The old saying that you can’t buy love still stands true today and no one knows it better than the celebrities on this list. Some of the wealthiest people on the planet can’t always get what they want and this is especially true when it comes to love. Falling in love and staying in love remains to be one of the most mysterious aspects of life. And although these stars have achieved an incredible amount of success, there’s still something missing: love. These are the men and women who seemingly have all the money in the world, and no one to share it with.
We still can’t figure out how Jennifer Anniston is still single.
Cheating Husband Of Jackie O’s Granddaughter Took Her Inheritance
She was once one of the richest women in the world, and was the granddaughter of Jackie O. through marriage, but things aren’t looking great for Athina Onassis. The sole heiress of Christina Onassis, Athina inherited a fortune, but let it slip through her fingers as her love life crumbled. A professional equestrian herself, Athina married Brazilian professional show jumper Alvaro de Miranda Neto in 2005.
Unfortunately for the heiress, she found out her husband was cheating on her and they separated in 2016. Although Athina hired a high-profile divorce lawyer, she watched her fortune get hacked down as the divorce proceedings played out and Miranda went after her money. The couple is now divorced and Athina’s net worth reduced from $1 billion to $50 million.
Billionaire Lynsi Snyder Is On Her Fourth Marriage At 36
Lynsi Snyder’s fortune is nothing to scoff at. The 36-year-old is one of the richest women in the world. She acquired her net worth of $3 billion when she inherited her family’s business, In-N-Out, and took over as CEO. She’s made her grandparents proud and was named one of the best CEOs in America. Her love life, on the other hand, is struggling.
Snyder has been married and divorced three times, including once to an employee of In-N-Out. Now on her fourth marriage, Snyder has four children and is hoping that the fourth time is the charm when it comes to love.
Nicolas Cage’s Ex Is Stalking His New Flame
Eccentric is a word that could be used to describe Nicolas Cage. The actor has led an interesting life and it’s all played out in the public eye. His net worth went from $150 million down to $25 million after he threw money around as if it grows on trees. He’s also been married and divorced three times, including once to Lisa Marie Presley.
People were confused when he got together with a waitress named Alice Kim. She’s 21 years younger than him, and upon their separation, allegedly started stalking Cage’s new girlfriend, Vickie Park. This led to Park filing a restraining order against Cage’s ex-wife in September 2018. We’ll see what happens, but it’s not looking good for Cage.
Robert De Niro Is Single, Again
Actor Robert De Niro may have plenty of metal on his mantel — he’s a winner of two Academy Awards, a Golden Globe, and even a Presidential Medal of Freedom — but his life may feel emptier today after splitting from his wife.
In November 2018, De Niro confirmed that he and his wife of eleven years, Grace Hightower, had split. Their relationship had been on the rocks for a while. De Niro actually filed for divorce back in 1999, but they ended up reconciling. Now to be twice-divorced with a net worth of $300 million, we have our fingers crossed De Niro finds love again at 75 years old.
How Is Jennifer Aniston Single?
Possibly the most eligible bachelorette is Jennifer Aniston. One of the highest-paid actresses of all time, Aniston’s estimated net worth is $200 million. On top of that, she’s also been named one of the most beautiful women in the world. Despite her resume, Aniston hasn’t been lucky in love.
For five years she was married to Brad Pitt, but their marriage fell apart after Angelina Jolie came into the picture. She became Pitt’s second ex-wife. Aniston moved on and married actor and producer Justin Theroux. The couple couldn’t make it work, however, each preferring to live on opposite coasts in the U.S. Still gorgeous as ever, Aniston is single.
This next funnyman says he doesn’t have a healthy enough relationship with himself to date anyone.
Funnyman Bill Murray Needs a Date
We can’t help but love comedian and actor Bill Murray. Since kicking off his career in the early ’70s, he’s never let us down for a laugh. Worth $140 million, he’s twice divorced and has been single for quite some time. He even attended George Clooney’s wedding stag.
