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Hottest Hollywood cougars

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ADM_FRENCHMONTANABDAYPARTY_FS_134 - 09 October 2014 - Bel Air, California - Kris Jenner, Corey Gamble. French Montana's 30th Birthday Party Powered by CIROC Pineapple held at a Private Residence. Pictured: Kris Jenner, Corey Gamble Ref: SPL886746 091114 Picture by: AdMedia / Splash News Splash News and Pictures Los Angeles: 310-821-2666 New York: 212-619-2666 London: 870-934-2666 photodesk@splashnews.com
Kris Jenner rang in her 59th birthday Nov. 5 with new boyfriend Corey Gamble, 33, by her side, reports Us Weekly. Jenner’s daughter, Khloé Kardashian, opened up to E! News about the relationship, saying: “I love him. He’s so sweet and my mom is really happy.” Splash
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When Jennifer Aniston was 40, she dated John Mayer, 31. Now 45, she's happily engaged to Justin Theroux, 43.
When Jennifer Aniston was 40, she dated John Mayer, then 31 (left). Now 45, she’s happily engaged to Justin Theroux, 43. Getty
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©BAUER-GRIFFIN.COM The 2012 Annual amfAR Gala held at the Palazzo La Permanente during Fashion Week Spring Summer 2013. Picture shows: Martin Mica, Sharon Stone NON-EXCLUSIVE September 22, 2012 Job: 120924M3 Milan, Italy www.bauergriffin.com www.bauergriffinonline.com
Sharon Stone, 56, has been on and off with model Martin Mica, 27, since 2012, despite an almost three-decade age gap. Bauer-Griffin
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CANNES, FRANCE: US actress Sandra Bullock poses for photographers with actor Ryan Gosling as they arrive at the palais des festivals to attend the screening of their film 'Murder by numbers' by Iranian-born director Barbet Schroeder during the 55th Cannes film festival 24 May 2002. The film is presented out of competition. AFP PHOTO FRANCOIS GUILLOT (Photo credit should read FRANCOIS GUILLOT/AFP/Getty Images)
Back in 2002, when a 22-year-old Ryan Gosling first hit Hollywood, he dated Sandra Bullock, then 38. That’s a 16-year age difference. AFP / Getty
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©BAUER-GRIFFIN.COM Eva Mendes and Ryan Gosling spend their day walking through Pere Lachaise cemetery. They couple holds hands and laugh as they take in the beauty of the area, and at one point they sneek behind a monument to steal a kiss with each other. NON-EXCLUSIVE November 26, 2011 Job: 89289EM Paris, France www.bauergriffin.com www.bauergriffinonline.com
Seems like he has a type: Eva Mendes, 40, is seven years older than Ryan Gosling, now 33. Bauer-Griffin
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NEW YORK, NY - SEPTEMBER 10: Actor Hugh Jackman and Deborra-Lee Furness attend Russell James' "Angel" book launch hosted by Victoria's Secret on September 10, 2014 in New York City. (Photo by Michael Loccisano/Getty Images for Victoria's Secret)
Deborra-Lee Furness, 58, is 12 years older than her husband, Hugh Jackman, 46. Getty
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WEST HOLLYWOOD, CA - FEBRUARY 22: Model Gabriel Aubry and actress Halle Berry arrive at the 2009 Vanity Fair Oscar Party hosted by Graydon Carter held at the Sunset Tower on February 22, 2009 in West Hollywood, California. (Photo by Alberto E. Rodriguez/Getty Images) *** Local Caption *** Gabriel Aubry;Halle Berry
Halle Berry is nine years older than her model ex (and baby daddy to Nahla), Gabriel Aubry. They were together when she was 39 to his 30. Getty
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LOS ANGELES - APRIL 9: Actress Cameron Diaz and singer Justin Timberlake watch the Los Angeles Clippers take on the Los Angeles Lakers on April 9, 2006 at Staples Center in Los Angeles, California. The Lakers defeated the Clippers 100-83. NOTE TO USER: User expressly acknowledges and agrees that, by downloading and/or using this Photograph, user is consenting to the terms and conditions of the Getty Images License Agreement. (Photo by Lisa Blumenfeld/Getty Images)
