Older Women, Younger Men

Cindy Margolis - New cougar on the prowl

Sat, 20 Sep 2008 01:13:14 GMT

Now that her 10-year marriage to club/restaurant owner Guy Sparkman just ended, Howard Stern labels the 42-year-old newly single Playboy cover girl and Internet sensation “the ultimate cougar.” Cindy told Extra, “When I find somebody, I’m going to have a lot of sex with them. I’m at my sexual peak now. And I’m single…” She is even hosting a contest on her Web site for guys to win a date with her to a

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Linda Hogan and Charlie Hill

Sat, 20 Sep 2008 01:29:59 GMT

Since her divorce from the Hulk, 48-year-old Linda Hogan has been spotted with 19-year-old Charlie Hill. Charlie is a high school friend of her two children, Nick and Brooke.
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Cher and Rob Camiletti

Sat, 20 Sep 2008 01:29:59 GMT

Cher began a very publicized romance with Rob Camiletti in 1986 when she was 40 and he was 22. Their relationship ended in the late ’80s, and since then she has been linked to several younger men.
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Elizabeth Taylor and Larry Fortensky

Sat, 20 Sep 2008 01:29:59 GMT

Elizabeth Taylor was 20 years older than her seventh husband, Larry Fortensky, when they met at the Betty Ford Clinic. They were married in 1991 and divorced five years later.
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Sandra Bullock and Ryan Gosling

Sat, 20 Sep 2008 01:29:59 GMT

Sandra Bullock dated actor Ryan Gosling, her much younger costar in Murder by Numbers, for 18 months starting in 2002. However, the 16-year
age difference may have proved to be too much. Bullock has since married Monster Garage host Jesse James.
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Kim Catrall and Canadian Chef Alan Wyse

Sat, 20 Sep 2008 01:29:59 GMT

A cougar on screen and off, 51-year-old Kim Catrall has been dating 28-year-old Canadian chef Alan Wyse for almost four years.
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Demi Moore and Ashton Kutcher

Sat, 20 Sep 2008 01:29:58 GMT

Demi Moore is 15 years older than Ashton Kutcher, who she began dating in 2003 and married in 2005. While they have no children together, Moore does have three daughters with ex-husband Bruce Willis.
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Carol Alt and Alexei Yashin

Sat, 20 Sep 2008 01:13:42 GMT

Carol Alt and her boyfriend Alexei Yashin who is 13 years her junior.
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Susan Sarandon and Tim Robbins

Sat, 20 Sep 2008 01:29:58 GMT

Susan Sarandon began her 17-year relationship with Tim Robbins when they met on the set of Bull Durham in 1998. She was 42 and he was 30. They have two children together.
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Katie Couric

Sat, 20 Sep 2008 01:29:58 GMT

Katie Couric started dating entrepreneur Brooks Perlin in 2007. She is 17 years his senior.
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Quinn Fry

Sat, 20 Sep 2008 01:29:58 GMT

Quinn Fry, the 52-year-old resident cougar of The Real Housewives of Orange County, juggled 26-year-old Jared and 40-year-old golf pro Billy, during season 2 of the show.
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Geenda Davis and Dr. Reza Jarrahy

Sat, 20 Sep 2008 01:29:58 GMT

Geena Davis is 15 years older than her husband of six years, Dr. Reza Jarrahy. They have three children.
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Mira Sorvino and Christopher Backus

Sat, 20 Sep 2008 01:29:58 GMT

Mira Sorvino met her husband, Christopher Backus, in August 2003. He is 14 years her junior. They were married in 2004 and have two children.
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Paula Abdul and JT Torregiani

Sat, 20 Sep 2008 01:29:58 GMT

After denying an alleged affair with 24-year-old American Idol contestant Corey Clark, 45-year-old Paula Abdul picked up 32-year-old JT Torregiani, whom she met after a taping of season six in April.
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Madonna and Guy Ritchie

Sat, 20 Sep 2008 01:29:58 GMT

Madonna and Guy Ritchie have been married since December 22, 2000. At the time, she was 42 and he was 32. They have three children.
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Julianne Moore and Bart Freundlich

Sat, 20 Sep 2008 01:29:58 GMT

Julianne Moore married director/writer/producer Bart Freundlich on August 23, 2003. Julianne was 42, while Bart was nine years her junior. They have two children.
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Mary Tyler Moore and Robert Levine

Sat, 20 Sep 2008 01:29:58 GMT

Mary Tyler Moore is 18 years older than her third husband, Robert Levine. They tied the knot in 1983.
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Mariah Carey and Nick Cannon

Sat, 20 Sep 2008 01:29:58 GMT

Mariah Carey, 37, surprised everyone with her marriage to 27-year-old Nick Cannon in April. Nick has since gotten a very large tattoo of his cougar on his back, and Mariah claims the two are "soul mates.
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Ivana Trump and Rossano Rubicondi

Sat, 20 Sep 2008 01:29:58 GMT

Ivana Trump married Rossano Rubicondi, a man 24 years her junior, in a ceremony in April 2008, hosted by her former husband, Donald Trump.
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Jennifer Aniston and John Mayer

Sat, 20 Sep 2008 01:29:58 GMT

Jennifer Aniston has recently been seen canoodling with singer John Mayer, who is 9 years younger than she is.
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Whitney Houston and Ray J

Sat, 20 Sep 2008 01:29:58 GMT

Whitney Houston is said to have had a “rendezvous” with William Ray Norwood Jr. aka “Ray J” who is 17 years younger than her. Ray J is an actor, songwriter, record producer, and occasional rapper who is most famous for being Brandy’s brother and the co-star in Kim Kardashian’s sex tape.

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Halle Berry and Gabriel Aubry

Sat, 20 Sep 2008 01:29:58 GMT

Halle Berry dumped her same-aged husband, Eric Benet, and is now dating model Gabriel Aubry, who’s 10 years younger than she is. They had a baby, Nahla Ariela Aubry, in March.
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Sharon Stone and Bill McDonald

Sat, 20 Sep 2008 01:29:58 GMT

Sharon Stone was engaged to producer Bill McDonald, who was eight years younger than her, after they met on the film Sliver in 1993. McDonald left his wife, Naomi Baca, for Stone.
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Cameron Diaz and Justin Timberlake

Sat, 20 Sep 2008 01:29:58 GMT

Cameron Diaz and Justin Timberlake started dating in 2003. Cameron was 8 years older than Justin, and the two just didn’t seem to be “in sync.” They split in 2007.
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Eva Longoria Parker and Tony Parker

Sat, 20 Sep 2008 01:29:58 GMT

Eva Longoria met San Antonio Spurs point guard Tony Parker in 2006. They were married in Paris in 2007 and are rumored to be having a baby. She is 7 years his senior.
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Martha Stewart and Charles Simonyi

Sat, 20 Sep 2008 01:29:58 GMT

Although never married, Martha Stewart has been in a 15-year relationship with computer software executive Charles Simonyi, who is 7 years her junior.
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Mrs. Robinson

Sat, 20 Sep 2008 01:29:58 GMT

The fictional Mrs. Robinson is the quintessential cougar. In her early 40s, she seduces the 21-year-old boyfriend of her daughter in The Graduate.
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Sharon Stone

Sat, 20 Sep 2008 01:13:40 GMT

This unlikely pair, who met in early July while working together on Sharon’s charity, Planet Hope, were first spotted getting cozy at a party thrown by fashion designer Christian Audigier on August 2 in LA. His name is Chase Dreyfous.
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