Cougars get a bad rap. If Hugh Hefner can have seven girlfriends in their twenties, then Madonna can have a boyfriend that age too. Sure, some of these relationships might not be as genuine as those between two people the same age, but some of them really have stood the test of time. Famous wealthy women have been dating younger men for years, and Hollywood has its fair share of cougars. We're going to give you the lowdown on the most notorious. [post_page_title]Madonna[/post_page_title] She probably makes all her toyboys feel like they're virgins. The Queen of Pop's a cougar to be reckoned with... She's not just the Queen of Pop, she's the Queen of Cougars too. Madonna's been dating younger men for most of her life. The most recent of whom, Aboubakar Soumahoro, is an incredible 33 years younger than her at just 25 years old. <img class="wp-image-3183 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02095917/Cougar-1.jpg" alt="" width="760" height="553" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Sandra Bullock[/post_page_title] The most badass cougar - I mean, Miss Congeniality - to ever grace the red carpet. Bullock famously dated Ryan Gosling when she was 38 and he was just 22 after they met on the set of Murder By Numbers. But it was (swoon) Ryan Gosling. Bullock's also got strong opinions on those who criticize her for being a cougar, asking the question, "Why are we stopping great connections based on age, or race or color or whatever, gender, whatever?" Well said, Sandra! <img class="wp-image-3184 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02100116/Cougar-2.jpg" alt="" width="600" height="823" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Demi Moore[/post_page_title] Ahh, Ashton Kutcher. He's certainly not with an older woman because he can't get one his own age that's for sure. I don't think there are many women who wouldn't date Ashton Kutcher if they had the chance. Demi Moore was no exception, even though they had an age gap of 15 years. <img class="wp-image-3185 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02100301/Cougar-3.jpg" alt="" width="600" height="756" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Janet Jackson[/post_page_title] Sometimes younger men are the answer for older women who've had no luck with men their own age! After being unlucky in love for years, Janet Jackson finally found her prince in Wissam Al Mana, a Middle Eastern industrialist, who's nine years her junior. Their age gap isn't an issue for Jackson, but she did initially keep their relationship quiet. She said, "I came to realize that younger men had less of a problem with who I am than older men. With the younger guys, there was less ego. Things were less competitive." Good on you, Janet. <img class="wp-image-3211 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02111353/Cougar-16.jpg" alt="" width="760" height="481" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Jennifer Aniston[/post_page_title] Jennifer Aniston's younger beau looks as cute as a button here! Well, maybe she was just heartbroken after Brad dumped her for Angelina. But Jennifer Aniston famously dated John Mayer in 2009. He was nine years younger than her. Sadly, their age gap proved to be fatal for their relationship as Aniston couldn't understand Mayer's preoccupation with technology. <img class="wp-image-3186 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02100633/Cougar-4.jpg" alt="" width="600" height="957" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Cameron Diaz[/post_page_title] These two made a mighty fine pair despite their age difference. Everyone's favorite bad teacher had a relationship with a younger man and it thankfully lasted longer than Jennifer Aniston's relationship with John Mayer. Cameron Diaz started dating the equally famous Justin Timberlake in 2003 when he was 21 and she was 33, and their relationship lasted four years, which isn't bad for any celebrity couple - never mind one with an age gap. <img class="wp-image-3188 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02100750/Cougar-5.jpg" alt="" width="600" height="648" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Nicole Scherzinger[/post_page_title] She might be a cougar, but she sure doesn't look like one. These two look like they could be on the cover of Vogue. This cougar had a lengthy relationship with her younger beau, Formula One champion Lewis Hamilton, which lasted an impressive eight years - although it was very much on and off. These two had a six-year age gap. Even though they parted ways (for good) in February 2015, Scherzinger, during their relationship, said, "sometimes it feels like he’s older than I am" so it's unlikely that it failed because of their age gap. Once it was over, Scherzinger even said that she "sincerely" wished him the best. <img class="wp-image-3189 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02101111/Cougar-6.jpg" alt="" width="600" height="699" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Courtney Cox[/post_page_title] She helped capture the notorious Ghostface and she captured this younger man's heart too... There's little doubt that many young men fantasized about Courtney Cox in the late nineties. I'm sure they were delighted when she turned out to be a cougar and married a younger man, David Arquette, in 1999, who was seven years her junior. The two sadly divorced in 2013, but, hilariously, Arquette even helped to co-create