
They’re beautiful, talented, wealthy, and successful: so why are they still up for grabs? Some of the world’s most stunning celebs have never been married, and they all have their reasons. If you want to know what the likes of Ricky Gervais and Jacqueline Bisset think about marriage, you’ve come to the right place!
Settling down can be daunting, and some of the planet’s most beloved superstars are still flying free as a bird. But while some of our celebs are bonafide Hollywood bachelors, others have found love and just don’t feel the need to put a ring on it. Find out who’s who up, next!
Chris Evans – 40, Actor

The American actor Chris Evans was at the center of one of 2021’s most hilarious cameos, showing up for a couple of seconds in Ryan Reynolds’s “Free Guy.” Other than that, he was busy trying to make one of his dreams come true: finding a woman to settle down and have kids with.
That’s right: even though Evans has never been married, he’s a confessed fan of “pedestrian, domestic things” and actually wants that! A rare bird in our no-marriage list, Evans has been reported to be dating a “non-famous” woman since the summer of 2021.
Simon Cowell – 61, TV Personality

Serving as a judge in the 2021 season of “America’s Got Talent,” Simon Cowell is known for being very demanding and not easily impressed. Cowell’s bad reviews hardly make for a rarity, but he seems to have given marriage a lousy grade. While he’s been committed to a divorcee, Lauren Silverman since 2013, the two don’t look like they’re thinking about walking down the aisle together.
For what it’s worth, Cowell and Silverman’s love story is a lot like marriage, and the two even have a child together! In 2020, a source close to the couple told Express that the two weren’t thinking of getting hitched “anytime soon.”
Laura Ingraham – 58, TV Host

The TV host Laura Ingraham was once engaged to the political commentator Dinesh D’Souza, but the two never walked down the aisle. Previously, she was also involved with the politician Robert Torricelli and the broadcaster Keith Olberman. Even though Ingraham never found the perfect man to tie the knot, she takes care of three adopted children from Russia and Guatemala.
The embodiment of a modern, independent, and successful woman, Ingraham is best known for being the host of “The Ingraham Angle.” In 2021, she appeared in the TV movie documentary “Fox News Channel: 25 Years.”
Ann Coulter – 59, Pundit

Like Laura Ingraham, the American pundit Ann Coulter dated the political commentator Dinesh D’Souza in the past. She was also involved with the publisher Bob Guccione Jr., the politician Andrew Stein, and, according to Kellyanne Conway, her bodyguard! Still, she never walked down the aisle or had any children.
In fact, Ingraham is only “married” to her career, which has been going great! She built a respectable fortune of $10 million by making regular appearances in TV shows such as “Good Morning Britain” and “Real Time with Bill Maher.” In 2021, Coulter appeared in “Sky News at 9” and “The Clay Travis & Buck Sexton Show.”
Leonardo DiCaprio – 46, Actor

The star of the 2021 movie “Don’t Look Up,” the one-and-only Leonardo DiCaprio is a generation-defining actor who never fails to impress his fans anytime he’s listed for a new role. But while DiCaprio is one of the most talented and versatile actors in Hollywood, there’s a particular role he never played: the real-life husband.
Even though DiCaprio’s been involved with some of the most beautiful women in the world (Demi Moore and Bar Refaeli come to mind), he never walked down the aisle. Dating the model Camila Morrone for over three years, is it time for DiCaprio to finally settle down? Only time will tell…
Condoleezza Rice – 66, Politician

In 2013, the American politician Condoleezza Rice told CBS News that she never found anyone she wanted to live with. And apart from a ’70s fling with the former American football player Rick Upchurch, little if anything is known about her romantic life.
We guess that when you’re the great Condoleezza Rice, playing politics is way more fun than playing the wife! Always in the thick of it, Rice made headlines in 2021 after stating that the United States is a safer place than it was in 2001, back when the 9/11 tragedy shocked the nation.
John Mayer – 43, Singer

