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Recently in Cougars and Cradle Robbers Category

Cougars and Cradle Robbers, A Selection of HW's Finest

G is for Gossip: 03/10/2008 12:00 PM


To finish up our exploration of cougars and cradle robbers, we've decided to assemble a massive gallery with some of the finest (and most infamous) examples of each.

After their divorce, Bruce Willis wasn't going to let Demi have all the fun.

Joan Collins got all sorts of cougar-training with all the Dynasty cat fights.

Back before Katie cut her hair, it was clear that TomKat was actually TomKitten.

Jack Nicholson has aged, but his companions have not.

Tony Parker may have several inches on Eva Longoria, but she has several years on him.

Madonna is a material mom and a sugar mommy.

Check out the 63-photo gallery of Hollywoodland's intergenerational lovers.


Tags:

  • Brooke Burns,
  • Bruce Willis,
  • Cougar,
  • Cradle Robber,
  • Eva Longoria,
  • Guy Richie,
  • Jack Nicholson,
  • Joan Collins,
  • Katie Holmes,
  • Lara Flynn Boyle,
  • Madonna,
  • Older Man,
  • Older Woman,
  • Tom Cruise,
  • Tony Parker,
  • Younger Man,
  • Younger Woman
Comments: 0
Continue reading Cougars and Cradle Robbers, A Selection of HW's Finest.

Demi & Ashton: When Cougar Marries Kitten

G is for Gossip: 03/09/2008 12:00 PM


You've probably noticed a sudden spike in the use of the term "cougar."  Well, we're a big fan of the term, and we think it's probably safe to say our thanks should be extended to one Demi Moore.

In 2003, Demi set her sights on the 15-years-younger Ashton Kutcher.  Naturally, there were shouts of "It won't last!"  But Ms. Moore proved everyone wrong.

The cougar and her kitten wed in 2005 and, two years later, legally changed her last name to Kutcher (which, if you say 20 times fast--while drunk--almost sounds like "cougar").

Click any image below to see a 22-photo trip down memory lane as we chronicle Demi's hunt (and eventual capture) of her younger prey.


Tags:

  • Ashton Kutcher,
  • Cougar,
  • Demi Moore,
  • Older Woman,
  • Younger Man
Comments: 0
Continue reading Demi & Ashton: When Cougar Marries Kitten.

James Woods Gets 'em While They're Young

G is for Gossip: 03/08/2008 12:00 PM


We realize that James Woods has been a successful actor for years.  But, in the case that "this whole acting thing doesn't work out," James could totally make a career of robbing the cradle.

In fact, the 60-year-old "Shark" has been fishing for guppies for quite some time.

We'd protest, but A) this is Hollywoodland, and B) Woods reportedly has an I.Q. of 180... so he must know what he's doing, right?  Right...

Check out the 27-photo gallery of James robbing many a cradle over the years.


Tags:

  • Cradle Robber,
  • James Woods,
  • Older Man,
  • Robbing the Cradle,
  • Younger Woman
Comments: 2
Continue reading James Woods Gets 'em While They're Young.

Ivana Trump Sinks Her Cougar Claws Into Rubicondi

G is for Gossip: 03/07/2008 12:00 PM


Ivana Trump is less known for being a former Olympic skier and fashion model and more know for her high profile marriages to (and subsequent divorces from) Donald Trump and Riccardo Mazzucchelli.

After several post-divorce legal feuds with Trump and Mazzucchelli, Ivana apparently decided the best way to get back at her former husbands is to snag herself a good-looking, younger fella'.  Ohhhh burn.

Ms. Trump has been dating the Italian former-male model, Rossano Rubicondi, for several years now, and seems to have made a hobby of showing off her man-candy at the world's poshest beaches and vacation locales.

The monogamist cougar is now engaged to her 23-years-younger boy toy.  Meow, Lady Trump.  Me-ow.

Check out all 30 photos of Ivana gettin' her cougar on.

Check back tomorrow for more Cradle Robbers/Cougars action!

Tags:

  • Cougar,
  • Ivana Trump,
  • Older Woman,
  • Rossano Rubicondi,
  • Younger Man
Comments: 1
Continue reading Ivana Trump Sinks Her Cougar Claws Into Rubicondi.
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About this Archive

This page is a archive of recent entries in the Cougars and Cradle Robbers category.

Biggest Comeback is the previous category.

Countdown To V is the next category.

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