Marriage surely gets a bad rep in Hollywood and among famous people, divorce and multi-million settlements by divorce lawyers is just run-of-the-mill news. There are a few who have finally taken the plunge and are happy (we’re looking at you, George Clooney!), but…
... there are also many famous faces who have avoided marriage like the plague. Of course, they have dated before, had broken engagements, have kids, or are currently in long-term relationships, but a marriage license is just not a priority.
Here are some stars who have never ever said, "I do"...
Condoleezza Rice, 66
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Condoleeza Rice, the former Secretary of State and US diplomat has an impressive resume and work profile, and has been an important figure in American politics. On the personal front, unlike most of her colleagues, Condoleeza Rice has never been married.
We were surprised to know that Rice was once engaged in the 70s to NFL sportsperson Rick Upchurch, but she decided to call it off, as apparently, she thought that the relationship would not work. She was also linked to a Randy Bean when they both bought a house together, but that was just a business relationship.
Mary-Louise Parker, 56
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She’s done it all — been on the small screen with Weeds, on the silver screen, stage and Broadway, and yet, actress Mary-Lousie Parker has never walked down the aisle in a wedding dress. In 2003, she had been dating actor Billy Crudup for 8 years and was 7 months pregnant with his son.
Then news broke that Billy left her high and dry for his co-star from Stage Beauty, actress Claire Danes. Parker later became engaged to actor Jeffrey Dean, but that did not work out either. She is now a single mom-of-two as she later adopted a daughter from Ethiopia.
Leonardo DiCaprio, 46
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There’s a very slim chance that Titanic actor Leonardo DiCaprio’s name doesn’t come to your mind when we say, “Hollywood’s perpetual bachelor,” and with good reason! Known for exclusively dating international supermodels, Leo just doesn’t want to settle down.
Taking a laissez-faire approach to love and dating, Leo let go of Bar Refaeli, Blake Lively and Gisele Bündchen and is now seen in the company of Argentinian model and actress Camila Morrone. When asked if he will ever marry, the actor says that a marriage “can’t be planned.”
Oprah Winfrey, 66
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Media Mogul and former television show host Oprah Winfrey may not have been married, but she is “taken” as she has been in a steady 3 decade long relationship with businessman, Steadman Graham. In fact, they were once engaged to be married, but she called it off.
Even as Steadman and Oprah are still together, we can understand why she wants to avoid being tied down. She was indecently abused as a minor and had a child out of wedlock, besides a terrible family life. Her family now consists of her dogs, Steadman and Steadman’s daughter from his previous marriage, who Oprah considers her own daughter.
Matthew Perry, 51
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You may not know this, but Friends actor Matthew Perry has dated some very famous women, but has managed to escape being tied down in a marriage. His previous lady loves include actresses Julia Roberts, Lizzy Caplan, Lauren Graham and Heather Graham.
In an interview during his 40s, he said he hoped to change his “single” status soon, but there has been no wedding as yet. Since 2019, he has been dating a much younger Molly Hurwitz, a talent manager and congratulations are in order, as in late 2020, Perry finally got engaged to Molly!
Shakira, 43
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One of the hottest Latinas around, Shakira neither looks like she is in her 40s, nor that she is a mom-of-two to Milan and Sasha! The 'Hips Don't Lie' singer has been in a serious relationship with Spanish footballer Gerard Piqué and they have been happily together for 8 long years.
Sharika and Gerard try to keep things private, but she says that they haven’t said no to the idea of marriage, but at this point of time, they don’t feel the need to get married, as they are already committed to each other, live together and already have kids, marriage would only be a formality.
Jon Hamm, 49
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Former Mad Men star Jon Hamm did play Casanova on screen, but in reality, he’s quite a one-woman man. The incredibly handsome actor may never wear a wedding ring as Jon admits that he is just not the “marrying kind.” We disagree!
He was in a relationship with actress and co-star Jennifer Westfeld for nearly 2 decades, and the couple said that they did not need a piece of paper to declare them “husband and wife.” Jon and Jennifer eventually split in 2015 and he moved on to date the much younger Anna Osceola.
Owen Wilson, 52
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We’re not happy about Wedding Crashers actor Owen Wilson being so private about his romantic life, since he prefers to keep his lips sealed. And we may only know a few of his past loves, including singer Sheryl Crow and actress Kate Husdon.
Owen has two kids from two different ladies and he still hasn’t been married. Known for ‘loving and leaving’ he was recently spotted kissing his baby mama, personal trainer Caroline Lindqvist, who he dated in 2014 while she was married to someone else. Talk about drama!
Charlize Theron, 45
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In a 2017 interview with the infamous Howard Stern, Monster and The Italian Job actress Charlize Theron declared that marriage was not important to her. She prefers to have serious long-term relationships, and her dating history proves this.
She has previously dated actors Sean Penn, Alexander Skarsgård and Brad Pitt, among others. The South African beauty was last in a 9-year relationship with actor Stuart Townsend and after their 2010 break-up, she adopted a son and daughter, and is raising them on her own.