While the term heart-throb gets thrown around a lot, it couldn’t be more fitting of the American singer John Mayer. Celebs such as Cameron Diaz, Jessica Simpson, Katy Perry, and Jennifer Love Hewitt have all fallen for this singer-songwriter, who’s been one of Hollywood’s most wanted bachelors for ages.
In 2021, Mayer dropped the album “Sob Rock” and was spotted having a date with the American actress/writer Cazzie David. Coincidentally, he said he was ready to get married and start a family. He made the plot-twisting revelation during an “Andy Cohen Live” interview that aired in February.
Jared Leto – 49, Actor/Musician

Known for portraying ‘Joker’ in the 2021 movie “Zach Snyder’s Justice League” and for his acclaimed roles in “Requiem for a Dream” and “Dallas Buyers Club,” the actor/musician Jared Leto is a perennial Hollywood bachelor. While he’s dated the likes of Paris Hilton, Scarlett Johansson, and Isabel Lucas in the past, he never settled down, and he even has a surprising opinion on women…
During a Rolling Stone interview, Leto humbly said that he knew “absolutely nothing about women.” On the subject of marriage, he added that he’s a bachelor because that’s “just how things are.”
Jeremy Piven – 56, Actor

In the past, Jeremy Piven dated the model Ashley Chondos and the socialite Bianca Brandolini D’adda, but things never quite worked out for him. And just when everybody thought Piven was the never-get-married type of guy, he told The Daily Mirror that he wanted to start a family and have two children—a boy and a girl.
So far, Piven’s dream hasn’t come true, and he’s still out there looking for the one. As for his career, that’s a whole different story: known for his role in “Entourage,” he appeared in the 2021 action thriller “American Night.”
Tyra Banks – 47, Model/Actress

A supermodel who also found success in the world of television, Tyra Banks is one of the most surprising additions to our list. Before calling things off with the photographer Erik Asla, Banks looked like she was about to settle down. After all, Banks and Asla already had a child together before announcing their amicable breakup in 2017.
But things didn’t work as planned for the former couple, and Banks remains one of the few iconic ’90s supermodels who’s never tied the knot. One of the celebrities who appeared in the 2021 TV special “Black Entrepreneurs Day,” Banks has amassed a mind-blowing fortune of $90 million over the years.
Mindy Kaling – 42, Actress

The ever-funny Mindy Kaling is one of the stars of the 2021 movie “Locked Down,” but she never managed to lock herself to the institution of marriage. She’s a single mother of two who never walked down the aisle, despite being involved in an on-and-off relationship with fellow actor B.J. Novak for years. Curiously enough, Kaling and Novak played a couple in the sitcom “The Office.”
In 2015, Kaling opened up to ABC News about her love life and said she doesn’t need marriage. While she dreamed of starting a family when she was younger, she’s since realized there’s nothing wrong with being a single, successful, and independent mom.
Robin Roberts – 60, TV Broadcaster

Despite being in her 60s, the TV broadcaster Robin Roberts continued to look glowing during the 2021 season of “Good Morning America.” Roberts was never married before, but hold your horses before making a move! Even though she’s not a fan of the institution of marriage, she’s been in a committed relationship with the massage therapist Amber Laign for years.
Roberts and Laign opted not to have children together, but everything else about their love story is pretty much like everyday married life. According to Forbes, Roberts took home a hefty salary of $18 million in 2021.
Kourtney Kardashian – 42, Socialite

The American socialite Kourtney Kardashian was never married despite enjoying a long relationship with Scott Disick, who appeared regularly in “Keeping Up with the Kardashians.” In 2021, the aforementioned show ended after many years of success, and Kourtney started a new chapter in her life alongside musician Travis Barker.
In the summer of 2021, InStyle and other news outlets reported that Kourtney and Barker may have secretly gotten married during a trip to Las Vegas. But since most rumors are not to be trusted, it’s fair to say that Kourtney is still looking forward to her first trip down the aisle.
Lucy Liu – 52, Actress

Known for “Charlie’s Angels” and “Kill Bill,” the American actress Lucy Liu is a single mother by choice who decided to have a child via surrogate in 2015. By all means, an independent woman, Liu never needed a man beside her to do what she thought was right. A public supporter of gay marriage, she was also involved in campaigns celebrating multidimensional family structures.
Liu almost tied the knot with the American director/screenwriter Zach Helm, but the two called it off shortly after publicly announcing their engagement. In 2021, Liu appeared in the series “Star Wars: Visions” and “Scooby-Doo and Guess Who?”
Bill Maher – 65, Comedian