her TV show Cougar Town before they parted ways. I'm sure that the show's name was no coincidence. <img class="wp-image-3213 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02112020/Cougar-17.jpg" alt="" width="760" height="572" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Ivana Trump[/post_page_title] She might look old enough to be her toyboy's mom, but Ivana Trump certainly looks pleased with herself here. Just like her former husband Donald, Ivana Trump's not one for dating men her own age. She officially became a cougar in 2008 when she married a man 23 years younger than her, Rossano Rubicondi. Like a lot of age gap relationships, it didn't last and the two divorced a year later in 2009. But it didn't put her off younger men. In fact, she said she was only dating them from now on. <img class="wp-image-3190 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02101512/Cougar-7.jpg" alt="" width="600" height="867" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Paris Hilton[/post_page_title] Paris Hilton's a fan of baby-faced boys. She might be young herself, but Paris Hilton likes to date men who're even younger. I think that's more shocking than an older woman going for younger men! She dated a model, River Viiperi, who was eleven years younger than her. She was so committed to the relationship that she said she wanted to settle down with him. Once again, it wasn't to last and the two broke up after two years together. <img class="wp-image-3191 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02101653/Cougar-8.jpg" alt="" width="600" height="989" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Mariah Carey[/post_page_title] Now that's what I call a pair of Hollywood smiles! This cougar and her toyboy are glowing. We all know that heartache can cause people to do some pretty crazy things. After splitting from her older husband, Tommy Mottola, who was 23 years her senior, her taste in men changed dramatically. She dated a string of younger men and then decided to marry her boyfriend, Nick Cannon, after just SIX WEEKS of dating! <img class="wp-image-3215 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02112411/Cougar-18.jpg" alt="" width="760" height="518" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Jennifer Lopez[/post_page_title] They made a fabulous looking couple, but the age gap caused by JLo and her man was just too big... JLo caused as stir in 2011 when she started dating someone 18 years younger than her. Casper Smart was her backup dancer. Like Nicole Scherzinger and Lewis Hamilton, they had a fairly lengthy on and off relationship. But, once again, the age difference proved to be too much of a problem. They broke up when Casper decided to go and watch a UFC fight in Vegas instead of attending a charity event with his cougar. <img class="wp-image-3192" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02102803/Cougar-9.jpg" alt="" width="600" height="799" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Sharon Stone[/post_page_title] Is it just me or does Sharon Stone look vaguely like someone familiar? Stifler's mom! Is that you Finch?! Sharon Stone's big break came in the form of an extremely steamy movie, Basic Instinct. I'm sure that her toy boy, Martin Mica, felt like a very lucky man when they first got together - even though she is old enough to be his mother, at 30 years his senior. According to Stone, "I really get pursued by men in their twenties, like, a lot. They probably know there’s food in the fridge and that somebody’s going to talk to them and ask them how their day was." <img class="wp-image-3216 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02112613/Cougar-19.jpg" alt="" width="600" height="733" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Sam Taylor-Johnson[/post_page_title] These two might look more like a mother and son than lovers, but they have proven the strength of their love. This age gap's almost as big as the one between Madonna and her current beau at 23 years. Sam-Taylor-Johnson was known as Taylor-Wood until fate intervened and she met Aaron Johnson on the set of Nowhere Boy. He was a nineties baby! <img class="wp-image-3218 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02113256/Cougar-20.jpg" alt="" width="760" height="573" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Julianne Moore[/post_page_title] This fresh-faced cougar doesn't look out of place next to her younger man. They make a very handsome pair! It's nice to hear a story of a cougar having a romance that lasts. For some people, age really is just a number! It certainly was for Julianne Moore and her husband, Bart Freundlich, who is ten years younger than her. They've been married for over 20 years now and even have two children together. <img class="wp-image-3194 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02103015/Cougar-10.jpg" alt="" width="600" height="799" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Geena Davis[/post_page_title] Some say third time's the charm, but Geena Davis finally got lucky on her fourth marriage to a toyboy. Like Janet Jackson, after being unlucky in love with three failed marriages under her belt, Geena Davis eventually found what she was looking for in a much younger man, Reza Jarrahy, who she married in 2001. She said she had doubts about the relationship in its infancy and said, "I remember thinking, This guy is cute - and ridiculously young." <img