Tyra Banks, 47
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By the time she hit the age of 40, Tyra Banks had already been a wildly successful supermodel, producer and TV host and she was still at the top of her game. But in private, she was struggling and heartbroken after 7 failed IVF treatments, as she wanted to have a child.
Tyra was then dating photographer Erik Asla, and in 2016, they finally had a son named York via surrogacy. Tyra is now spotted in the company of her businessman boyfriend, Louis Bélanger-Martin, and enjoying motherhood, without a ring on her finger.
John Cusack, 54
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In the 2001 movie America’s Sweetheart, John Cusack reminded us all why we fell in love with him when he was just 18 years old and starring in the cult classic, Sixteen Candles. Also in love with him, some time in the past, were actresses Meg Ryan and Neve Campbell.
Those relationships did not lead Cusack to the altar, and in fact, he still remains an eligible bachelor as he has avoided getting married. John says that he lives and loves on his own terms and that society will not dictate how he lives his life.
Al Pacino, 80
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Now that The Godfather and Scarface actor Al Pacino is in his 80s and has never been married, we sort of expect we will never see him getting hitched. Al has had a long list of partners and girlfriends, and even has three grown up kids.
A notorious ladies man, he has dated some high-profile women, and his ex, actress Diane Keaton, once said she wishes she had married Al, although she knows it would have ended badly. He was last said to be dating Meital Dohan, who is half is age, but she left him in early 2020.
Marisa Tomei, 56
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Not the one to mince her words, Oscar-winning actress Marisa Tomei rejects the traditional roles of a woman — as she is just not interested in motherhood or marriage. The My Cousin Vinny and Avengers actress says she does not believe in the institution of marriage.
Although her alleged relationships with actors Josh Radnor, Logan Marshall-Green and Robert Downey, Jr. did not work out, she has always firmly believed that women do not need to have kids to feel like they are "complete."
Sheryl Crow, 58
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We honestly thought that that Grammy-winning singer-songwriter Sheryl Crow would end up getting married to her exes Owen Wilson or Lance Armstrong, given how cute they were together. But Sheryl has never said never to the idea of getting married in the future.
Saying that she is pretty old-fashioned in her ways, Crow would rather have three broken engagements than divorces, and later regretting it all. She adopted 2 boys and is raising them as a single mom, and still asks her friends to set her up on dates, even though she is not dating anyone now.
Diane Keaton, 75
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Godfather and Annie star Diane Keaton has had her share of famous on-screen romances, but her real love life is rather colorful too, as she has dated some high profile men such as well-known Casanovas Al Pacino and Warren Beatty. Those relationships never worked out.
The Oscar-winning actress jokes that she wishes she has bought herself a man much sooner but believes that she was not practical about marriage when she was younger. The single mom-of-two thought that she had to be madly in love with the person she would marry, but now understands that its all about compatibility and team work.
Edie Falco, 57
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Edie Falco, of Nurse Jackie and The Sopranos fame has never had any intentions of getting married, but somewhere along the line, she knew she wanted to become a mom. She had learnt plenty of lessons from her own parents’ divorce.
When she adopted her kids, she decided she would not put them though that sort of unhappiness and conflict, and so they were raised by a strong single mom, in a house full of compassion and love. Edie says that a lot of the marriages she has seen so far, do not appeal to her.
Lucy Liu, 52
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Charlie’s Angels and Kill Bill star Lucy Liu had previously been engaged to Zach Helm, and was also in a relationship with Hollywood biggies George Clooney and Will McCormack. Lucy’s take on marriage is difficult to form an opinion on, mostly because she has never spoken about it.
Lucy remains tight lipped and extremely private about her personal life, making sure that she never gives any sound bites about her love life. She, however, is a proud mom to son Rockwell, who was born after being carried by a gestational surrogate.
Matt Dillon, 56
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The 80s were when teen actor Matt Dillon became a household name with his movies The Outsiders, Little Darlings and My Bodyguard. Thereafter, he remained a heartthrob for many years, and even dated the likes of Brooke Shields, Heather Graham and Cameron Diaz.
Now nearing his 60s, Matt has still avoided getting hitched, even though he says he is open to the idea of marriage. Since 2015, he has been a relationship with Roberta Mastromichele, an Italian choreographer. There were some rumors about a secret engagement, but there have been no diamond engagement rings exchanged, yet.
Mindy Kaling, 41
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Like many young pre-teen girls, writer and actress Mindy Kaling (The Office, The Mindy Project) wanted to get married soon and have kids. She saw the ideal couple that her parents were, and wanted a marriage just like that.
Over time, she realized that she does not need to be married, and have a person to take care of her wishes and wants, as she can do it all on her own. After she established herself as an accomplished producer, writer and actress, she had two kids. They did not reveal the identity of her baby daddy and instead, is a single mom.