Howard Stern interviewed Murray about his love life and asked if he’s lonely. “I don’t think I’m lonely,” Murray said, “It would be nice to go to some of these things and have a date… to have someone to bring along.” Murray also admitted that he doesn’t think he has a healthy enough relationship with himself, so “it’s better than I don’t have a different person.”
Katy Perry Is Back With Orlando Bloom…For Now
Artist Katy Perry has an incredibly high net worth of $125 million. She’s an extremely busy lady who has worked hard for her money. When it comes to love, Perry prefers to date other celebrities like herself. But that hasn’t seemed to work out too well.
Her previous relationships include Robert Pattinson, John Mayer, Robert Ackroyd, and her ex-husband, Russell Brand, who was a bit of a jerk when the two went their separate ways. It’s been reported that Perry got back together with ex-beau Orlando Bloom in March 2018. We’ll have to wait and see if the second time around works better for the couple.
Elon Musk’s Love Life Is Messy
Elon Musk is one of the richest men in the world and a bachelor, too. With an estimated net worth of $22.4 billion, he was previously married to writer Justine Wilson. The couple had twins, then triplets. All boys. He’s wished his ex the best and also expressed that he was devastated after his split from actress Amber Heard.
Musk is a man who strongly desires a companion. In late 2017, he told Rolling Stone, “If I’m not in love, if I’m not with a long-term companion, I cannot be happy. Going to sleep alone kills me. It’s not like I don’t know what that feels like: Being in a big empty house, and the footsteps echoing through the hallway, no one there – and no one on the pillow next to you. [Expletive.] How do you make yourself happy in a situation like that?”
Paris Hilton Has Had Three Failed Engagements
Heir to the Hilton hotel fortune, Paris Hilton has an estimated net worth of $300 million. Her partying ways and reality TV series gained her even more exposure. In 2001 she was named “New York’s Leading It Girl” and things only got crazier from there. Her love life became a hot topic and Hilton couldn’t hide her relationships from the public eye.
Her list of boyfriends include actor Edward Furlong, poker player Rick Salomon, singer Nick Carter, guitarist Benji Madden, Vegas nightclub owner Cy Waits, and others. Her ex-fiances include model Jason Shaw and Greek shipping heir Paris Latsis. Hilton’s most recent ex-fiance is actor Chris Zylka, who proposes to her with a $2 million ring. They called off their engagement 11 months later.
Reba McEntire’s Ex-Husband Is Dating Her Best Friend
Reba McEntire is a legend in country music, nicknamed “The Queen of Country.” However, she’s had to make sacrifices along the road to success. She divorced her first husband in 1987 to move to Nashville and fully commit to her career.
Then in 1989, she remarried, this time to her manager Narvel Blackstock. Sadly, after 26 years of marriage, the couple divorced in 2015. To make matters worse, Blackstock quickly began dating again after the split. And his new girlfriend was none other than Reba’s best friend, Laura Stroud. That has to hurt.
Our list wouldn’t be complete without the next whirlwind romance that fell flat.
Ariana Grande Falls Hard (In Love)
Even if you didn’t know the name Ariana Grande a few years ago, that’s changed. The young artist has been making headlines for many reasons, including her love life. Holding a net worth of $50 million and growing, Grande got together with rapper and record producer Mac Miller in August 2016. They had a passion-filled romance that was also entangled in Miller’s drug use, which ultimately led to an end in their relationship in May 2018.
In the same month the couple split, Grande got together with SNL comedian Pete Davidson. And just a month after that, they were engaged and the news was everywhere. They both got tattoos dedicated to each other, but by October 2018, the wedding was called off, and both were headed back to the tattoo shop to get cover-ups.
Larry Ellison Is 0 for 4
It’s not that Oracle co-founder and chairman Larry Ellison has a hard time finding gorgeous women willing to keep him company. It’s just that he seems to have a difficult time getting them to stick around. One of the richest people in the world, Ellison has an estimated net worth of $59.4 billion. He’s also been married and divorced four times.
