

    • Evie

      That’s a stupid generalization.

      • RedButterfly81

        Whatever cradle robber! My opinion, don’t like, MOVE THE EFF ON AND SHUT UP!

        • Evie

          Cradle robber? I’m 20, and my boyfriend is older. You don’t even know me and yet your calling me that? really shows your maturity. Hypocrite ;)

          • RedButterfly81

            How am I a hypocrite when I’ve never dated a man younger than me in my life, dumba**? I don’t give a dam about my maturity on the internet, this is the internet for god sake so I don’t have to act grown because you want me to. You started this my commenting on my comment about my preferences!

            • Evie

              Haha i see you’re the one trying to give all your comments a thumbs up. Pathetic really, i can see right through that BS.
              You’re a hypocrite because you’re calling me names, and yet you’re saying young men aren’t mature. smh. Just stop it.

            • Evie

              i see you’re the one trying to give all your comments a thumbs up. lol Pathetic really, i can see right through that BS.
              You’re a hypocrite because you’re calling me names, and yet you’re saying young men aren’t mature. smh. Just stop it.

    • FromUR2UB

      It doesn’t get much better with the older ones. The 40s and 50s crowd are pretty much the same.