Allison Janney, 61
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Oscar-winner Allison Janney has played the mom in her famous series Mom, but in reality she’s never been a mom and neither has she ever been married. Besides garnering attention for her various awards and critically acclaimed performances, she’s in the news for another reason.
She has been enjoying life as a single lady, and in her words, she wants to feel young and play the field as long as she can! Since a couple of years, she has been dating the much younger Philip Joncas, but she definitely doesn’t believe in the institution on marriage.
Tim Robbins, 62
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Despite being with partner, actress Susan Sarandon for more than 2 decades, The Shawshank Redemption star Tim Robbins has never been married. The two even have two grown up sons together, but never said, ‘I do’ before splitting up.
Since his 2009 break up with Sarandon, Tim has been seen in the company of many pretty women, who often end up being much younger than him. But, as he remains very private and tight-lipped about his many romantic dalliances, we're not sure what his current relationship status is!
Susan Boyle, 59
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It was the third season of Britain’s Got Talent, when singer Susan Boyle wowed and shocked everyone with her rendition of 'I Dreamed a Dream' from the musical, Les Misérables. The unassuming looking Susan shot to fame and achieved overnight stardom with her album and concerts.
Susan has been a spinster, and for far too long she says, admitting that she’s comfortable the way she is. In 2019, she admitted that she is open to fostering children, and said that once upon a time dated a doctor, but it never led to anything. As her mother was ill, Susan spent her energy taking care of her, instead.
Adrien Brody, 47
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The newest from the rumor mills is that, even as Harvey Weinstein heads to jail, his former wife Georgina Chapman finds solace in the strong arms of Oscar-winning actor Adrien Brody. Brody, as we know, has starred in King Kong, The Pianist and 2010’s Predators.
It’s not just famous people that Brody dates, as he once dated his personal assistant for 3 years. Surprisingly, he was once engaged to model Elsa Pataky, who is now married to Thor hottie, Chris Hemsworth. He even bought her a castle in 2007 for her 31st birthday!
Benicio del Toro, 53
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Although tabloids and gossip magazines would have you believing otherwise, Oscar-winning actor, Benicio del Toro has never been hitched. However, he had a daughter named Delilah with Kimberley Stewart, who is the daughter of Rod Stewart.
In fact, their relationship was quite publicized, and everyone believed that they would finally exchange wedding rings, but the couple split in 2011 even before their daughter was born. Previously, he was linked to linked to Lindsey Lohan, Scarlett Johansson, and Heather Graham.
Chris Evans, 39
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If you’re wondering who Captain America star Chris Evans’ wife is, then stop — because he has never been married! Undoubtedly one of the hottest bachelors around Hollywood, Chris is surrounded by many pretty faces, and has dated some actresses too.
Evans has famously dated Minka Kelly, Jessica Biel and his Gifted co-star Jenny Slate, but none of those relationships lasted or led to a proposal and wedding. Evans says he likes his freedom and does not want to be feel smothered, enveloped or suffocated after being married.
Jared Leto, 49
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Despite dating a plethora of beautiful ladies, such as Hollywood stunners Scarlett Johansson and Cameron Diaz, Thirty Seconds to Mars frontman and Oscar-winning actor Jared Leto is nowhere close to settling down, giving hope to many of his single fans.
In a 2016 Rolling Stone interview, the Dallas Buyers Club actor was asked why he is still single and he admitted that he doesn’t know anything about women! He said that this is how things just are and that he hasn’t made up his mind about marriage yet.
Kourtney Kardashian, 41
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The only Kardashian sister who hasn’t been married - eldest of the bunch Kourtney Kardashian had previously dreamed of a lovely wedding and walking down the aisle, but did not get the chance to, even though she may have close to it with her ex-partner, Scott Disick.
Kardashian says that given her family’s status and the buzz they create, a marriage would be most difficult to maintain, and looking at her family’s past history, this theory holds true. Kardashian has three kids with Disick and is known to date younger men these days.
Dana Delany, 64
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Wide Awake and Desperate Housewives star Dana Delany has had a successful career on Tv and in movies, but not so much in the marriage department. You see, Dana was just about okay with getting married, but never met the right guy to tie the knot with.
She says that as a teen she remembers telling her mom that she never wants to have kids, and her mother said she would eventually change her mind. Now that Dana is in her mid-60s, she still doesn’t want any. She did have many proposals over the years, but marriage never seemed important.
Joan Jett, 62
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American singer-songwriter and Rockstar Joan Jett has been the fantasy of many a rock and roll fans all over the work, but looks like no man, or woman, for that matter, could tie her down. All that we know is that the ‘Cherry Bomb’ single is said to be single.
Joan is in her early 60s and never bothered getting married, so it can only take a very special person to finally wed her. Some of Joan’s previous loves include Pleasant Gehman, Chuck Zito, Stephanie Adams, Kira Roessler, Lisa Curland and allegedly, Carmen Electra.
