Old Maids: 10 Of The Hottest Unmarried Celebs Over 40

In today’s day and age, it is becoming more socially acceptable for people to choose the single life. Guys, girls; some people just don't like the idea of marriage, cohabiting, having kids or anything to do with getting hitched.

Despite this, society still refers to unmarried women over 25(!) as 'old maids.' There's a lot of pressure on women to get married and have kids. But like their male counterparts, some women just don't find the idea of marriage appealing, haven't found the right partner, or one of a thousand other reasons. Disregarding their reasons, society brands them 'defective' in some way.

Nowhere is the revolving-door-syndrome of dating/marriage more common than in the entertainment industry. It seems like almost every week, your fave star is linked to someone new. Looks like not all relationships end in happily ever afters.

Across Hollywood, there are a ton of screen queens that you look at and wonder why the heck they're not married. They seem to have the ENTIRE package; independent, successful, rich, and drop dead gorgeous. But these hotties choose to stay single in their 40's, 50's, even 60's.

Actress, Diane Keaton (now 69) has rejected the idea of the old maid, saying “I don't think that because I'm not married it's made my life any less. That old maid myth is garbage.” Think she's just bitter? Hell no!

She had her pick of Hollywood's finest bachelors, including Warren Beatty, Jack Nicholson, Al Pacino; the relationships just didn't end in marriage. These days, the ageless actress has 'given up looking for Mr Right,' and spends her time with her two adopted sons.

Think she's an outlier? Here are ten more smoking hot female celebs over 40, who are unmarried. Old maids? You be the judge.

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12 Denise Richards

Denise Richards should be in the running for the title of Wife of The Decade. For crying out loud, she (bravely?) married Hollywood's enfant terrible Charlie Sheen! The 2002 marriage was blessed with 2 kids, but according to the actress, “it was a series of up-and-downs”.

Since filing for divorce in 2005, the 44 year old beaut has thrown herself into acting, child-rearing, and philanthropy. Sheen frequently attacks on her on social media (as recently as June), but Richards remains mature and civil in her responses.

Describing herself as “having a U-Haul of baggage,” the former Bond Girl (The World is not Enough) says she'd like to get married again in the future.


10 Sheryl Crow

Isn't it weird that a songstress with such an impressive catalog of love songs has never been married? Not that Sheryl Crow hasn't come close; she was engaged to cyclist Lance Armstrong in Sept 2005, but they announced their split in 2006. Before Armstrong, she dated Owen Wilson, even dedicating her song "Safe and Sound" on the album C'mon C'mon to him.

With parents who have been together for over 50 years, the 53-year-old beauty says she still believes in marriage. But Crow also admits that 'I don't think marriage is the be-all and end-all' She remains upbeat, even poking fun at herself saying “It's better to have three broken engagements than three divorces.”

These days, the nine-time Grammy winner spends time with her two adopted sons and raises money for breast cancer research.

9 Winona Ryder

Dubbed “the poster girl for the 1990s”, Winona Ryder enjoyed relationships with Hollywood hotties including Johnny Depp and Matt Damon. She was engaged to Depp for three years, but the pair split in 1993.

Ryder has cited her parents 45 year old marriage as 'setting a very high standard to meet.' In an interview with OK magazine, she said she believes in marriage but only plans on marrying once. I think it may be why I never got married.” The fresh-faced actress is currently starring in the Netflix series Stranger Things.

8 Sandra Bullock

What's not to love about Sandy Bullock? We all love her on-screen girl-next-door vibe. Sources close to her say she really is sweet and down-to-earth. Her charm has hooked Hollywood heartthrobs including Tate Donovan, Matthew McConaughey, and Ryan Gosling. She was engaged to Donovan but broke it off after three years.

Despite admitting that she was scared of marriage in a Vanity Fair interview, the actress fell in love and married Monster Garage host Jesse James in 2005. in 2010, amidst rumors of his infidelity, she filed for divorce.

Since the divorce, the Oscar winner once hailed as the next Julia Roberts seems to have called time out on marriage.


6 Eva Longoria

Following the dissolution of her second marriage to basketball player Tony Parker in 2010, Eva Longoria declared she had given up on getting married a third time. When asked, the 40 year old bombshell admitted that she was still looking for love. After Parker, she dated Eduardo Cruz, Mark Sanchez, and Ernesto Arguello.

In 2013, she seemed to have found what she wanted in businessman Jose Antonio Baston. Recently, she has been seen sporting a new ring on her finger, causing speculation that she's gotten engaged. The actress has denied the rumors, but the lovebirds have been papped everywhere from Australia to Monaco.

Lucky third time?

5 Chelsea Handler

The 40 year old funny woman has said it loud and clear; she doesn't intend to get married. Ever.

When former E! talk show host Chelsea Handler was 9, her father told her that she wasn't the marrying kind. Young Chelsea took this as a compliment and made that part of her identity. Now she says she finds it hard to balance a relationship and life, calling romantic relationships "a distraction."

She claims she values the free time time she has, so she can focus entirely on her friends, family and her job. This doesn't mean she doesn't date, at all. She's had past dalliances with former Comcast CEO Ted Harbert, rapper 50 Cent, and hotelier André Balazs. She's also ruled out the possibility of having kids saying “..It's not a good use of my time..”

4 Connie Britton

You may know Connie Britton as Jack Bauer's girlfriend or as Rayna Jaymes from Nashville, but there's no mistaking those flowing tresses. There are even tumblr blogs dedicated to her hair! Regarded as one of Hollywood's late bloomers, Britton didn't get any major roles till appearing in NBC's 2006 series, Friday Night Lights, when she was in her late thirties.

The four-time Emmy nominee married her college boyfriend, John Britton, in 1991, but got a divorce four years later. In 2011, she adopted a child from Ethiopia; between raising him, acting, and being a Goodwill Ambassador for the UN, she says she's too busy for a serious relationship.

3 Kristin Davis

Proving that life doesn't imitate art, Sex and the City star Kristin Davis doesn't see herself getting married.


Described by close friends as not being marriage obsessed, the 50 year old actress has had her pick of Hollywood's bachelors. Admitting her weakness for dating actors, she's dated Alec Baldwin, Jeff Goldblum, Liev Schreiber, Steve Martin, and writer Aaron Sorkin.

In 2011, she adopted a daughter who has since become the center of her life. Her lifelong love for elephants has led to her champion several endangered elephant charities, and her career comes in a close third. In a People magazine interview, she stated that there is simply no time in her day to accommodate a relationship; a far cry from her SATC character, Charlotte York.

2 Uma Thurman

Since her breakout role shimmying away in 1994's Pulp Fiction, blonde beauty Uma Thurman has had men pining after her. She broke many hearts when she married Gary Oldman in 1990. The pair split two years after and she married Ethan Hawke in 1998. The couple had two children together before splitting in 2003.

Thurman started dating Arpad Busson in 2007; an engagement in 2008 was followed by a split in 2009. They reconciled soon after, and had a daughter in 2012. But in 2014, they called time on their relationship once again.

1 Charlize Theron

Charlize Theron, the South-African born stunner just can't seem to catch a break with men. She dated singer Stephan Jenkins for three years and actor Stuart Townsend for nearly nine years. In 2013, the United Nations messenger of peace started dating long-time friend Sean Penn.

There were rumors of an engagement, but the pair called it quits in June 2015. This was a pretty awkward breakup as the two were in the middle of shooting The Last Face, which Penn directed. These days, the blonde beauty is focused on being a great mom to her two adopted children.

Sources: PeopleET, ABC News

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