Leonardo DiCaprio | 46

Famous as one of the finest actors of all time, Leonardo DiCaprio has had one hell of a career. Inception, Once Upon a Time in Hollywood, Wolf of Wall Street, Titanic, and Django are some of his best works to date. And in 2016, he also won the Academy Award for Best Actor for his work in The Revenant. 

Other than his professional life, DiCaprio has gained plenty of spotlight for his love affairs. But despite his long list of girlfriends, Leo never got married. According to him, he is enjoying his single life and will only get married when the time is right.

Jon Hamm | 49

The Mad Men and The Baby Driver star Jon Hamm is undeniably one of the most eligible bachelors in the industry. But the actor feels that he doesn’t have the marriage chip inside him. Jon, who is edging closer to the 50-year mark, has worked on multiple successful movies and television series in his career. These include Million Dollar Arm and What About Brian.

Jon is currently dating Anna Osceola, who happens to be her co-star in Mad Men. Both of them are often seen strolling around the city and shopping together. However, there has not been any confirmation about the two of them getting married any time soon.

Kourtney Kardashian | 41

Kourtney Kardashian had a quite topsy-turvy life with her partner Scott Disick. The couple began dating in 2006 and has three kids from their relationship. However, the couple had an on and off relationship, which finally ended in 2015. In an interview with Jimmy Kimmel in 2012, Kourtney stated that she never married Scott because of the differences they’ve had. However, she also said despite the uneven nature of their relationship, she loves Scott.

Both Kourtney and Scott have seen a rough patch and even had a spat back in July 2019. But, they have kept their differences aside for the sake of their children.

Owen Wilson | 52

Nicknamed “Butterscotch Stallion,” Owen Wilson is one of the finest actors of his generation. He starred in some of the significant blockbusters like Wedding Crashers, Zoolander, and Midnight in Paris. Owen’s girlfriend, Jade Duell, gave birth to their son, Ford Linton, in 2011. The couple separated the same year.

In 2014, Owen dated Caroline Lindqvist for over five years. And during this period, the pair welcomed a baby boy. Despite being in a string of relationships for so long, Owen never got hitched. And to a surprise, the Wonder actor is also not planning to get into a committed relationship anytime soon.

Susan Boyle | 59

The Scottish singer rose to fame after she appeared in the third season of Britain’s Got Talent. Susan’s cover of I dreamed a dream from Les Miserables remains one of the best in the franchise. She also featured in America’s Got Talent: Champions and The Christmas Candle in 2013.

Despite turning 59, Susan didn’t marry or date anyone ever since she came into the limelight. Susan stated that she has been single for “too long” for it to happen. Well, we can only hope our best for the fantastic Susan Boyle and pray that she finds a suitable partner when the time comes.

Oprah Winfrey | 66

Despite being in a happy relationship with Stedman Graham, the media mogul Oprah Winfrey never got married. According to her, the institution of marriage is too contemporary and traditional. In an interview with Vogue in 2017, Oprah stated that the interpretation of being a husband, according to her partner, Stedman is pretty simple.

That’s why after thirty long years of association, the duo of Oprah and Stedman never officialized their relationship. As per reports, Oprah Winfrey has a net worth of over $3.5 billion as of 2020, which makes her the wealthiest female anchor in the world for the seventh straight year.

Lucy Liu | 52

Charlie’s Angels fame, Lucy Liu is one of the most beautiful and powerful women in Hollywood. Like her professional life, her personal life has been thrilling as she has dated several handsome hunks. However, none of them could change her mind to walk down the aisle.

In fact, Lucy once got engaged in 2004 to Zach Helm, an American writer, and director but separated shortly. The reason why the former couple called off their relationship is still unknown. Also, her relationship with Noam Gottesman caught a lot of attention even though she tried to keep it private. Further, Lucy’s desire to become a mother was fulfilled after welcoming her baby through surrogacy in 2015.

Marisa Tomei | 56

Winner of the Best Supporting Actress Award of the year 1992, and an Oscar nominee, Marisa Tomei says she is not a big fan of marriage. Since the day she stepped into Hollywood, work has been her only force. Although she has been linked to several high profile actors like Robert Downey, Jr. and Josh Radnor, marriage was never in her mind.

Lately, Marisa has been spotted with the playwright Marco Calvani in and about New York attending events together. The 55-year-old actress keeps herself very busy as she is trying her hand on the production side. Well, who knows what the future is holding for her!

Bill Maher | 64

Bill Maher, the famous American Comedian and television host, is one of those celebrities who never gave marriage a try. However, he has dated many women in his career of almost four decades. He has been in a relationship with the porn star Heather Hunter before committing to the Playboy Cyber Girl, Coco Johnsen.