Tracee Ellis Ross, 48
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Besides being the daughter of legendary singer Diana Ross, Tracee Ellis Ross is a singer, producer and actress we have seen in Girlfriends and Black-ish. Given how successful and established she is, Tracee has never been married and is happy being single and without kids.
Unfortunately, Tracee has been asked far too often why she’s still single, and her answer always tried to explain why single-hood is completely normal and should be accepted by society. Tracee has friends and family to keep her company, but is totally comfortable alone, as well.
Simon Cowell, 61
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Considering how rude, dismissive and arrogant he comes off on the small screen, we were not really surprised when producer and America's Got Talent judge Simon Cowell revealed that he had been engaged a couple of times, even though none of those relationships translated to marriage.
Seems like Simon gave up on the idea of marriage altogether, as he has been in a committed relationship with Lauren Silverman since 2013, and they have a son together. When asked if they plan to wed, Simon says that in his line of business, he does not believe in marriage any more.
Jacqueline Bisset, 76
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Anyone who has been following the news about seasoned British actress Jacqueline Bisset, they would know that The Deep and Bullitt actress has had multiple very public romances. Not that there were no opportunities in the past, but Bisset chose to never get married.
Bisset, who is Angelina Jolie’s godmother, counted that she has been in three 7-year relationships and one that lasted 14 years. She says that even though she had multiple relationships, all of them have been great, but not enough to make her want marriage.
Keanu Reeves, 56
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Actor Keanu Reeves (The Matrix, John Wick) has achieved box office success with each movie he makes, but his own personal life is pretty tragic. He and his then-girlfriend Jennifer Syme suffered heartbreak when they had a stillborn daughter in 1999, eventually breaking up the couple.
Sadly, 2 years later, Jennifer passed away in a car accident and Keanu was just shattered. He would go on to date ladies on and off, but never got married. He finally found Alexandra Grant in 2009. A decade later, Keanu and Alexandra made their first public appearance as a couple.
Sarah Silverman, 50
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People joke that they would never date a comedienne, least they become the subject of one of their stand up acts! But comedienne and actress Sarah Silverman never had an issue with that. Despite her strong opinions on taboo and controversial subjects, men can’t wait to date her.
Her famous exes include Jimmy Kimmel and Michael Sheen, but those relationships eventually ended. Sarah once said that she wouldn’t get married until same-gender couples are allowed to marry, and later said she would never marry. She also does not want to give birth to kids, saying she does not want to pass on her depression to them.
Drew Carey, 62
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Game show host and comedian Drew Carey made a name for himself as a stand-up comic and only became more popular with his shows The Drew Carey Show and Whose Line Is It Anyway? Later in his career, Drew bagged hosting duties of the popular game show, The Price is Right.
Although Drew has gone down on his knees with a diamond engagement ring at least twice before, proposing to the late Amie Harwick and Nicole Jaracz – they never made a trip down the aisle. Both the engagements ended and Carey remains single.
Jeremy Piven, 55
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After a long string of romances, Entourage star Jeremy Piven went on record to state that he longs for a big family, marriage and love. He certainly does have a “type” as his past relationships have been with leggy international models and actresses.
Piven does have a reputation in Hollywood of being a ladies man, and every time we spot him, he seems to be in the company of different women! Since 2017, Piven has been accused by 6 different women of groping and indecently assaulting them, and he even took a polygraph test to defend himself!
Ricky Gervais, 59
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Just like British actor, comic and writer Ricky Gervais does not believe in God, he does not believe in the institution of marriage, either. The After Life and The Office star is in a committed relationship with his college sweetheart and partner of 35+ years, Jane Fallon.
One thing you’ll definitely not see at Gervais’ home is his and Jane’s wedding photos, because they decided to never get hitched or have kids, either — as they never “needed” both of these things in their lives. After 35 years together, they feel married to each other, any way.
John Mayer, 43
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Living a single life at 43 comes easy to the never-married John Mayer, and considering how open and oversharing he has been about his past girlfriends, we understand why women hesitate to date him! He famously dated Jessica Simpson and shared too many intimate details about her in an interview after they broke up!
The singer-songwriter of ‘Your Body is a Wonderland’ is also known to write songs about his past lovers, which not many ladies would appreciate. We wonder what songs he has written about his exes – Jennifer Aniston, Katy Perry, Minka Kelly and Taylor Swift.
Joaquin Phoenix, 46
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New dad duties beckon the mysterious actor Joaquin Phoenix, as he and his fiancé of two years, actress Rooney Mara just had their first baby. The Joker and Her star may have put a ring on Mara, but he has never been married before, and still remains unmarried.
Phoenix has never had a shortage of girlfriends in the past, as he always had a pretty lady on his arm, including actresses Liv Tyler, Amelia Warner and Jessica Joffe and model Topaz Page-Green. Now that he is engaged, we are all waiting for him to finally tie the knot.
