15 Cougar Celebs Who Are Playing The Field

It may seem one of life’s many cruelties to us mere mortals consigned to swiping profiles to the right and hoping for the best, that there should be impossibly photogenic celebrity millionaire women walking around virtually unclaimed and unmarried. It would seem that only a doofus of mind-boggling proportions could have let any of them get away in the first place. But no doubt all that ego, money, and power make the already-complex human mating rituals even more combustible.

15 Kate Hudson

She and her brother have hilariously shot down recent rumours that she’s dating Brad Pitt. Funny enough, IMDB has a lengthy list of her romances which are somewhat unusual for a Hollywood actress. The list includes Owen Wilson twice, one of the Jonas brothers, baseball player Alex Rodriguez, hockey player Eric Lindros, and disgraced cyclist Lance Armstrong. Hudson was born into Hollywood royalty as the daughter of the gifted comic actress Goldie Hawn. When told she looks like her mother, she reportedly answers, "Great! Thanks." Her first real feature came at the tender age of 19 in Desert Blue which was written and directed by Morgan Freeman. Her real breakthrough came 2 years later in her completely charming rendition of groupie Penny Lane in Almost Famous. Her films haven’t set the world on fire, but studios think enough of her to pay up to $7 million a picture.

14  Angelina Jolie

Yes, Brangelina is no more once the ink on the divorce papers dries. There are rumours she is in a serious relationship and is planning her fourth wedding as you read this. Her other exes besides Brad include Johnny Lee Miller and Billy Bob Thornton, each lasting three years, give or take. This multi-faceted woman is not for the faint of heart. She's considered to be one of the most beautiful and powerful women in Hollywood, the 42-year-old is actress, producer, author, and director. She is also a renowned humanitarian. It’s a seriously impressive resume and it may be difficult to even fantasize about someone who may have bigger cojones than you.

13 Mary-Louise Parker

Still very much the southern belle, Parker is an award-winning actor of a certain age still very much in demand. Most recently, she has had a recurring role in the TV adaptation of Stephen King’s novel Mr. Mercedes. She is one of few who can claim a prestigious trifecta of awards reflecting her accomplished career in film, on television, and stage; Emmy, Golden Globe, and Tony. She first drew critical acclaim in her twenties in the Oscar-winning film Fried Green Tomatoes opposite film legends Jessica Tandy and Kathy Bates She was part of the pre-eminent and unmatched TV rendition of the world of politics, The West Wing, but she will always be remembered for her award-winning portrayal in the ground-breaking TV series Weeds when she played Nancy Botwin, the suburban housewife who adapts to life without her late husband’s considerable income by selling marijuana. Though these days, she would be a conventional small business owner in several states, back in 2005, it was a controversial concept. In 2003, a very pregnant Parker was stunned when the father, long-time boyfriend, Billy Crudup, upped and left her for Clair Danes, who would go on to play the notoriously promiscuous spy Carrie Mathison in Homeland. It's no wonder why Ms. Parker has been in no rush to tie the knot since men can be such rotten tomatoes.

12 Winona Ryder

11 Sheryl Crow

The multiple Grammy winner has a litany of rock anthems about one of her exes like Eric Clapton and Owen Wilson. She did manage to avoid making the huge mistake of marrying her one-time fiancée, cancer- surviving, the athletic hero-turned-cheater Lance Armstrong.

After the 2006 break up with Armstrong, she had to overcome a bout with breast cancer. She’s adopted children and become an environmental activist. Now looking good in her mid-50s, multiple websites estimate her bank account to around $40 million.

10 Kylie Minogue

She began as a young actress on Aussie television. Now 49, the superstar singer has spent half of her life in the music business since her debut album in 1988. In 2017, she endured a messy, public separation from her much younger fiancée, British actor Joshua Sasse. She is quoted saying, “I don’t have to act like a s*x bomb. I am one.” She can sell records with the best of them, but she says her dream is be regarded as a serious actress. She had a part in Baz Luhrmann’s 2001 Moulin Rouge and has teamed up with Guy Pearce and Stephan Elliott in Swinging Safari, which may or may not be the right vehicle for an aspiring serious actress. She has also been active as a fundraiser for cancer research after being diagnosed with breast cancer in 2005 .

