The Richest Celebrities Of All Time Who Have Found Themselves To Be Unlucky In The Love Department

Rose Reilly | November 5, 2024 3:00 am

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.

Cheating Husband Of Jackie O's Granddaughter Took Her Inheritance

Europa Press/Europa Press via Getty Images
Europa Press/Europa Press via Getty Images

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.

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Billionaire Lynsi Snyder Is On Her Fourth Marriage At 36

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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.

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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.

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Nicolas Cage's Ex Is Stalking His New Flame

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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.

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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.

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Robert De Niro Is Single, Again

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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.

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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.

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How Is Jennifer Aniston Single?

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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.

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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.

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Funnyman Bill Murray Needs a Date

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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.

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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."

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Katy Perry Is Back With Orlando Bloom...For Now

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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.

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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.

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Elon Musk's Love Life Is Messy

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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.

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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?"

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Paris Hilton Has Had Three Failed Engagements

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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.

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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.

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Reba McEntire's Ex-Husband Is Dating Her Best Friend

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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.

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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.

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Ariana Grande Falls Hard (In Love)

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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.

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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.

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Larry Ellison Is 0 for 4

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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.

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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.

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Anne Wojcicki's Husband Cheated, Then She Dated A-Rod

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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.

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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.

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Maria Shriver Learned About Their Love Child

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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.

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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.

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Robert Pattinson's Ex Was Caught Cheating On Him With Her Director

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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.

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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.

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Phil Collins Has Been Married Three Times

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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.

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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.

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The Queen of Pop Is Single

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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.

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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.

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Sean Combs Is an On-Again, Off-Again Kind of Guy

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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.

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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.

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Kenny Chesney Can't Find "The One"

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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."

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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.

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Halle Berry Is Three-Times Divorced

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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.

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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.