The American comedian Bill Maher is mainly known for being the host of “Real Time with Bill Maher.” Maher dated many women in the past, including the American author Karrine Steffans and the singer Anjulie, but never tied the knot. In a 2013 interview, he even joked about being the one guy in his group of friends who never got married and who brought “news of freedom.”
Choosing personal freedom over family, Maher also never had any children. The news satirist is entirely focused on his job as a comedian, which has landed him a fortune of $140 million. In 2021, he was featured in the documentary “The Comedy Club.”
Mary-Louise Parker – 57, Actress

Mary-Louise Parker was in a committed relationship with fellow actor Billy Crudup between 1996 and 2003, but things didn’t quite work out in the end. Parker and Crudup have one child together but no wedding ring to show for it. Their love story ended quite shockingly, too, with Crudup allegedly leaving Parker for another woman when she was still pregnant with their son!
In addition to having a child with Crudup, Parker also adopted a baby girl from Ethiopia on her own. Best known for her role in “Weeds,” Parker is one of the stars of the 2021 drama movie “The Same Storm.”
Lauren Graham – 54, Actress

The “Gilmore Girls” superstar Lauren Graham was never married, but it’s not like she hasn’t found the one. In a committed relationship with the “Six Feet Under” actor Peter Krause since 2010, Graham looks more than settled when it comes to love. In 2021, she even spoke to People magazine about how hard it was to stay away from her beloved partner for five months while filming “The Mighty Ducks: Game Changers.”
In addition to “The Mighty Ducks: Game Changers,” Graham also worked in the 2021 seasons of “Vampirina” and “Zoey’s Extraordinary Playlist.” Graham doesn’t have any children, while Krause has a son from a previous relationship.
Kylie Minogue – 53, Singer

The Australian singer Kylie Minogue is a best-selling pop artist with many hit songs to her name. But this bonafide pop queen has never found a man worthy of being her king. At least, not until now… In 2021, some celebrity news websites reported that Minogue got secretly hitched with her boyfriend, GQ creative director Paul Solomons. The rumors, though, were quickly denied by one of Minogue’s representatives.
In 2021, a still-not-engaged Minogue was busy judging in “RuPaul’s Drag Race Down Under,” being interviewed in “The Graham Norton Show,” and releasing a Lady Gaga cover. The name of the song? “Marry The Night!”
Seth MacFarlane – 47, Actor/Writer

All inventive creators put something of themselves in their work, and the “Family Guy” actor/writer Seth MacFarlane is no exception. A perennial bachelor, he admitted that he’s a bit like his character Brian Griffin, a clever dog with some obvious commitment issues. Still, MacFarlane also said that he dates “as much as the next guy” and that he’s actively trying to meet someone special.
So far, his only high-profile relationship was cut short in 2013, after just one year. At the time, he was dating the “Game of Thrones” superstar Emilia Clarke. In 2021, MacFarlane appeared in “Jimmy Kimmel Live!” and “Comic-Con at Home 2021.”
Winona Ryder – 49, Actress

Winona Ryder once made headlines for joking that her 1992 on-screen marriage to Keanu Reeves still counted. She was referring to the time her character ‘Mina Murray’ tied the knot with Reeves’ character in “Dracula,” and we can only hope that her longtime boyfriend found the joke funny! While Ryder was never married, she’s been in a committed relationship with the designer Scott Mackinlay Hahn since 2011.
Before meeting Hahn, Ryder was mainly linked to fellow actor Johnny Depp. In the ’90s, the two made for a sensational ‘it’ couple and were said to be affianced. Ryder is one of the stars of the 2022 season of “Stranger Things.”
Sheryl Crow – 59, Singer

In 2019, the American singer Sheryl Crow told Closer Weekly that she had “a great time” not getting married despite being engaged to three high-profile celebrities. In the past, Crow dated the actor Owen Wilson, the musician Eric Clapton, and the cyclist Lance Armstrong.
The priority in Crow’s life seems to be taking care of her two sons, with whom she resides in West Nashville, Tennessee. The two boys were adopted in 2007 and 2010. Always busy, Crow performed in the Grand Finale of the 2021 season of “American Idol: The Search for a Superstar.”
Ricky Gervais – 60, Actor/Comedian