Despite a nine-year age gap, Cameron Diaz, now 42, and Justin Timberlake, now 33, dated for more than four years before their split in 2007. When asked about the age difference, Diaz told W magazine in 2004 (via People), “It’s not like this is the first time in the history of human relationships that people were drawn to one another because of who they are, not what age they are.” Getty
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NEW ORLEANS, LA - FEBRUARY 15: Actress Gabrielle Union (L) and NBA player Dwyane Wade attend GQ & LeBron James All Star Party Sponsored By Samsung Galaxy And Beats at Ogden Museum's Patrick F. Taylor Library on February 15, 2014 in New Orleans, Louisiana. (Photo by Michael Loccisano/Getty Images for GQ)
Gabrielle Union, 42, didn’t let her age difference with Dwyane Wade, 32, get in the way of their romance. She told Essence, “I assumed we’d have nothing in common, but once we started talking and texting it was like, whoa, who are you? I thought you were 12. Once I got to understand his background, I came to realize that he’s basically Isaac Hayes trapped in a twenty-something body. He’s an old soul.” Getty
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PASADENA, CA - APRIL 18: NFL Player/TV Personality Kroy Biermann and TV Personality Kim Zolciak arrive at the NBCUniversal summer press day held at The Langham Huntington Hotel and Spa on April 18, 2012 in Pasadena, California. (Photo by Frederick M. Brown/Getty Images)
At 36, “Real Housewives of Atlanta” star Kim Zolciak is seven years older than her Atlanta Falcons hubby Kroy Biermann, 29. Getty
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LOS ANGELES, CA - JUNE 04: Paris Hilton and River Viiperi attend the premiere of A24's 'The Bling Ring' at Directors Guild Of America on June 4, 2013 in Los Angeles, California. (Photo by Jason Kempin/Getty Images)
Before splitting in July, Paris Hilton, 33, had no qualms about dating River Viiperi, 22. She told OK! magazine, “[Our age difference is] not an issue at all. We both look and feel the same age, so it’s perfect!” Shortly after their split, Hilton was spotted sucking face with model Jason Upshaw, 28, only five years her junior. Getty
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NEW YORK, NY - SEPTEMBER 01: Vito Schnabel (R) with Heidi Klum on Day Eight of the 2014 US Open at the USTA Billie Jean King National Tennis Center on September 1, 2014 in the Flushing neighborhood of the Queens borough of New York City. (Photo by Al Bello/Getty Images)
Heidi Klum, 41, is 13 years older than her art dealer/cougar magnet boyfriend, Vito Schnabel, 28. Getty
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LONDON - SEPTEMBER 05: (EMBARGOED FOR PUBLICATION IN UK TABLOID NEWSPAPERS UNTIL 48 HOURS AFTER CREATE DATE AND TIME) Elle Macpherson and Vito Schnabel attend the private view of Vahakn Arslanian's recent work, at the Scream Gallery on September 5, 2007 in London, England. (Photo by Dave M. Benett/Getty Images)
Heidi Klum isn’t the only supermodel who fell under young Vito Schnabel’s spell. Elle Macpherson dated him when she was 44 and he was 21. He also dated Liv Tyler when he was 23 to her 32. Getty
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SAO PAULO, BRAZIL - JANUARY 30: Demi Moore (R) and Ashton Kutcher enter the red carpet before Colcci fashion show during the third day of the Sao Paulo Fashion Week Winter 2011 at Ibirapuera's Bienal Pavilion on on January 30, 2011 in Sao Paulo, Brazil. (Photo by Keiny Andrade/LatinContent/Getty Images)
At 41, Demi Moore was 16 years older than now-ex-husband Ashton Kutcher, 25, when they started dating in 2003. She later moved on to cougar lover Vito Schnabel when she was 50. Moore, now 52, reportedly is currently dating Sean Friday, 27. Getty
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Taylor Swift, then 22, enjoyed a summer fling with then 18-year-old high school junior Conor Kennedy in 2012. Late that fall, Swift swiftly moved on to One Direction heartthrob Harry Styles, who was 19 at the time.