Seth MacFarlane, 47
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For funnyman, writer and producer Seth MacFarlane, his animated TV series, Family Guy, made him a household name, and yet, he is not a family man himself, as he has never been married! Seth says he wants to marry, but he is difficult to date.
He says that for an actor, their career becomes their mistress who requires all their attention, and then a partner or girlfriend takes the back seat. Having dated actresses Emilia Clarke, Amanda Bynes, and Audrina Patridge, Seth says that Hollywood is not a “normal” place to date.
Paris Hilton, 39
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Ever since 1996, socialite, TV personality and Hilton heiress has been reportedly linked to a whopping 56 men, and has been engaged 3 times before. Unfortunately, she had to give back her huge diamond engagement rings to Chris Zylka, Jason Shaw and Paris Latsis.
Judging by her previous commitment relationships, it seems that she is ready to marry and settle down, but just does not seem to be dating the right people. Especially since her two younger siblings are happily married and enjoying marital bliss, Paris may want to speed up the process of looking for a man for herself.
Rose Byrne, 41
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Rose Byrne is an Australian actress who is able to play an American, Australian or British character on screen with great ease. On the personal front, the Bridesmaids and Spy star has had a few long-term relationships, but has never been hitched before.
Since 2012 she has been with partner and co-star Bobby Cannavale and the pair even have two kids together. Not legally wed, these two have been together for so long that they actually refer to each other as their husband and wife, so does it even make sense to tie the knot now?
David Muir, 47
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The ridiculously good looking anchor of ABC World News Tonight, David Muir is just a blank book when it comes to his love life and he is willing to reveal nothing. Because of this, his romantic associations are open to speculations and there are plenty of rumors swirling around.
Muir has never been married and there is absolutely no record of him dating anyone! People say that he may like men, while some say he was spotted in the company of some pretty women. A writer, Kate Dries, once wrote a humorous article about dating Muir, but that was only meant to be a satirical take on how perfect he is!
Kylie Minogue, 52
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The singer of the international hit, ‘Can’t Get You Out of My Head,’ Kylie Minogue is an Australian pop star, who has been under the spotlight since the 1980s. Naturally, the pretty lady has had many celebrity romances including Jean-Claude Van Damme, Olivier Martinez and Lenny Kravitz.
She came close to getting married, but in 2018, she parted ways with her fiancé, actor Joshua Sasse, saying that the engagement was sort of an experiment, and that marriage was not her cup of tea. Since 2018 she has been dating Paul Solomons, the creative director of UK GQ.
James Franco, 42
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Unlike his younger brothers, actors Dave and Tom Franco, big brother and 127 Hours star James Franco has never been married, and not because he is intentionally trying to stay unmarried! He draws inspiration from his parents, who never divorced.
James has dated the likes of Amber Heard, Emilia Clarke and, Amanda Seyfried before, but says that he is still waiting for the right woman to marry. He is presently dating his much younger girlfriend, Isabel Pakzad since 2017. Recently, James was sued for indecent misconduct, although he denies these claims.
Ryan Gosling, 40
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Sandra Bullock, Rachel McAdams, Kat Dennings, Blake Lively, and Olivia Wilde… no, we’re not naming our favorite actresses, rather, we're naming only some of the famous people that Canadian actor Ryan Gosling (La La Land, The Notebook) has dated before.
All that wouldn’t matter when he met and started dating actress Eva Mendes and this handsome pair has been together since 2011. Marriage may not be on the cards for these stars, but they have a happy family life, as they raise their two daughters together.
Bill Maher, 64
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Bill Maher is not a very popular guy, given that he has often rubbed people the wrong way. The comedian even has a show called Politically Incorrect with Bill Maher, and he did not disappoint there! Not surprisingly, the TV host and political commentator has never been married.
Bill has had his share of relationships, including with risqué model, Coco Johnsen neuroscientist Cara Santa Maria and author Karrine Steffans but he is a serial dater and seems to get bored of relationships pretty soon. Since 2014, he has been dating singer Anjulie Persaud.
Cote de Pablo, 41
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If you’re a fan of the crime drama NCIS, then you definitely know Cote de Pablo as Ziva David from her time on the show. One look at this beauty and you’ll be falling head over heels for her, but beware, she’s a heartbreaker, and not the kinds to marry and settle down.
However, she was in a long term relationship with actor Diego Serrano for 15 years before they split in 2015. Since then, there have only been rumors of who Cote is dating, and because she chooses to remain quite about her private life, we can’t be sure what her relationship status is now.
Gerard Butler, 51
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Something about his thick Scottish accent makes the women weak in their knees, and he’s also got the face, body and personality to have the girls lining up for him. The star of The Ugly Truth and London Has Fallen has achieved box office success, but remains unlucky in love.
Gerard says that he knows he is not marriage material for most women and he expects the ladies to call him when he doesn’t call, since, you know, he’s a super busy Hollywood star! Who has he dated so far? Allegedly, he has been seen with actresses Jessica Biel, Ashley Greene and most recently, interior designer Morgan Brown, who he split from in 2020.