Known for being the creator of “The Office” and “After Life,” Gervais appeared in “Lorraine,” “The View,” and “Talking Sopranos” in 2021. He also made it to our list because he never got hitched, even though he’s been in a relationship with the same woman since the early ’80s. The lucky gal is the producer Jane Fallon, with whom Gervais’s been involved since his pre-fame days.
While it’s pretty clear that Gervais has found the one, it’s understandable that he never tied the knot. Gervais is highly critical of institutions such as religion and marriage in his stand-up shows, so it makes sense that he never walked down the aisle.
Diane Keaton – 75, Actress

One of the stars of the 2022 comedy “Mack & Rita,” the ever-young Diane Keaton is one of the world’s most famous ‘never been married’ celebrities. Even though she was born in 1946, she never fell for the “old maid myth” (to use her own words) that marriage is needed for one to feel happy and complete.
The mother of two adopted children, Keaton was involved with the likes of Woody Allen, Al Pacino, and Warren Beatty but chose to never walk down the aisle. While Keaton’s publically praised motherhood, calling it a “humbling experience,” she’s a confessed agnostic with little to no admiration for the institution of marriage.
Ralph Nader – 87, Political Activist

The political activist Ralph Nader is a self-described “moral empiricist” who speaks six languages, served in many official commissions, and appeared in countless TV shows. How did he find the time, you wonder? Well, it helps when you’re 100% committed to your career. According to Mother Jones, Nader never got married because he consciously decided to put his professional life first.
An occasional actor who made a hilarious cameo in 2005’s “Fun with Dick and Jane,” Nader is considered an influential opinion-maker in the United States. In 2021, he was interviewed for the documentary film “Scared to Debt: America’s Student Loan Scam.”
Tim Robbins – 62, Actor

Best known for his appearance on the beloved ’90s classic “The Shawshank Redemption,” Tim Robbins had a big surprise in store for his fans at the start of 2021. He then announced that he was divorcing his wife of four years, the marketing director Gratiela Brancusi. The only problem? Up until then, nobody even knew Robbins and Brancusi were married!
After being in a decades-long relationship with fellow actress Susan Sarandon (the mother of his two sons), Robbins secretly married Brancusi in 2017. Robbins’ case makes us wonder: are there any other celebs who got hitched without anyone noticing?
Kristin Davis – 56, Actress

In 2021, the American actress Kristin Davis reprised her role as ‘Charlotte York’ in the “SATC”-inspired mini-series “And Just Like That…” In an interview with The List, she talked about why she’s decided never to get married. Born in the South, Davis was fed up with all the talking about marriage and moved to New York City to focus on her career and avoid the pressure of starting a family.
Decades after moving to New York and becoming a successful actress, Davis is still not married, but she does have a family! She adopted a daughter in 2011 and a son in 2018, with whom she resides in Brentwood.
Dana Delany – 65, Actress

Best known for her appearances in “China Beach” and “Desperate Housewives,” the American actress Dana Delany starred in the 2021 Brazilian production “O Hóspede Americano.” Fifteen years before, when she turned 50, she said in an interview that she was ready to settle down and have children.
Delany described her ideal husband as someone who’s “smart, funny, and kind.” But so far, it seems like she hasn’t been able to find her ideal man. Still unmarried and without children, Delany gives back to the world by supporting many charitable causes, including the arts advocacy organization Creative Coalition and the nonprofit Planned Parenthood program.
Edie Falco – 58, Actress

Before portraying Hillary Clinton in the 2021 TV series “American Crime Story,” Edie Falco became famous for her rendition of ‘Carmela Soprano’ in the cult classic “The Sopranos.” While she played the housewife to perfection, Falco herself has never been one. She’s the mother of two adopted children, but she was never married.
When she was asked whether she felt sad about it, Falco answered by pointing out the positives of being a single mother. She said she was proud that her children had never been exposed to screaming and fighting and recalled the example of her parents, who ended up divorcing.
Matt Dillon – 57, Actor