In 2012, Taylor Swift, then 22, enjoyed a summer fling with Conor Kennedy, then an 18-year-old high school student. Late that year, the singer swiftly moved on to One Direction heartthrob Harry Styles, who was 19 at the time. INF; Pacific Coast News
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LONDON, ENGLAND - SEPTEMBER 02: Lewis Hamilton and Nicole Scherzinger attend the GQ Men of the Year awards at The Royal Opera House on September 2, 2014 in London, England. (Photo by Anthony Harvey/Getty Images)
Nicole Scherzinger is six years older than boyfriend Lewis Hamilton. It’s not the first time she’s been the older woman: She was eight years older than ex Talan Torriero. Getty
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NEW YORK - AUGUST 28: 50 Cent and Vivica A. Fox during the pre-show interviews on the MTV News Platform at the 2003 MTV Video Music Awards at Radio City Music Hall on August 28, 2003 in New York City
Vivica A. Fox is 11 years older than ex-boyfriend 50 Cent, seen here, whom she dated in 2003. The Daily Mail reports that Fox was engaged to club promoter Omar “Slim” White, 19 years her junior, until they split in 2011. Getty
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NEW YORK - SEPTEMBER 19: (TABS OUT) Singer Usher (L) and Chili (R) attend the Rosa Cha Post-Show Celebration party hosted by Super Model Naomi Campbell and NC Connect at Man Ray on September 19, 2002 in New York City. (Photo by Mark Mainz/Getty Images)
When Usher started dating TLC singer Rozonda “Chilli” Thomas in 2001, he was 24 to her 31. Getty
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MALIBU, CA - SEPTEMBER 28: Filmmaker Sam Taylor-Wood and actor Aaron Taylor Johnson attend Rock4EB, Malibu, with Jackson Browne & David Spade sponsored by Suja Juice & Sabra at Private Residence on September 28, 2014 in Malibu, California. (Photo by Christopher Polk/Getty Images)
Aaron Taylor-Johnson, 24, shrugged off the 23-year age gap between himself and wife Sam Taylor-Wood, 47. “She’s such a young, beautiful soul that you wouldn’t even know,” the “Avengers: Age of Ultron” star told Men’s Health. Getty
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BEVERLY HILLS, CA - OCTOBER 11: Percy Gibson (L) and actress Joan Collins attend the 2014 Carousel of Hope Ball presented by Mercedes-Benz at The Beverly Hilton Hotel on October 11, 2014 in Beverly Hills, California. (Photo by Michael Buckner/Getty Images)
Joan Collins, 81, told The Huffington Post she credits “sex, sex, sex” for the success of her marriage to Percy Gibson, 49, who is 32 years her junior. Getty
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2013 Costume Institute Gala – PUNK: Chaos To Couture
Madonna, 56, may be the Queen Cougar. She was 10 years older than ex-husband Guy Ritchie. She rebounded with model Jesus Luz, who was 18 years younger. She’s since moved on to Brahim Zaibat (seen here), who’s 30 years younger, and just split with Timor Steffans in August, also 30 years younger. Getty
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BEVERLY HILLS, CA - OCTOBER 01: Actress Geena Davis with her husband plastic surgeon Dr. Reza Jarrahy arrives at the 2009 UCLA Department of Neurosurgery's Visionary Ball on October 1, 2009 in Beverly Hills, California. (Photo by Frazer Harrison/Getty Images) *** Local Caption *** Geena Davis;Dr. Reza Jarrahy
Geena Davis, 56, is 15 years older than her fourth (and current) husband, plastic surgeon Reza Jarrahy. Getty
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LOS ANGELES, CA - JANUARY 18: Singer Mariah Carey (L) and TV personality Nick Cannon attend the 20th Annual Screen Actors Guild Awards at The Shrine Auditorium on January 18, 2014 in Los Angeles, California. (Photo by Alberto E. Rodriguez/Getty Images)
Though currently separated, an age difference didn’t stop Nick Cannon from sweeping Mariah Carey off her feet in 2008, when he was 27 and she was 38. Getty
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NEW YORK, NY - SEPTEMBER 11: Ivana Trump and Marcantonio Rota seen during Spring 2013 Mercedes-Benz Fashion Week at Lincoln Center for the Performing Arts on September 11, 2012 in New York City. (Photo by Andrew H. Walker/Getty Images for Mercedes-Benz Fashion Week)
Ivana Trump’s last boyfriend, Rossano Rubicondi, was 23 years her junior. Her current beau, Marc Antonio Rota, is “in his 50s,” much closer to her 65. Getty
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LOS ANGELES, CA - APRIL 12: Recording artist Jennifer Lopez (R) and Choreographer Casper Smart attend the 25th Annual GLAAD Media Awards at The Beverly Hilton Hotel on April 12, 2014 in Los Angeles, California. (Photo by Jason Merritt/Getty Images for GLAAD)
Jennifer Lopez rebounded from her divorce from Marc Anthony with a younger man: Casper Smart, who was 25 to her 43. Getty
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NEW YORK, NY - APRIL 22: Actress Julianne Moore and her husband, director Bart Freundlich attend the Chanel Tribeca Film Festival Artist Dinner during the 2014 Tribeca Film Festival at Balthazar on April 22, 2014 in New York City. (Photo by Jamie McCarthy/Getty Images for the 2014 Tribeca Film Festival)
Julianne Moore, 53, is nine years older than her husband, Bart Freundlich, 44. Getty
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Courteney Cox was seven years older than ex-husband David Arquette. The 50-year-old "Friends" star is now engaged to Snow Patrol guitarist Johnny McDaid, who's 12 years her junior at 38.