He’s had two marriages that each lasted seven years, one marriage that lasted three, and another that lasted just one (they split when his company took off). Maybe one day Ellison will find his happily ever after and a partner to keep him company in his $110 million home, private beaches, golf course, and his yacht.
Anne Wojcicki’s Husband Cheated, Then She Dated A-Rod
When Anne Wojcicki married Sergey Brin, it was a match made in Mountain View heaven. She’s the founder of 23andMe and he’s the co-founder of Google. Together they were a tech power couple with lots of money in the bank – Wojcicki’s estimated net worth is $440 million while Brin’s is $50.4 billion.
But in 2013, the couple separated, and it was revealed that Brin had been unfaithful to his wife of eight years. He had been canoodling with a coworker at Google, where Anne’s sister Susan also works. The news was wide-spread and Anne had to stand by as her marriage was dragged through the mud in their tight-knit tech industry. However, she did get to throw some mud back, as she was next spotted dating Alex Rodriguez — before he wound up with Jennifer Lopez.
Maria Shriver Learned About Their Love Child
Who can forget what happened to Maria Shriver? Although the dust has settled on the drama that unfolded, the former First Lady of California and journalist went through a wife’s worst nightmare. Her husband, Arnold Schwarzenegger, was caught cheating with one of the staff of their home. When Shriver confronted him about it, Schwarzenegger admitted that he had been cheating on her.
But then, there was more. Soon news came to light that the staffer’s son was a spitting image of a young Arnold. To make matters worse, the child who was the result of the affair was born the very same week that Shriver gave birth to the couple’s fourth child. After 25 years of marriage, they got a divorce.
Robert Pattinson’s Ex Was Caught Cheating On Him With Her Director
British actor Robert Pattinson is the dreamiest guy in the world, according to his enormous Twilight fan base. But off-screen, Pattinson has had a hard time making love last. He and his costar Kristen Stewart were first rumored to be dating in summer 2009. Their relationship wasn’t confirmed until July 2012, when she was caught cheating on him in public with the director of the film she was working on.
Although Pattinson and Stewart got back together, they broke up for good in October 2012. Since then, Pattinson has dated FKA Twigs, but other than that it looks like there’s not much going on in the love department for the man worth $25 million.
Phil Collins Has Been Married Three Times
Music master Phil Collins has had great success in his career. His work has earned him a Hollywood Walk of Fame star, as well as an induction into the Rock and Roll Hall of Fame and the Songwriters Hall of Fame. However, his love life isn’t so bright.
The artist married a childhood friend for five years and after the divorce, she ended up filing a lawsuit for what he wrote about their relationship in his autobiography. Collins went on to get married and divorced two more times. He was brokenhearted and lonely after separating from his third wife, Orianne Cevey, which led him to binge drink. Luckily, Collins cleaned up and moved to Miami where Cevey moved with the kids. They’re currently living together again.
The Queen of Pop Is Single
Madonna is arguably one of the most famous people on the planet. She’s been topping the charts and pushing boundaries since the early ’80s and has amassed a fortune that estimated to be in the ballpark of $800 million. But even with all that money, Madonna might be lonely.
The Queen of Pop has been married twice, once to actor Sean Penn, and once to Guy Richie. It’s been two decades since Madonna has claimed someone as her partner since she broke up with Carlos Leon in 1997. Now a mother of six, it might be that she’s focusing on raising her kids, rather than finding another partner.
Sean Combs Is an On-Again, Off-Again Kind of Guy
Sean Combs, better known as P. Diddy is a successful artist, businessman, and father of six. He’s also single. Diddy’s estimated net worth is $130 million, but he doesn’t have a partner to share it with. His partner Kimberly Porter, who Diddy dated on and off from 1994 to 2007 tragically passed away in 2018 after suffering from cardiac arrest.
Diddy also dated Cassie Ventura on and off for nearly ten years. Other ladies he has been connected to include Jennifer Lopez, Karrine Steffans, and Aubrey O’Day. It appears that commitment isn’t his thing when it comes to relationships.