One of the stars of the 2021 comedy “Land of Dreams,” the American actor Matt Dillon never got married… Yet. After all, Dillon’s been romantically involved with fellow actress Roberta Mastromichele for years, and some (unconfirmed) rumors of a possible engagement even popped up in the celebrity media at the start of 2021.
So far, though, Dillon remains an unbreakable Hollywood bachelor with a long list of high-profile exes that includes Brooke Shields and Melanie Griffith. In 2021, Dillon and Mastromichele attended the Venice Film Festival together and were praised for their flawless attire.
Benicio del Toro – 54, Actor

The Puerto Rican actor Benicio Del Toro appeared in the 2021 movies “No Sudden Move” and “The French Dispatch,” just two of the many brilliant roles he collected throughout his career. A well-established Hollywood actor, Del Toro was never married despite having a child with the American socialite Kimberly Stewart, Rod Stewart’s daughter.
Del Toro and Stewart dated for a while in 2011 but separated once their daughter was born. They have reportedly never even been in a committed relationship. A perennial Hollywood bachelor, Del Toro gives back by supporting environmental causes; in 2003, he served as the spokesman of Puerto Rico’s “Yo Limpio a Puerto Rico.”
Shakira – 44, Singer

The Colombian hip-shaking phenomenon Shakira was never married before, but it’s not like she’s afraid of commitment. She believes that happy couples don’t need papers to prove their love is real, and she’s standing by her opinion! Even though she’s been practically “married” to the soccer player Gerard Piqué since 2011, the two have never made it official in the eyes of the law.
Other than that, Shakira and Piqué are as solid of a couple as you get. They live together in Barcelona and have two children, Milan and Sasha. In the summer of 2021, Shakira dropped a new single titled “Don’t Wait Up.”
Allison Janney – 61, Actress

In 2021, the American actress Allison Janney was once again busy portraying ‘Bonnie’ in the sitcom “Mom.” And while she was perfect in that role, appearing in “Mom” is pretty much all of the motherhood Janney needs in her life… She was never married nor had any children, and she’s admitted to being “at peace with it,” adding that she has no instinct to have kids.
Janney’s case is emblematic of how different people are; not stressing over the fact that she never got to start a family, Janney lives a happy and independent life and focuses primarily on her career and gay rights/animal rights activism.
Jacqueline Bisset – 77, Actress

Not happy with being a bonafide English diva, the hardworking Jacqueline Bisset appeared in at least four movies in 2021, including the drama “Birds of Paradise.” Surrey’s ultimate beauty symbol, Bisset, was involved with many high-profile men over the years (including the Moroccan mogul Victor Drai), but she always chose her independence over marriage.
Over the years, Bisset was repeatedly asked about her decision not to get married or have children. According to the Daily Mail, Bisset said she never got hitched because she can’t cope with bad relationships. She believes that marriage can often bring out “bad habits” in people.
Billy Crudup – 53, Actor

Starring in the 2021 season of “The Morning Show,” the American actor Billy Crudup was involved with Mary-Louise Parker for years before falling in love with the American actress Claire Danes. Crudup allegedly left Parker when she was still pregnant with their son, a move that certainly didn’t help to increase his popularity.
But hey, love can be unpredictable sometimes! Even though Crudup never tied the knot with Danes, they did enjoy a lasting two-year relationship. From 2017 on, Crudup’s been in a relationship with yet another actress: the “Mulholland Drive” star Naomi Watts.
Joan Jett – 63, Singer

The romantic orientation of the punk-rock singer Joan Jett has been extensively debated for decades. She’s never assumed to be a lesbian, but many have presumed she is. And in fact, Jett is believed to have been involved with fellow musicians Lita Ford and Cherie Ann Currie in the past.
But regardless of Jett’s orientation, one thing’s for sure: she was never married before, and it doesn’t look like it’s going to happen anytime soon. Always a rebel with a habit of going against the status quo, Jett appeared in a 2021 episode of “The NFL Today.”
Drew Carey – 63, TV Host

In 2021, Drew Carey appeared in a landmark 2,200th episode of “The Price Is Right,” proving he has what it takes to make a long-lasting commitment. But contrary to his career, Carey’s love life hasn’t been particularly stable. Even though he was engaged twice, he never got a chance to walk down the aisle.
Previously affianced to Nicole Jaracz and the therapist Amie Harwick, Carey saw both marriages being called off shortly after their announcement. Carey has a son called Connor, but little to anything is known about his mother. Connor was born before Carey started his relationship with Jaracz.
Kurt Russel and Goldie Hawn – 75 and 70, Actors