Courteney Cox was seven years older than ex-husband David Arquette. The 50-year-old “Friends” star is now engaged to Snow Patrol guitarist Johnny McDaid, who’s 12 years her junior at 38. Getty
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Janet Jackson is six years older than ex Jermaine Dupri. Currently 48, Jackson is married to Wissam Al Mana, 39.
Janet Jackson is six years older than ex Jermaine Dupri, left. Currently 48, Jackson is married to Wissam Al Mana, 39. Getty
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Celebrities Attend Starlite Gala in Marbella
In 2010, Eva Longoria divorced Tony Parker (seen here), seven years her junior. She followed up with Eduardo Cruz (10 years younger), Mark Sanchez (12 years younger) and Ernesto Arguello (four years younger). The 38-year-old actress’ current boyfriend, Jose Antonio Baston, is actually seven years older than she is.
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USA Sales Only -Rio de Janeiro, Brazil 10/08/11- Justin Bieber and Selena Gomez in Rio de Janeiro During his World Tour (My World Tour) -PICTURED: Justin Bieber and Selena Gomez -PHOTO by: HERMES/ DALLE/startraksphoto.com -CUC_13031 Startraks Photo New York, NY For licensing please call 212-414-9464 or email sales@startraksphoto.com
At 22, Selena Gomez is two years older than on-again, off-again boyfriend Justin Bieber, 20. StarTraks
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Katie Couric's last boyfriend, Brooks Perlin, was 17 years her junior. She closed the gap a bit with her new husband, John Molner, who is only six years younger.
Katie Couric’s last boyfriend, Brooks Perlin, was 17 years her junior. She closed the gap a bit with her new husband, John Molner, who is only six years younger: 51 years old to her 57. Getty
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Kim Kardashian was five years older than ex-boyfriend Reggie Bush and ex-husband Kris Humphries. Kardashian told Oprah (via MTV News) that the age differences made her appreciate current husband Kanye West even more. "Even the people I surround myself with, a lot of my friends, the people that I love to just sit and talk to and spend my time with, are wiser, a little bit older than me, where all my boyfriends were younger. I always dated five years younger. My whole thing was completely different, and now I just love that I'm with someone that’s a couple years older than me."