Kenny Chesney Can’t Find “The One”
If anyone knows a thing or two about heartbreak, it’s country music singers. Love and country music go hand-in-hand and country singer Kenny Chesney is no stranger to the pains of trying to find “the one.” His shotgun wedding to actress Renee Zellweger ended after just four months, ending in an annulment filed by Zellweger, for “fraud.”
The millionaire, with an estimated net worth of $225 million has dated a beauty queen and an ESPN broadcaster, but Chesney is still looking for the perfect woman to fit his busy lifestyle.
Halle Berry Is Three-Times Divorced
How is it that one of the most beautiful and richest celebrities in the world is single? The beautiful Halle Berry has been married three times and has also gone through three divorces. She was first married to David Justice, a baseball player, in 1993. After their divorce in 1997, she dated and married singer Eric Benet. He ended up receiving treatment for sex addiction after their divorce.
Her third marriage to French actor Olivier Martinez caused a major rift with one her exes and father of her daughter, Gabriel Aubry, when the couple decided they wanted to move to France. Restraining orders were filed after the two men got into a physical altercation. Now it seems that Berry is mostly sticking to girls’ nights out and prepping for her next role.
Now, check out some other incredibly famous and popular individuals who have had trouble finding love.
Taylor Swift Has Gone Through Quite A Few Boyfriends
Since the beginning of her career, country singer turned pop star Taylor Swift has always sung about love, heartbreak, and the woes of being in relationships. She’s also not hesitant to put any of her ex-boyfriends on blast in her music, which she has had quite a few of.
Over the years, Taylor has dated some incredibly famous men, yet it appears that none of them worked out, and it always seems to be their fault. Some of Swift’s past love affairs include Harry Style, Jake Gyllenhaal, Taylor Laughtner, Calvin Harris, and John Mayer.
Britney Spears Has Had Some Promising Relationships That Have Ended In Failure
As one of the youngest and most popular pop stars during her prime, Britney Spears was one of the most sought-after girls in the public eye. Yet, we all know about her and Justin Timberlake’s powerhouse relationship, which ended suddenly after Timberlake discovered that Spears had been unfaithful and cheated on him with one of her choreographers.
Once the storm had passed, Spears married Kevin Federline, had two children with him, then filed for divorce. Currently, she’s in a relationship with Sam Asghari, but we’ll have to wait and see how that turns out.
Niall Horan Is Heartbroken After Selena Gomez
Niall Horan came to fame as a member of the boy band One Direction alongside with Harry Styles. During his career, the group released five albums, became a worldwide phenomenon, and made more than enough money. After the band’s hiatus, he found success as a solo performer as well.
However, during that time, it was rumored that Horan was dating no other than Selena Gomez. This brought about a lot of controversy after Gomez publicly friend-zoned Horan, crushing him. Since his public humiliation, it seems that Horan has been hesitant to date other women.
Eminem Is Still A Single Father
It’s no secret that Eminem has some serious issues with his mother, as he states it openly in his music. Yet, that’s not the only woman in his life that gives him grief. He’s not on good terms with his ex-wife, and mother of his daughter, Kim Scott, either.
The two began dating in 1989, had their daughter Hailie in 1995, married in 1999, and were divorced two years later. The end of their relationship led to some serious animosity between the two. Since then, Eminem is rumored to have dated numerous women, yet it appears that none of them have stuck.
Everyone Is Praying For Sandra Bullock
Much like Jennifer Aniston, for the longest time, Sandra Bullock was one of the most desired bachelorettes in Hollywood. She’s extremely talented, attractive, and successful, so it’s been a wonder why she hasn’t found the one. Over the years, Bullock dated Ryan Gosling, Troy Aikman, Tate Donovan, and Matthew McConaughey.
She was even married to Jesse James for five years until she discovered that he had cheated on her. Today, she’s been dating Bryan Randall for two years, with all of her fans hoping that it will work out in the end.
Katie Holmes May Be In A Secret Relationship
After meeting Tom Cruise as a young actress, Katie Holmes admits that “He basically swept me off my feet. I fell madly, passionately in love. And as happens when you fall in love, my whole plan in terms of what I wanted for my life—I was like, ‘Forget it. This is it.’ I was consumed by it, willingly.”