Kristen Davis, 55
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As the prim and proper Charlotte York Goldenblatt from the television and movie franchise, SATC, actress Kristen Davis, was obsessed with the idea of marriage on-screen. But in reality, Davis doesn’t give a second thought to the concept of marriage.
While she was once said to be dating actors Alec Baldwin, Reed Diamond, and Liev Schreiber, Kristen is now spending her time and energy at work and at home, where she lives with her two adopted children. This mama has no time to play the dating game!
Lauren Graham, 53
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Actress Lauren Graham has endeared herself to millions of television viewers by becoming everyone’s favorite TV mom, as she played Lorelai Gilmore on the popular show, Gilmore Girls. But surprisingly, she’s still a single lady, and it’s her choice to stay that way.
She did date Matthew Perry once a upon a time, but it did not work out. And it looks like she was just waiting to meet her Parenthood co-star, actor Peter Krause. Peter and Lauren have been together for 10 years now and they feel like they’re practically married, even though they plan to not have an actual ceremony.
Queen Latifah, 50
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Society is pretty clear with their expectations from women in their 20s and 30s — get married and pop out kids! And this is why we totally support Queen Latifah when she remains unmarried and is making an “unconventional” family for herself.
The rapper and Beauty Shop actress is said to be engaged to her rumored long-time girlfriend, Eboni Nichols, and the two are said to have a son together, but Latifah has not confirmed anything. She had famously bought herself two wedding rings previously and said she will wait for someone worthy to earn a spot there and replace it with their ring!
Rachel Maddow, 47
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Armed with a PhD in political science from the prestigious Oxford University, Racheal Maddow dissects national and international politics on her show The Racheal Maddow Show. The liberal commentator has never been married, but is in a long term relationship.
Since 1999, she has been with artist and photographer Susan Mikula, and the two met in an adorable way. Maddow returned to America mid-PhD as she had run out of money and was doing odd jobs.She met Mikula on her property after Maddow landed up there to help with the landscaping!
Winona Ryder, 49
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She has never been legally wed to anyone, but Stranger Things actress Winona Ryder considers her Dracula co-star Keanu Reeves as her lawfully wedded husband. That's because, when shooting for a wedding scene with the two in the 1992 movie, a real priest conducted the ceremony!
While the two joke about it now, Ryder may never get married. Once known for being engaged to Johnny Depp, she has been with designer Scott Mackinlay Hahn since 2011, but they have no plans to wed, as Ryder is afraid of getting divorced!
Ann Coulter, 59
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Conservative pundit and author Ann Coulter has gone public to clear the air, that she is not dating comic and actor Jimmie Walker, as there have been persistent rumors that the two are together. But she has been engaged several times, but that never led her to get married.
She has dated Spin founder Bob Guccione Jr., and Andrew Stein in the past and has also been linked with fellow conservative writer Dinesh D'Souza. Kellyanne Conway once said in a 2017 interview that Ann dated her bodyguard because she could not find anyone else. Wow Kellyanne, that’s just mean and petty!
Robin Roberts, 60
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As a respected senior broadcaster and the host of the much-watched ABC show, Good Morning America, Peabody Award winning journalist Robin Roberts has come a long way from being a local news sports reporter in the ‘80s.
She has been in a same-gender relationship with massage therapist Amber Laign since 2005! Despite being happy together for 16 years, the two never did get engaged or married. She officially came out of the closet in 2013, which is fairly recent, so as long as Robin is happy, marriage is just a piece of paper.
Monica Lewinsky, 47
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What a rollercoaster ride life has been for former White House intern Monica Lewinsky. Her dalliance with then POTUS Bill Clinton led to his impeachment and was a national scandal. Unfortunately, Monica bore the brunt of the episode was relentlessly bullied.
Gaining international notoriety can’t be easy for a young lady and Monica tried to engage herself in business, and studying in London before becoming an anti-cyberbullying advocate. She has never been married, and keeps her private life under wraps, but revealed that she is “not alone anymore.”
Jake Gyllenhaal, 40
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Actor Jake Gyllenhaal, who we know and love from his movies Brokeback Mountain and Donnie Darko, is just an adorable man. We say this because he revealed in an interview that he always takes his girlfriends to meet his mom, so she gets to know them too!
And yet, the handsome and talented Jake remains unmarried, despite dating Taylor Swift, Reese Witherspoon, Natalie Portman, and Kristen Dunst! He says that he was “scared” of marriage in the past, but now, is said to be getting serious about his current girlfriend of 3 years, French model Jeanne Cadieu.
Luke Wilson, 49
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Giving company to his older brother, Owen Wilson, actor Luke Wilson (of My Super Ex-Girlfriend, Legally Blonde and The Royal Tenenbaums fame) also remains unmarried and seems to not be interested in getting married in the future, as well.