We’ve promised you 50 never-married-before celebs, but why not give you a little extra? After all, the Hollywood superstars Goldie Hawn and Kurt Russell make for such an inspiring celebrity couple that it would be a crime to separate them, even if it was just for the sake of keeping our list cohesive!
What makes these two so special? Well, even though they don’t have the papers to show for it, they’ve been virtually “married” since 1983 and are without a doubt one of Hollywood’s most exemplary couples. In 2021, Hawn appeared in “Entertainment Tonight” while Russell played ‘Mr. Nobody’ in “F9.”
John Cusack – 55, Actor

The star of the 2021 action flick “Pursuit,” John Cusack, is a Hollywood veteran with over 80 films and series to his name. Surely an eligible bachelor, Cusack was never married and has a pretty short explanation for it: “society doesn’t tell me what to do.”
Not listening to The Man, Cusack decided to stay free and single for all of these years despite his enviable reputation as a Hollywood hunk. He was intensively stalked by a woman called Emily Leatherman in 2008, so we wonder if this trauma influenced his opinion on settling down and starting a family.
Oprah Winfrey – 67, TV Host

If you think TV hosts got it easy, think again! The star of the 2021 documentary series “The Me You Can’t See,” Oprah Winfrey used to work 17-hour shifts back when she presented the legendary “The Oprah Winfrey Show.” For that reason, she never found the time to get married or become a mother. But don’t worry: in 2020, Oprah told People magazine that she had no regrets.
While Oprah was never a mother, she does take care of a lovely family of dogs. In addition, she’s been practically married to the author/businessman Stedman Graham, who’s been her faithful, romantic partner since 1986!
Cote De Pablo – 41, Actress

In 2021, the”NCIS” actor Michael Weatherly posted a picture alongside Cote de Pablo and left his Twitter fans craving the duo’s comeback. De Pablo left “NCIS” in 2020 after portraying the character of ‘Ziva David’ for a landmark 194 episodes. Away from the spotlight, is de Pablo working on his goal of getting married and having children?
In 2013, de Pablo talked with Rachael Ray about her dream of starting a family, but she’s still out there looking for the right guy. Not much is known about de Pablo’s love life, except that she dated the actor Diego Serrano between 2000 and 2015.
Stacey Abrams – 47, Politician

The American politician Stacey Abrams dedicated her entire life to the public good, fighting against voter suppression and inequality. She started as a tax lawyer and ended up serving in the Georgia House of Representatives for decades. She’s also a celebrated author credited with releasing fiction and non-fiction books such as the 2021 political thriller novel “While Justice Sleeps.”
Abrams is a special lady, so why is she single? According to Medium’s journalist Vicki Larson, that’s the sort of question the press should never ask politicians! And to be fair, Abrams avoided speaking about her love life on the rare occasions she was asked about it.
Al Pacino – 81, Actor

In 2015, Al Pacino gave an interview in which he said that he was open to the possibility of marriage. But guess what? Up until now, Pacino is bound to remain one of Hollywood’s most-wanted perennial bachelors. One of the stars of Ridley Scott’s 2021 movie “House of Gucci,” Pacino remains “married” to his incredible acting career.
But while Pacino never had a wife (or ex-wife), he is the father of three children, and he was in at least two meaningful relationships. He dated the American actress Beverly D’Angelo between 1997 and 2003 and was involved with the Argentine actress Lucila Polak between 2008 and 2018.
Rose Byrne and Bobby Cannavale – 42 and 51, Actors

Couples who don’t walk down the aisle together… Stay together? For our list’s second double-entry, we’re taking a look at the actors Rose Byrne and Bobby Cannavale, who’ve decided not to get married despite being in a meaningful relationship since 2012 and even having two children together!
But if you’re a big fan of celebrity weddings, don’t get sad just yet: reportedly, Byrne and Cannavale call each other ‘husband’ and ‘wife’ and are only waiting to have a less busy schedule to tie the knot finally. In 2021, Byrne starred in the TV series “Physical,” while Cannavale appeared in “Sing 2” and “Seriously Red.”
Jack McCollough and Lazaro Hernandez – 43 and 43, Fashion Designers