However, after having a child, the couple divorced in 2012. Currently, there is a rumor that Holmes may be in a secret relationship with Jamie Foxx, which seems to become less of a secret everyday. According to Holmes, she “Absolutely still believes in love,” hopefully she finds it.
Naomi Campbell Has A Sweet Spot For Extremely Rich Men
Naomi Campbell has been in the spotlight since she was just 15, becoming one of the most prominent supermodels in the world. Her popularity and looks have led her into the arms of extremely rich suitors. Her dating history includes P-Diddy, Usher, Gerard Butler, Johnny Depp, Flavio Briatore, and is rumored to have dated numerous others.
Yet, none of these popular and wealthy men seemed to have stuck. Since 2017, Campbell has been dating the CEO of Ferrari, Louis C. Camilleri, who is 15 years her senior. At 48 years old, it looks like she’s still searching for the one.
Rihanna Has Been Through A Lot
Rihanna, described as “one of the sexiest women of her generation,” has had some serious issues with love over the past years. For years, she dated singer Chris Brown, until it was revealed that he had physically assaulted her in 2009.
After a fling with rapper Drake and Dodger baseball player Matt Kemp, it was confirmed that she had gotten back together with Brown. However, it wasn’t long until the two broke up once again. She went on to date Saudi Toyota heir and billionaire Hassan Jameel for few years until she broke up with him claiming “I get tired of men sometimes.”
Liam Neeson Isn’t Looking For Love Anymore
In 1993, action star Liam Neeson met Natasha Richardson while performing in the play Anna Christie on Broadway. The two sparked a relationship and went on two have two sons together and even won $85,000 in libel damages after Daily Mirror wrongly reported that their marriage was suffering.
After years of being happily married, Richardson suffered a head injury while skiing in 2009 and died as a result. Since then, Neeson hasn’t dated anyone since, and it’s a wonder if he will ever try to find someone again.
Marie Louis Parker Has Had Some Close Calls
From 1996 to November 2003, the Weeds star dated actor Billy Crudup. Parker was seven months pregnant with their son William when the two broke up, and her son was born in 2004.
Then, in 2006, Parker started dating Jeffery Dean Morgan, who she met on the set of Weeds. The two announced they were engaged in February 2008, although they broke up the following April. During that time she adopted a baby girl from Ethiopia named Caroline and has been dating Charlie Mars for some years.
Tom Cruise Is No Stranger To Failed Relationships
While we already know that Tom Cruise was married to Kate Holmes for a period of time, that wasn’t his only failed relationship. Cruise has been divorced three times and has three children. During the 1980s, Cruise was also in three separate relationships with older women only to marry Mimi Rogers in 1987. The couple was divorced by 1990.
He then met and married Nicole Kidman in 1990 and adopted two children only to be divorced once again. After his divorce with Kidman, Cruise dated Penelope Cruz and Nazanin Boniadi. It’s been a while since Cruise has been seen with another woman.
Lindsay Lohan Has Had Trouble As Well
Lindsay Lohan’s love life sure has been an interesting one throughout her career. Her love life first got messy when she was just 15 years old and dating fellow child star Aaron Carter. However, they only dated for a few months before he went back to Hillary Duff, his former girlfriend.
Lindsay continued dating over the years with some of her most notable partners being Samantha Ronson, Calum Best, and Brandon Davis among others. In 2019, on the Howard Stern Show, Lindsay admitted that she has a love of her life, but they broke up years ago for an undisclosed reason.
Michelle Williams Struggled After Heath Ledger’s Death
Michelle Williams mt Heath Ledger on the set of Brokeback Mountain and the two hit it off and had a daughter on the year of the film’s release in 2005. The two broke up in 2007 after five years of dating and just five months before Ledger’s untimely death.