He has been linked to a plethora of actresses such as Joy Bryant, Gwyneth Paltrow and Jennifer Walcott, and in 2019 admitted that he wanted to become a dad. We’re not sure if he is dating anyone at the moment, but he was seen cozying up with his ex, basketball star Meg Simpson. Someone please update us on this!
Billy Crudup, 52
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The year was 2003 and actor Billy Crudup was expecting his first child with his girlfriend since 1996, actress Mary-Louise Parker. He became of the most hated guys in entertainment when he cheated on her with actress Claire Danes and left Parker when she was 7-months pregnant!
Billy’s relationship with Danes was a short one, as they dated for just 3 years before she moved on. The perpetually unmarried actor we known from Almost Famous and Big Fish, has been dating fellow unmarried star, Naomi Watts since 2017.
Dina Meyer, 52
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With her recurring role on Beverly Hills, 90210 actress Dina Meyer cemented her place in the hearts of TV audiences, the world over. Some of her other famous projects include Johnny Mnemonic, Starship Troopers, Star Trek: Nemesis and Birds of Prey.
Meyer has been working in show business for many years and has had her fair share of high-profile relationships with Billy Joel and Shane West. Since the ‘90s, she decided to keep her private life away from the tabloids and dates on the down low. No marriage for this hottie.
Jorja Fox, 52
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Seeing actress Jorja Fox go from playing Dr Maggie Doyle in ER to Sara Sidle in CSI: Crime Scene Investigation, only proves that she is ageless. That could be the reason why she does not feel rushed to go from Ms. To Mrs.
As Fox has been working in Hollywood since the late ‘80s, she has been in a few serious relationships, but no ring yet. She was also liked to her CSI co-star Gary Dourdan, and it was rumored that the two got married. This proved to be false news, and Fox remains unmarried.
Miranda Richardson, 62
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English actress Miranda Richardson is a BAFTA and Golden Globe winning actress who is known for starring in movies such as Sleepy Hollow, Damage, Harry Potter and the Goblet of Fire and of course, the TV show Blackadder. Her career is very impressive.
Miranda, who is in her early 60s now, has never been married and just will not reveal who she has dated and if she is dating someone at the moment. She says that she was never motivated to get married and did not want kids. Plus, she believes she is not “wife material!”
Eva Mendes, 46
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Since the late 90s, when Eva Mendes has been on screen and surprisingly, the Hitch and Ghost Rider actress started acting in horror movies such as Children of Corn V and Urban Legends. Luckily, her own personal life is no horror movie, but rather a fairy tale.
After dating director George Augusto for 8 years, she started a relationship with Canadian actor Ryan Gosling in 2011, when they co-starred in The Place Beyond the Pines. These two have been together since then, have two adorable daughters and don’t see the need to ever get married. Someday, may be!
Naomi Watts, 52
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British hottie Naomi Watts made a huge impression on movie audiences with her acting in films like The Impossible, The Ring and King Kong. And she also made a great impression on the late actor Heath Ledger, and they dated for two years before parting ways.
Her next relationship with actor Liev Schreiber lasted 11 happy years, and they two sons together. We thought they would end up getting married, but Watts is not the marrying kind. Since 2017, she has been dating her Gypsy co-star, actor Billy Crudup, who has never been married either!
Elijah Woods, 40
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Because we have seen actor Elijah Woods on TV and in movies since he was a small child, we assume that he must be quite older now, but he’s only 40. By Hollywood standards, The Lord of the Rings star should have been married by now, but he’s still a bachelor.
But, he’s not a single man, as he recently became a dad, welcoming his first child Evan with his girlfriend of 4 years, Danish movie producer, Mette-Marie Kongsved. Among his previous relationships, he has dated musician Pamela Racine and actress Franka Potente.
Jamie Foxx, 53
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This may come as a surprise to a lot of his own fans, especially since he has two grown up daughters, but Ray and Django Unchained star Jamie Fox has never been married before. Both his daughters’ mothers were only dating Foxx, with no engagement ring in sight.
Foxx remains an eligible bachelor and his last high-profile relationship was with Dawson’s Creek star Katie Holmes, and they were even seen wearing engagement rings, before they split in 2019. Since then, Jamie has been seen in the company of many other beautiful women.
Tara Reid, 45
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Before we knew her as the infamous party companion of socialite Paris Hilton, who was once targeted by the media for sporting a dangerously thin frame, actress Tara Reid was doing some decent movies. Think, Urban Legend and the many American Pie movies.
Tara was once engaged to Michael Axtmann for 4 months in 2010, but she called it off, and in 2011, she announced on social media that she was engaged and married to Zack Kehayov. Turns out this was just a publicity stunt and she was never married! She even appeared on Marriage Boot Camp: Reality Stars with Dean May, and she accidentally admitted that they were never together.
Chelsea Handler, 45
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You can love her or hate her, but you cannot escape Chelsea Handler. The sarcastic comic hosts her own show, The Chelsea Handler Show but the poker faced “meanie” turned to complete mush when she interviewed 50 Cent and the flirting session ended with them dating for a bit!