Kim Kardashian was five years older than ex-boyfriend Reggie Bush, left, and ex-husband Kris Humphries, right. Kardashian told Oprah Winfrey (via MTV News), “[A] lot of my friends, the people that I love to just sit and talk to and spend my time with, are wiser, a little bit older than me, where all my boyfriends were younger. I always dated five years younger.” Now 34, she appreciates being with an older man: husband Kanye West, 37. “I just love that I’m with someone that’s a couple years older than me,” she said. AP; Getty
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FILE - This Jan. 11, 2014 file photo shows actress Gwyneth Paltrow, left, and her husband, singer Chris Martin at the 3rd Annual Sean Penn & Friends Help Haiti Home Gala in Beverly Hills, Calif. Paltrow and Martin are separating after 11 years of marriage. A message posed on the 41-year-old actress' blog Tuesday, March 25, says that the couple has "come to the conclusion that while we love each other very much we will remain separate." Paltrow and the 37-year-old musician married in 2003. The couple has two children, 9-year-old daughter Apple and 7-year-old son Moses. (Photo by Colin Young-Wolff /Invision/AP, File)
At 42, Gwyneth Paltrow is five years older than her Coldplay rocker ex, Chris Martin, 37. AP
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Nick Jonas and Delta Goodrem leaving Pinz Bowling Alley in Studio City, CA. Pictured: Nick Jonas and Delta Goodrem Ref: SPL302987 030811 Picture by: JCalderon / Splash News Splash News and Pictures Los Angeles: 310-821-2666 New York: 212-619-2666 London: 870-934-2666 photodesk@splashnews.com
In 2012, when Nick Jonas was 19, he wooed then-27-year-old Aussie star Delta Goodrem. The Daily Mail reports the pair split after 10 months. Splash
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Adrienne Maloof spotted kissing and holding hands with Sean Stewart, the son of rock legend Rod Stewart. The newly separated Maloof (Real Housewives of Beverly Hills) was seen laughing, smiling, cuddling & kissing the much younger Stewart as they leave Crustacean restaurant in Beverly Hills, CA. Pictured: Adrienne Maloof, Sean Stewart Ref: SPL484284 200113 Picture by: Sharky / Splash News Splash News and Pictures Los Angeles: 310-821-2666 New York: 212-619-2666 London: 870-934-2666 photodesk@splashnews.com
In 2013, then-51-year-old Adrienne Maloof hooked up with then-32-year-old Sean Stewart just two months after dissolving her marriage from Dr. Paul Nassif. Maloof and Stewart split after barely three months and a 19-year age gap, but Us Weekly reports they remain pals. Splash
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***MANDATORY BYLINE TO READ INFphoto.com ONLY*** Kathy Griffin walks hand in hand with boyfriend Randy Bick in Los Angeles, CA. The couple breaks into a run as photographers ask about Griffin's recent tweets regarding Stephen Collins and Jack McBrayer. Pictured: Kathy Griffin, Randy Bick Ref: SPL864986 131014 Picture by: INFphoto.com
Kathy Griffin, 53, is nearly 20 years older than boyfriend Randy Bick, 34. She told Larry King (via The Daily Mail), “Here’s the thing, I don’t want one iota of judgment from you because he’s a little younger than I am. He’s a marketing executive, he’s a normal guy. I met him at a food festival.” INF
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Chris Hemsworth and his wife Elsa Pataky attend the Foxtel season launch at Sydney Theatre Company. Pictured: Chris Hemsworth and his wife Elsa Pataky Ref: SPL877297 301014 Picture by: Brandon Voight / Splash News Splash News and Pictures Los Angeles: 310-821-2666 New York: 212-619-2666 London: 870-934-2666 photodesk@splashnews.com
Elsa Pataky, 38, is seven years older than her hubby, “Thor” hunk Chris Hemsworth, 31. Splash
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Susan Sarandon, then 64, split from partner Tim Robbins, then 52, in 2009. Now 68, Sarandon currently courts SPiN founder Jonathan Bricklin, 36.
Susan Sarandon, then 63, split from partner Tim Robbins, then 51, in 2009. Now 68, Sarandon currently courts her business partner, Jonathan Bricklin, 37. Sarandon told AARP magazine that her performance in Broadway’s “Exit the King” is what made her cut loose from Robbins, whom she’d been dating for 23 years. “You can’t do a meditation on death and stay in a situation that’s not authentic,” she said. AP; Getty
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Linda Hogan departs "FOX & Friends" in Manhattan. Pictured: Linda Hogan Ref: SPL292797 290611 Picture by: Doug Meszler / Splash News Splash News and Pictures Los Angeles: 310-821-2666 New York: 212-619-2666 London: 870-934-2666 photodesk@splashnews.com
In 2008, Linda Hogan was 48 and freshly split from Hulk Hogan when she started dating her son Nick’s 19-year-old best friend, Charlie Hill. They got engaged not long after, but split in May 2012, with Hill suing Hogan for $1.5 million for making him engage in “menial labor.” Hogan fired back with a suit against Hill for breaking a confidentiality agreement. Sounds like this sugar mama arrangement went sour fast. Splash