But their romantic involvement ended soon after she accused him of having promised to marry but refusing later. Since Bill has maintained his bachelor’s image all this time, the allegations were withdrawn. Besides, he is also a critic of religion and supports the legalization of Marijuana and gay marriage.

Mary-Louise Parker | 56

Mary-Louise Parker, one of the most successful American actresses and writers, has been in a relationship with actor Billy Crudup from 1996 to 2003. However, the cause for their separation is still a mystery. At the time of the breakup, Mary was seven months pregnant with their son, William Atticus Parker, who took birth in 2004.

Following that, Mary went on to dating another Jeffrey Dean Morgan, whom she met on the sets of Weeds. But Mary’s love life has not been in her favor, and they too parted ways just months after announcing their engagement. Later in 2007, Parker adopted a girl whom she named Caroline Aberash Parker.

Lauren Graham | 53

Known for the famous television series Gilmore Girls, Lauren Graham has been in a relationship with actor Peter Krause since 2010. Although the two first met on the sets of the sitcom Caroline in the City, in 1995, they started dating only after they appeared together on Parenthood. The couple lives together in Graham’s apartment in Los Angeles but has not been married yet.

Before getting committed to Peter, Lauren had also dated Mathew Perry in 2003, the Friends actor. Apparently, things didn’t work out, and they announced their separation in 2005. Besides, she is a firm believer in her Catholic faith and attends Mass occasionally.

Kylie Minogue | 52

Kylie Minogue has spent almost a decade in the industry now. She is the highest-selling female Australian artist who has sold more than 70 million records all around the world. Not only has she made a name in the music industry, but she has also reinvented her fashion sense.

Coming back to Minogue’s relationship status, she is dating Paul Solomons. She credits her current boyfriend for bringing her back to life when she was facing a downfall. Besides, Kylie admits that Solomons is her happiest place in the world. While Minogue is truly lucky in love, she doesn’t believe in the institution of marriage.

Seth MacFarlane | 47

Seth MacFarlane is one such Hollywood handsome who has always focused more on his work rather than his relationships. Well, this is quite the reason why he has not been married even once. But to our surprise, MacFarlane has been linked romantically with several high-profile personalities in the industry, including Emilia Clarke. Seth and Emilia began dating in 2013.

However, they upset their fans by splitting up a year later. It was even revealed that he didn’t date anyone after her. Currently, Seth’s views on marriage are not positive but might change once he finds someone worth who is worth taking a chance.

Winona Ryder | 49

Winona Ryder did not think of giving marriage a chance after breaking her engagement with Johnny Depp. Ryder and Depp met each other at the Great Balls of Fire! premiere in 1989. The duo was constantly under the radar of paparazzi, who tracked their every single move. Depp even got Winona’s name tattooed on his biceps. However, they never revealed the cause of their breakup.

Winona has maintained a low profile relationship with her current boyfriend, Scott Mackinlay Hahn. Although they have been dating since 2011, the two do not plan to take vows as husband and wife anytime soon. Ryder was last seen on Stranger Things 3 on Netflix.

Sheryl Crow | 58

Sheryl Crow is a musician, singer, songwriter, and actress. She has released around ten studio albums, two live albums, and four compilations. This nine-time Grammy winner once said in an interview that she is ‘having a great time not getting married.’ Crow has been engaged three times but couldn’t proceed towards marriage. However, she now admits to having made mistakes in her relationships and announces that she is open to marriage with someone who is on the same page as her.

Sheryl has adopted two sons and currently lives in LA with them. She is a doting mom who loves to drop and pick her kids up from school.

David Muir | 47

David Muir is the personable anchor of ABC’s World News tonight and co-anchor of ABC News Magazine. His television and big-screen career have spanned over two decades with a ton of anchoring experience under his belt. David also featured in Peoples’ List of Most Attractive Men Alive in the year 2014.

However, despite being highly eligible, Muir has kept his love life under wraps for a long time. In one of his interviews, he proudly mentioned that he would marry when he finds the “perfect partner.” He turned 47 this year, and the Scottish anchor is in no hurry to get married anytime soon.

Ricky Gervais | 59

Ricky Gervais is a renowned English comedian and actor who recently made it to the list of Time 100 most influential people in the world. He is in a long-term relationship with producer-author Jane Fallon since 1982. The two met each other during their graduation days at University College London.

