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.

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.

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.

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.

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.

Johnny Mathis | 85

The famous singer of the romance genre is a bachelor at the age of 85. Johnny stated in an interview that he never married and has no regrets about it. Besides, He comes from a large family; Johnny is the fourth of seven siblings and has loved ones around him all the time.

In 1982, he came out as gay, to which his father was very supportive of him. When he announced his sexuality, fans went a little crazy and gave him death threats. On the other hand, some fans supported him a lot. Johnny had a few relationships with men and women, although nothing came to the stage of marriage.

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.

Matthew Perry

Matthew Perry had quite an interesting romantic life, from getting engaged to several on and off relationships. Matthew came to the spotlight after his appearance as Chandler Bing on Friends, the hit TV Show. After becoming part of the Hollywood world, the first relationship he bagged was with Julia Roberts. Both separated later, and Matthew dated Yasmine Bleeth, who appeared in Baywatch. Things ended soon, and the romantic ride went on and on and halted at Molly Hurwitz in 2018.

The duo resonated quite well. Some trouble in paradise came up, but things worked out. Fortunately, both are still together, engaged, and may soon walk down the aisle.

Cote De Pablo | 41

Coming as a surprise to many, the gorgeous American-Chilean actress and singer Cote De Pablo is still single. She started her career with the Jury in 2004, playing the role of Marguerite Cisneros. And since, she has appeared in multiple blockbuster ventures such as NCIS, The Dovekeepers, and The 33.

Cote was in a long term relationship with Diego Serrano, who is also a television actor. The couple broke up in 2015, and Cote has been single ever since. According to media reports, she is not seeing anyone currently as she recently came back from an extended family vacation post-lockdown.

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.

Kristin Davis | 55

Not everyone chooses the traditional path of “first love, then marriage.” However, women like Kristin Davis like to keep it simple. After indulging in a few relationships, she realized that she didn’t desire marriage. Even if she did, her ‘perfect man’ didn’t cross paths with her. Therefore, this is the major reason why Davis has remained unmarried all her life.

Although she had decided to keep herself away from marrying, she couldn’t simmer her desire to become a mother. Davis adopted a black girl, Gemma, and made sure to learn her culture and tradition. Well, this doting mother embraces every moment of her motherhood.

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.

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.