9 Allison Brooks Janney

It could be said that the award-winning actress had to overcome the prejudice of "tallism" to compile her impressive career. Her 6-foot height is not conventional starlet material. She claims an agent once told her that her towering height would limit her to playing aliens and lesbians. Most recently, starring in her own comedy series Mom, she is best known for her role as C.J Cregg, President Bartlett’s press secretary in the iconic political drama The West Wing for which she won 4 Emmy Awards. She said it was a life-changing experience. Her versatility has allowed her to do serious stage work and in film, from the grim drama The Ice Storm to the musical comedy Hairspray. In what has become a sign of stature in pop culture and within the film industry, she is that elite class of sought-after actors doing voices in animated films. If you check the credits or listen very closely, you’ll hear her voice in Finding Nemo, Finding Dory, and Minions.

8 Marisa Tomei

Sure, we remember her as the expert witness in My Cousin Vinny and her memorable line about how loud her biological clock was ticking. It won her an Academy Award for Best Supporting Actress. She received an Oscar nomination for The Wrestler in 2008 with Mickey Rourke and another In the Bedroom. She was also recently in Crazy, Stupid, Love in 2011.

She had a long relationship with actor Logan Green, but it ended years ago. So fit and gorgeous, she can make a thick Brooklyn accent hot. She has been called famously unmarried and is a charter member of the club that sees no point in putting a ring on it. In 2009, The Daily Telegraph posted a story quoting her as saying, “I’m not that big a fan of marriage as an institution and I don't know why women need to have children to be seen as complete human beings."

7 Halle Berry

Once a Bond girl in Die Another Day, Halle Berry became the first African-American woman to win the Academy Award for Best Actress. She has become one of Hollywood’s highest-paid actors, receiving a reported $14 million for Catwoman.

She’s been married and divorced three times, two of which were actors and baseball star David Justice. Her latest marriage to Olivier Martinez ended in 2015 and she doesn’t look like she’s in any rush to find another husband.

6 Drew Barrymore

She has impeccable bloodlines. Her godmother is Sophia Loren and her godfather is Steven Spielberg, who basically gave her her intro to Hollywood with E.T. That privileged upbringing brought much fame and fortune but also a pedestrian filmography, substance abuse problems, and questionable marriages. She married a bar owner, a Canadian comedian, and a marginal actor, the last one as recent as 2016. She's had a long career and became an executive producer, as well as an actress. She's considered to be one of the most endearing actresses of her generation.

5 Charlize Theron

In terms of relationship, she broke up with Sean Penn who was described as a long-time pal. She has no marriage on record but does have adopted children. In 2017, she was seen as laughing on an LA beach with Canadian model Gabriel Aubry and that was enough for the media to claim they were in a relationship. Aubry has been linked in recent years to Halle Berry and Kim Kardashian.

4 Rachel McAdams

She married her Canadian co-star from The Notebook, Ryan Gosling, for a couple of years. She also dated actors Josh Lucas and Michael Sheen, but has been pretty single since 2013. Although her love life might be up in the air at the moment, this gracing the silver screen year after year with fan-favourite movies.

3 January Jones

2 Renée Zellweger

She's dated quite a few men in Hollywood including Jim Carrey, Jack White, and Bradley Cooper. She also married Kenny Chesney, but divorced him after only 4 months. With her track record, we're sure she's got her eye set on someone else already.

1 Uma Thurman

She has been compared to screen-legend Marlene Dietrich. Her onscreen collaboration with renowned director Quentin Tarantino is among the most notable in modern cinema. She is charming in movies like The Truth About Cats and Dogs and Prime. But it was Tarantino’s iconic 1994 film Pulp Fiction that made her famous. She consolidated her image as lovely and lethal in the Kill Bill movies as the sword-wielding assassin bent on revenge. She's recently become critical of Hollywood for its treatment of women taken refuge on the Broadway stage. She was married to both Gary Oldman and Ethan Hawke. She also settled a long and painfully public custody battle with her ex-fiancé Arpad Busson. She waded ominously into the Harvey Weinstein harassment scandal with an Instagram post to Weinstein that said “and his conspirators…I hope it goes slowly. You don’t deserve a bullet.” She is a tough and highly-respected woman. If she ever settles, it'll have to be someone who can keep up.

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15 Cougar Celebs Who Are Playing The Field