Although the couple has been inseparable even after almost 38 years of togetherness, they do not intend to get married. Ricky claims to be an atheist and therefore believes that there is no point in taking their vows in front of God when there isn’t one. Besides, he is a pet lover and an activist for animal rights.

Diane Keaton | 74

This legendary actress has spent almost half a century in the entertainment industry and has given it some of the greatest blockbusters. The 72-year-old Diane Keaton has starred in movies like The Godfather and two Father of the Bride movies. Talking about his personal life, Keaton has been romantically linked to Hollywood’s biggest stars, like Woody Allen and Al Pacino.

Apparently, none of her relationships accelerated towards marriage. Diane also said in a recent interview that she hasn’t been on a date in 35 years. Besides, she has also maintained a friendly relationship with all her exes. Keaton has adopted two children and is enjoying the joy of motherhood.

Ralph Nader | 86

Ralph Nader is an American political activist. He is a pure legend and is noted for his involvement in several government reforms and a modest lifestyle. In addition to that, he doesn’t own a television and relies primarily on public transportation.

Nader also decided never to marry. In fact, when writer Karen Croft asked him about his views on marriage, he responded with a proud smile and said that he has made up his mind to devote himself only to his career and not a family. Ralph even made a cameo appearance in the film Fun with Dick and Jane.

Condoleezza Rice | 66

The American diplomat and an honored professor at Stanford University, Condoleezza Rice, has always avoided being snared in a marital trap. And when asked why she says that she hasn’t found “the one” yet. Well, indeed, she is in love, but her definition is quite different than ours. Rice has found her love for being a professor who is surrounded by brilliant students.

Currently, Rice admitted that unless she finds someone who is really worth it, she will keep her life the same way. In addition to that, she also admitted that she was dating an NFL player in the 1970s. However, things didn’t seem to work out for them.

Tim Robbins | 62

Tim Robbins rose to fame after his superhit movie The Shawshank Redemption was released. He started dating actress Susan Sarandon, whom he first met on the set of Bull Durham in 1986. The couple was in a relationship for 23 years but never got married. Both of them thought that they would stop admiring each other once they got married. In more than two decades of their romantic union, the couple set many relationship goals and even defied the age difference between them.

With the passage of time, things took a different road with Robbins and Sarandon and eventually led to their break up in 2009.

Edie Falco | 57

The 56-year-old American actress is a proud mother to her two adopted children. Edie has been rumored to be gay, but she has never spoken about it openly. She has never married and calls her life an unconventional one.

In fact, she admitted that she chose to remain single all her life because of her parent’s failed marriage. Their divorce had an adverse effect on her, which led her to become so pessimistic. Therefore, she wants her kids to grow in a compassionate environment because that is something she could never get. Apart from that, Falco is a vegan and has worked on several projects by PETA.

Matt Dillon | 56

Do you know who the famous actor-director Matt Dillon is dating? If not, let us spill some tea.

Dillon has been in a relationship with Roberta Mastromichele for years now. The couple started dating in 2014, and even though they attend events and award shows together, there are no signs that they will take their affair to the next level.

Besides Mastromichele, Matt has dated several high profile actresses, including Cameron Diaz. This Hollywood heartthrob has starred in many hit films ever since he stepped into the industry and was also nominated for an Oscar for his work in Crash.

Benicio del Toro | 53

Recognized for movies like James Bond and Star Wars, Benicio Toro, 53, has also directed and produced several films. Even though he is quite popular in the industry, he likes to keep his private life hidden from his fans and the media. Surprisingly, Benecio has a daughter with Kimberley Stewart, named Delilah, and there is no record of them dating.

It is believed that the two weren’t even dating when they conceived Delilah. After this incident, there has been no news of Benicio being romantically involved with anyone. Well, he has been wise enough to maintain his single status to date.

Shakira | 43

Shakira, a Colombian singer-songwriter, dancer, and actress, is known for her versatility in music. She began dating the Spanish footballer Gerard Piqué in 2011. This doting couple first met in the spring of 2010 when he appeared in her music video for “Waka Waka.” However, before meeting Gerard, the Latina pop singer was in a long term relationship with Antonio de la Rúa for ten years.

Even though Piqué is ten years her junior, the couple seems to be doing just fine! Shakira gave birth to Milan, their first son, in 2013. She gave birth to the couple’s second son Sasha in 2015.

Allison Janney | 61

The 61-year-old actress, Allison Janney, broke many hearts when she decided that she doesn’t want to get married. In addition to that, she also admitted that she doesn’t have any motherly instincts.