The fashion designers Jack McCollough and Lazaro Hernandez have been together since their student days and managed to found a successful company from the ground up. These two are a team with capital T, and they don’t need a wedding license to prove their love is real!
Their company is called Proenza Schouler and makes for a bonafide New York City success story. Created in 2002, Proenza Schouler grew into a massive brand sold by over 350 retailers worldwide, all in less than two decades! In 2021, the “Friends” superstar Jennifer Anniston even wore some Proenza Schouler pieces at the Met Gala.
Marisa Tomei – 56, Actress

Marriage is a matter of perspective. A beautiful, successful actress, Marisa Tomei never tied the knot or had any children, but it’s not because she failed to do so. In a Manhattan Magazine interview, she admitted that she’s not a big fan of the institution of marriage and that she doesn’t feel like women need to have children “to be seen as complete human beings.”
Perhaps best known for the movie “My Cousin Vinny,” Tomei dated the likes of Robert Downey Jr. and Christian Slater in the past but never felt the need to settle down. In 2021, she was cast to play ‘May Parker’ in “Spider-Man: No Way Home.”
Sarah Silverman – 50, Comedian

The American comedian Sarah Silverman has given us decades of well-put jokes, but she never found marriage very funny. While she dated many high-profile figures in the past (including the fellow comedian Jimmy Kimmel), she always decided to focus on her career instead of being a wife and, potentially, a mother.
One of the stars of the 2021 blockbuster “Space Jam: A New Generation,” Silverman has been dating the comedian Rory Albanese since 2020. Is he going to be the lucky man who’ll get to walk her down the aisle? Everything is possible, but we probably shouldn’t get our hopes up…
Owen Wilson – 52, Actor

We’ve seen Owen Wilson fall in love on the big screen more times than we can remember, but this Hollywood hunk has never settled down in real life. That didn’t prevent him from being a father of three, though. Wilson’s children were born to different women: American sky marshall Jade Duell, trainer Caroline Lindqvist, and business development representant Varunie Vongsvirates.
So far, the only constant in Wilson’s life’s been his successful acting career. Known for his hilarious comedic roles, Wilson appeared in movies as popular as “Wedding Crashers,” “Starsky & Hutch,” and “Bottle Rocket.” In 2021, he made it to the cast of the Marvel series “Loki.”
Susan Boyle – 60, Singer

Susan Boyle is arguably the most famous “Britain’s Got Talent” contestant ever, and her rags-to-riches story still inspires many aspiring singers. But while Boyle found fame and fortune unexpectedly, she never stopped being the modest woman she was the first time she stepped onto “Britain’s Got Talent” stage.
She took care of her aging mother until she passed away, and she still lives in her family home with her cat Pebbles (according to Classic FM). Never married before, Boyle used to have a crush on the TV host Piers Morgan before revealing that she no longer “fancies” him during a 2021 public event.
Matthew Perry – 52, Actor

Unlike Chandler Bing, the American actor Matthew Perry never found a Monica Geller to share everything with. Made famous by appearing in “Friends,” Perry was engaged with the manager Molly Hurwitz for seven months, but the two called it all off in the summer of 2021.
It’s yet another upset in the life of one of Hollywood’s most controversial and unwavering bachelors, who’s not a big fan of settling down. One of the actors of the star-filled cast of the 2021 movie “Don’t Look Up,” Perry appeared in the highly anticipated TV special “Friends: The Reunion.”
Jon Hamm – 50, Actor

One of the stars of the 2021 drama “No Sudden Move,” the American actor Jon Hamm is mainly known for two things: his acclaimed role in “Mad Men” and his ability to make women sigh. Despite his natural charisma (or perhaps because of it), Hamm was never married before. But he got close to it…
When many thought that Hamm was planning on marrying his longtime girlfriend Jennifer Westfeldt, the two announced quite shockingly that they were going to separate. Since the breakup, Hamm’s been enjoying the company of his new girlfriend, actress Anna Osceola.