class="wp-image-3197 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02105345/Cougar-11.jpg" alt="" width="600" height="799" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Susan Sarandon[/post_page_title] If you're going to date a cougar, you'll need to accept that you can only play lighter sports together... The colossal age gap between Sarandon and her husband can only be rivaled by some of the most extreme cougars on this list like Madonna. At 64, she began dating a man who was a shocking 31 years younger than her in 2011, Jonathan Bricklin. Their romance also lasted a while, five years to be precise, but the two eventually split in 2015. <img class="wp-image-3199 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02105805/Cougar-12.jpg" alt="" width="600" height="799" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Eva Mendes[/post_page_title] Ryan Gosling just can't keep his hands off of attractive older women. But can you blame him when they're this hot? Hollywood beauty Eva Mendes joined the cougar club when she began dating serial toyboy Ryan Gosling in 2011. He's 12 years younger than her. Their relationship's been much more successful than Gosling's relationship with Bullock. They're still together today and even have two children together! <img class="wp-image-3201 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02105948/Cougar-13.jpg" alt="" width="600" height="818" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Kathy Griffin[/post_page_title] Sometimes all a relationship needs to work is laughter and this comic's romance with her toyboy is living proof! Fiery redhead Kathy Griffin has become one of Hollywood's most notorious cougars. Her current toyboy is Randy Bick, a marketing executive who's twenty years her junior. She said of the relationship, "I didn't think it would last". But their love has proven everyone wrong, including Kathy herself, and they're still together today! <img class="wp-image-3209 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02110950/Cougar-15.jpg" alt="" width="600" height="753" />[[imagecaption|| Credit: PA Images ]] [[pagebreak]] [post_page_title]Vivica A. Fox[/post_page_title] Just as her same suggests Vivica A. Fox is a real foxy lady, and she also has a penchant for younger men. She dated 50 Cent when she was 39 and he was 28. While their relationship only lasted a year, dating younger men wasn't a one-off for the actress and she was dating 28-year-old Omar White in 2011 when she was 47. <img class="wp-image-3225 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02115923/Cougar-22.jpg" alt="" width="600" height="926" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Robin Wright[/post_page_title] Sometimes, people have a penchant for beaus of a certain age, other times, age really is just a number. Despite never having any notable age-cap relationships previously, Robin Wright is engaged to Ben Foster. They have a fairly sizable age cap, with him being 39 and her being 53. <img class="wp-image-3227 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02120153/Cougar-23.jpg" alt="" width="600" height="926" />[[imagecaption|| Credit: PA Images]] [[pagebreak]][post_page_title]Chili[/post_page_title] Another one-time cougar is singer Chili, who was the older woman in Usher's life for quite a long time. These two dated for two years, when he was 25 and she was 33. <img class="wp-image-3228" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02120705/Cougar-24.jpg" alt="" width="600" height="731" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Halle Berry[/post_page_title] Isn't it odd to think that a lot of celebs in this list were already well into their education by the time their beaus were born? Halle Berry dated Gabriel Aubry when he was 30 and she was 39. Clearly, the age difference really didn't make a difference and the pair were together for five years. <img class="wp-image-3230 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02120950/Cougar-25.jpg" alt="" width="600" height="926" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Katie Couric[/post_page_title] Another serial cougar is Katie Couric, who eventually found the one in a man seven years her junior. She is 62 and he is 55. Prior to dating John Molner, she was with a man, Brooks Perlin, who was seventeen years younger than her. Maybe she's like Hugh Hefner and finds that surrounding herself with young people helps keep her young - even if seven years is a fairly modest age difference. <img class="wp-image-3231 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02121215/Cougar-26.jpg" alt="" width="600" height="926" />[[imagecaption|| Credit: PA Images]] [[pagebreak]] [post_page_title]Eva Longoria[/post_page_title] Sometimes cougars look so young that their toyboys don't even know they're toyboys... This desperate housewife had an on-screen romance with her TV toyboy Jesse Metcalf, but claims it wasn't serious - at least it wasn't for her. She said, "Jesse played my toyboy …but I felt just like his mum". However, off-screen she's still a cougar and has dated a number of young men, including 25-year-old Mark Sanchez, a football player. <img class="wp-image-3221 size-full" src="http://d3ggtm419mtx92.cloudfront.net/wp-content/uploads/2019/10/02114203/Cougar-21.jpg" alt="" width="760" height="792" />[[imagecaption|| Credit: PA Images]]

The Most Notorious Celebrity Cougars In Hollywood

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