While the actress has been romantically linked to a few men in the past, they could not get her to change her mind about marriage. Her last relationship was with Philip Joncas, who was 20 years her junior. The duo dated for five years but ended their union in 2017. Apart from that, Janney has often been labeled as a lesbian. However, she has always denied these rumors.

Jacqueline Bisset | 76

The 76-year-old Jacqueline Bisset is truly an ageless beauty. She landed in the industry in 1965 but rose to prominence a few years later. Her roles in movies like The Detective, The Sweet Ride, and Bullitt helped her make a prominent place in Hollywood. Talking about her personal life, Bisset has been involved with several high-profile names like Michael Sarrazin, Victor Drai, and Alexander Godunov. However, much to our surprise, her unusual fears didn’t let her walk down the aisle even once.

She even admitted that she doesn’t want to compromise on her independence; therefore, marriage isn’t on the cards anytime soon.

Billy Crudup | 52

Recognized for his movies Almost Famous and Stage Beauty, Billy Crudup has been in many romantic affairs. However, he has never exchanged vows with any of the women he has dated. Crudup was in a relationship with Marrie Parker. The couple split when Parker was seven-months pregnant with their boy, Willian.

Post that, Billy got into a relationship with Claire Danes and shared various PDA moments. However, after two years of dating, the couple tried hard to keep their romance alive, but nothing seemed to help, and they decided to separate. At present, Billy is involved with actress Naomi Watts.

Joan Jett | 62

The frontwoman best known for her work in the band Joan Jett & Blackhearts, Joan Jett has given us various super hit tracks. She is currently reported to be single and has not been married even once. After the word of her dating Carmen Electra spread like wildfire in the industry, she was assumed to be gay. However, she is yet to confirm this rumor. Well, a strong and successful lady like her hardly cares to respond to such comments!

Keeping that aside, Joan has dated several men from the industry like Chuck Zito and John Lydon. At present, Jett lives in Long Beach, New York.

Dana Delany | 64

Dana Delany, the actress in the comic series Desperate Housewives, has been passionate about acting ever since she was a young girl. She is a recipient of several awards, including Primetime Emmy and Golden Globe. In addition to that, Dana also topped the list of the highest-paid actresses in 2017.

Dana has been in the news due to her relationship with Treat Williams, Don Henley, and John Sacret Young. However, none of these gentlemen could pursue Dana to walk down the aisle. It is majorly because she didn’t believe in the institution of marriage earlier. However, she recently revealed that she is ready to give it a try.

Al Pacino | 80

Al Pacino has been a vital asset to the entertainment industry since 1968, especially because of his performances in The Godfather Trilogy. Pacino has been linked with various names like Lyndall Hobbs, Veruschka von Lehndorff, Tuesday Weld, and more. However, the legendary actor never planned to marry anyone. In fact, most of his relationships ended only because he never committed to getting married!

Keeping that aside, Al Pacino is a father to three children, one of which he shares with his acting coach, Jan Tarrant. The other two children are twins from his relationship with Beverly D’Angelo. In addition, he has also been nominated nine times for the Oscars.

Drew Carey | 62

Drew Carey is not just an American actor and comedian but also a veteran U.S. Marine Cop. In October 2017, he proposed to his girlfriend, Nicole Jaracz, who had a son from her previous marriage. However, the couple separated soon after their engagement.

Later in 2018, Carey announced his engagement with Dr. Amie Harwick. The couple regularly displayed their love through social media. However, they separated after a couple of months. In February 2020, Amie was found dead at her home, and the incident was suspected to be a murder. It has been a tragic situation for Drew as he was still friends with Harwick.

Kurt Russel and Goldie Hawn

A golden couple of Hollywood, Kurt Russel and Goldie Hawn has been in a relationship for the last thirty-seven years! The duo first worked together in the live-action musical film The One and Only, Genuine, Original Family Band in 1968. They later appeared in several other projects.

Kurt proposed to Goldie on the eve of Valentine in 1983, and since then, they have been enjoying each other’s companionship. Despite all this, Kurt and Goldie never felt the need to get married. They believe that they do not really need to label their relationship just for the sake of it. Well, we couldn’t agree more!

John Cusack | 54

John Cusack, who played the most memorable and lovable character of Lloyd in the drama series Say Anything, has been in many relationships. Despite his high-profile relationships with some greatest Hollywood actresses, it is impossible to imagine that he has never been married. Even if asked why he didn’t tie a knot, he answers, “society doesn’t tell me what to do.”

John’s last girlfriend was Brooke Burns, an American fashion model, but the couple parted ways in 2011. Ever since then, he has managed to keep his personal life away from the limelight. However, some reports say that he is currently single. Additionally, John doesn’t have any kids either.