However, she claims that “she didn’t give up on love.” She went back to dating to try and help her grief but realized it was too early after dating Spike Jonz. She later dated Jason Segel and Andrew Youmans, until it was revealed that she was secretly married to musician Phil Elverum. Hopefully, it all works out.
Jim Carey Love Life Has Been Tragic
Although a comic actor, Jim Carrey’s love life has been far from funny. He married his first wife, Melissa Womer in 1987 and had a daughter named Jane. The couple was divorced in 1995. One year later, he married his Dumb and Dumber co-star, Lauren Holly, although their marriage didn’t even last a year.
Then, in 2005, Carrey began dating Jenny McCartney and the two were together until 2010. By 2012, Carrey had met and began dating Cathriona White, who ended up committing suicide from a suspected drug overdose just days after the couple split up in 2015, a dark time in Jim Carrey’s life.
Jude Law Has A Messy Past
After meeting Sadie Forsty while working on the film Shopping, the two were married in the fall of 1997. The couple has three children with her, two sons and a daughter, although they were divorced in 2003. That same year, while filming Alfie,Law met Sienna Miller and the two began relationship, becoming engaged on Christmas day 2004.
However, it was discovered that Law was having an affair with the children’s nanny and the couple split in 2006. He had another child with model Samantha Burke in 2009 and appeared to get back together in with Miller in 2009 before breaking up again. He had another child with Catherine Harding in 2014, although the two are no longer together. Now, Law has a lot of children with no woman by his side.
Lea Michele Had A Devastating Relationship
In 2008, Lea Michele began working with Cory Monteith on the hit show Glee. Over time, the two developed a relationship and began dating in 2011 and in 2012 announced that they were officially a couple. They were together until Monteith suddenly and shockingly passed away from an overdose in 2013.
After a few years, Michele began dating actor Matthew Paetz, but they split up in 2016. On the brighter side of things, Michele began dating president of AYR clothing brand, Zandy Reich and became engaged to him in 2018.
Renee Zellweger Has Had Numerous Famous Boyfriends And Fiances
Renee Zellweger is another person that has gone through a series of A-list significant others over the course of her career. Initially, she was engaged to Jim Carrey from 1999 to 2000, although the couple never made it to marriage. She then had a short relationship with musician Jack White in 2003 and called off a marriage to Kenny Chesney in 2005.
In 2009, she began seeing Bradley Cooper although their relationship only lasted until 2011. Since 2012, she has been dating musician/producer Doyle Bramhall II, a relationship that appears promising.
Eva Longoria Experienced Numerous Marriages Before Hopefully Finding The One
From 2002 to 2004, Eva Longoria was married to Tyler Christopher, the star of General Hospital. However, after their divorce, she became engaged to Tony Parker, the point guard for the Spurs basketball team. While they were married in 2007, she divorced Parker in 2010 due to “irreconcilable differences.”
Supposedly, she had found messages from another woman on his phone, the wife of his former teammate Brent Barry. By 2015, she announced another engagement to Mexican businessman José Antonio “Pepe” Bastón Patiño and the couple were married in 2016. The couple had their first child in 2018.
John Mayer Is A Very Eligible Bachelor
John Mayer is considered to be one of the most eligible bachelors in the music industry if not the entire public sphere. Women swoon over both his looks and his musical talents, and it’s obvious from his dating history that some of the most popular girls around a very interested in him.
In the past, he has been involved with Jennifer Love Hewitt, Jessica Simpson, Katy Perry, Minka Kelly, and Jennifer Anniston. Unfortunately, he hasn’t found Mrs. Mayer just yet.
Joe Jonas May Have Found The One After Years Of Hardship
Much like John Mayer, for the longest time, Joe Jonas was another heartthrob in the music industry to both fans and other celebrities alike. However, he only managed to hold down some female celebrities for only a few months, although many were extremely popular. He dated Taylor Swift for three months in 2008 and Camilla Belle in between 2008 and 2009.
he was swooning for Demi Lovato for years, the two only managed to really date for a few months. Yet, luckily for him, he began dating Game of Thrones star Sophie Turner in 2016 and the pair were engaged in 2017.