Handler and 50 Cent did not work out, and she is currently dating Comcast Entertainment Group's C.E.O, Ted Harbert and have been living together. Sure she makes them fall in love with her, but Handler has no interest in marrying them, as she puts it!
Anna Kournikova, 39
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Not a whole lot of people would remember this Russian-American former tennis player for her on-court performance. But, they will remember Anna Kournikova for her stunning looks and for starring in singer Enrique’s music video for the 2001 song 'Escape.'
Enrique and Anna met on the sets of the video shoot and have been together since. There were rumors of break-ups, secret wedding and engagements over the years, but the couple remain mum about their relationship and they have never been married. Surprisingly, they managed to have three kids in complete secrecy!
Lauryn Hill, 45
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Often regarded as one of the greatest rappers of her time, The Fugees singer Lauryn Hill is a total legend — with her band and solo, too. She met entrepreneur Rohan Marley, who is the son of legendary reggae singer, Bob Marley, and the couple started dating in 1996, while he was married to his first wife.
While Lauren and Rohan never legally wed, they had 6 kids together, and raised them as a happy family. Lauren never did want to get married, as she was happy as a person, musician and mother, just as she was. After 15 years together, Rohan and Lauryn split, and she had another baby with a mystery man.
Kimberly Stewart, 41
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Musician and singer Rod Stewart’s daughter with his first wife, Alana Stewart, was born under the spotlight as a celeb kid, and chose to become a model and actress, ensuring that the world’s eyes were always on her. Unlike her dad, who has been thrice, Kimberly never got married.
Kimberly had a short dalliance with another actor who never married, Benicio Del Toro, and they have a 9-year-old daughter together. She broke up with Del Toro before the birth of their child and is still single. She is considering getting married but finding a match as a single mom is always difficult!
Shonda Rhimes, 51
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Showbiz is a tough business and very few ladies can claim to have conquered it, but TV producer Shonda Rhimes surely can make such tall claims. The lady behind Grey’s Anatomy and Scandal remains unmarried by her own choice and she does not want to marry, anytime soon.
The busy professional didn’t really dream of marriage as a little girl, annd was hungry to establish herself in show business. We’re sure she met many eligible bachelors along the way, but she decided to stay single, and that’s fair enough.
Andrea Tantaros, 43
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Before she unsuccessfully sued Fox News Channel for firing her after she alleged indecent harassment at her work place, conservative political commentator and analyst was hosting The Five and Outnumbered on Fox News.
Although she is in her 40s and never married before, she is in no hurry to tie the knot. Since 2015, Andrea has been dating Jane’s Addiction guitarist, Dave Navarro, who incidentally, has been married thrice before. So this unlikely pair may never say ‘I do,’ after all.
Kevin Spacey, 61
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Welcome to the curious case of House of Cards star and award-winning actor Kevin Spacey, who has never been hitched before, has been linked to some famous actresses and yet, is famous for the lack of any romantic partners over many years.
Kevin may find it even harder to date now, since over 30 men accused him of indecently harassing them over many decades. Kevin then lost out on all acting projects and went into hiding. In late 2020, he resurfaced in London, and oddly enough, he was wearing a wedding band!
John Corbett, 59
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It was mighty difficult for many ladies and gents to not fall in love with actor John Corbett as the dreamy lover boy in My Big Fat Greek Wedding and many decades later in SATC 2. No wonder he got to date pretty ladies such as Nathalie Cox, Vanna White, and Brittany Daniel.
But for the last 19 years, John has been with yesteryears hottie Bo Derek, and yet, the two have decided to not marry and have kids, despite living together for almost 2 decades! The two were set up on a date by a common friend, and now run a horse farm together.
Helena Bonham Carter, 54
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Fight Club, Sweeney Todd and Alice in Wonderland would feel incomplete without the wonderfully weird performance by actress Helena Bonham Carter. Surprisingly, Helena was called a home-wrecker in 1994, when she began a relationship with actor Kenneth Branagh, while he was married to Dame Emma Thompson!
After a 5-year relationship with Kenneth, she embarked on a 13-year relationship with award-winning filmmaker, Tim Burton, after meeting on the sets of his movie, Planet of the Apes. The two would have two kids together, never got hitched, and ended their relationship in 2014.
Enrique Iglesias, 45
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Latin hitmaker and ‘Hero’ crooner Enrique Iglesias’ name appears on our list before, as just like his long-time partner, former tennis star Anna Kournikova, Enrique has never been married before. Because the pair remains tight-lipped about their relationship, nobody knows if they’re married or engaged!
All we know is that the two are happy parents to 3 kids, and after 20 years together, Enrique and Anna probably feel like husband and wife already. Iglesias has been known to previously date actresses Jennifer Love Hewitt and Sofia Vergara and singer Christina Aguilera.