The Craziest Expensive Divorce Settlements in Hollywood

Over 50% of couples get divorced and obviously, celebrities are no exception. Of course, normal people are able to keep their divorces private, but when you are in the spotlight and have millions of dollars, divorces can get messy. After a rough divorce, there is nothing better than having millions of dollars (sometimes billions) to drown your sorrows in, and perhaps a house or two.

Jeff Bezos & MacKenzie Bezos, David Hasselhoff & Pamela Bach, Michael & Diandra Douglas, Demi Moore & Bruce Willis
Jeff Bezos & MacKenzie Bezos, David Hasselhoff & Pamela Bach, Michael & Diandra Douglas, Demi Moore & Bruce Willis. Photo by Katie Jones/Variety/Shutterstock, Photo by Shutterstock, Photo by Bei/Shutterstock. Source: Twitter

Unlike us regular folk, these celebrities live big and have huge paychecks to go along with it. Their divorce settlements just follow suit and some of these numbers will leave you in shock. You will definitely end up scrolling to the end here. I’ve put together a list of some of the crazier and more expensive divorce settlements together for your enjoyment. You might even come across some celebrities who you haven’t heard about in a while but happen to love.

Check out the craziest divorce settlements in Hollywood.

Steve & Elaine Wynn – $741 million

After meeting in college, Steve and Elaine Wynn married in 1963. 13 years later, the couple divorced; only to get married again five years later.

Photo by Ethan Miller/Getty Images

Steve managed to strike out twice with the same woman because they divorced for the second time in 2010. The divorce cost the billionaire $741 million in Wynn stock at the time of the settlement. Both of them continued to work at the company.

Paul McCartney & Heather Mills – $48.6 Million

After spending $3.2 million on a gorgeous wedding in Ireland, Paul McCartney never thought he would have to pay more to end their marriage. McCartney married Heather Mills in 2002 before they filed for divorce in 2006.

Photo by Camilla Morandi/Shutterstock

Mills was accused of marrying Paul McCartney for his money, but he denied these allegations. After months of court, the couple finally settled in 2008. The former Beatle had to pay Mills $48 million.

Bill and Melinda Gates: At least $60 Billion

Bill Gates is a man who needs no introduction. The creator of Microsoft and his wife Melinda are splitting up after 27 years of marriage. This made many people wonder about the fate of their massive fortune. According to Forbes calculations, their split can be the biggest divorce settlement ever recorded, surpassing the $35 billion settlement between Amazon’s Jeff Bezos and MacKenzie Scott.

Melinda Gates and Bill Gates. Photo by Getty Images

As the fourth richest man in the world, Bill Gates’ estimated worth is $124 billion. Melinda Gate’s divorce settlement hasn’t yet been confirmed, but it will reportedly leave her with at least $60 billion.

Madonna & Guy Ritchie – $92 million

Madonna was married to Guy Ritchie for only seven years. Fortunately for Guy, the couple didn’t have a prenuptial agreement which resulted in earning millions in the divorce settlement.

Photo by Dave Hogan/Getty Images

As a famous screenwriter and film director, Guy Ritchie made his money. However, he made somewhere between $76 million and $92 million after his divorce with Madonna.

Neil Diamond & Marcia Murphey – $150 million

On December 5th, 1969, Neil Diamond and Marcia Murphey got married. After having two children together in their 25-year marriage, Murphey filed for divorce.

Photo by Robin Platzer/IMAGES/Getty Images

Due to cheating allegations circling around Hollywood, the odds seemed pretty good for Maria. She was ultimately awarded $150 million as a settlement. Diamond later said that “She’s worth every penny.”

Demi Moore & Bruce Willis – $90 Million

Demi Moore and Bruce Willis got divorced after an 11-year marriage and three beautiful daughters. Bruce admits that he had failed as a father and husband.

Photo by Kypros/Getty Images

After the divorce in 2000, Demi moved in with a man 16 years younger than her, Ashton Kutcher. In addition to a new good looking man, she received a $90 million divorce settlement.

Michael & Diandra Douglas – $45 Million

In 1977, Michael and Diandra Douglas got married. The couple seemed to be happy together and had a son one year later. Nevertheless, in 1995 the pair separated before finally divorcing in 2000.

Michael Douglas and Diandra Douglas
Photo by Bei/Shutterstock

Diandra was given $45 million as her divorce settlement, which at the time was half of Michael’s Net worth. The actor now claims that looking back at his life, the only regret he has is not divorcing Diandra sooner. Ouch!

Rupert Murdoch & Anna Maria Torv – $1.2 Billion

After 32 years of marriage and three beautiful children, Rupert Murdoch and Anna Maria Torv divorced in 1999. Anna later explained how she thought she was in a happy marriage and wanted it to work.

Rupert Murdoch and Anna Maria Torv
Source: Wikimedia 

Unfortunately, Rupert Murdoch had no interest in working on the marriage. Luckily for Torv, she was able to walk away with $1.2 billion!

Jeff Bezos & MacKenzie Bezos – $38 Billion

Amazon tycoon, Jeff Bezos met his now ex-wife Mackenzie in 1992, when she was working in one of his hedge funds. They got married in 1993 and became one of the richest couples in the world. They have 4 children (three sons and an adopted daughter from China). After 25 years of marriage, the couple announced they would be divorcing in 2019.

MacKenzie Bezos and Jeff Bezos
Photo by Katie Jones/Variety/Shutterstock

Since Bezos founded the company after marrying McKenzie, she’s entitled to half of his fortune. A whopping $38 billion! Unfortunately for Jeff, he would need to sell shares, reducing his control of the company to be able to fund that kind of settlement.

Michael & Juanita Jordan – $168 Million

After working on their marriage for years, Michael and Juanita Jordan finally split in 2002. The couple mutually agreed on a divorce and stated irreconcilable differences as the reason.

Source: YouTube

In addition to their seven-acre mansion, Juanita received $168 million dollars in the settlement as well as custody of their three children Jeffrey, Marcus, and Jasmine.

Eddie Murphy & Nicole Mitchell Murphy – $15 million

In 2006, after 20 years of what seemed to be a happy marriage, Eddie Murphy and Nicole Mitchell Murphy split up. Soon after the divorce, Eddie had a baby with Mel B, a former Spice Girl.

Photo by Chris Weeks/Liaison/Getty Images

Murphy paid Nicole $15 million in divorce settlements. She later went on to date Michael Strahan. Murphy is currently dating Paige Butcher, and the two recently had a child together.

David Hasselhoff & Pamela Bach – $5 Million

This is one of the strangest settlements ever. In 1989, the Baywatch hunk, David Hasselhoff, and actress Pamela Bach got married. The two had two daughters over the span of their marriage.

Photo by Shutterstock

In 2006, David announced that he was going to file for divorce, citing “irreconcilable differences.” Hasselhoff struggled with alcoholism, so maybe that has something to do with it. Then, Pamela got $5 million from the settlement while David, the Guinness World record holder of the most-watched man on TV, got his name “The Hoff.” But that’s a win for him.

Rupert Murdoch & Wendi Deng – $1.8 Million

Not wasting any time, Rupert Murdoch married Wendi Deng just 17 days after finalizing his previous divorce. The pair were together for 14 years and had two children together, Grace and Chloe.

Photo by Mark Mainz/Getty Images

In June 2013, the 84-year-old CEO and billionaire filed for divorce. The couple settled at $1.8 million. Later rumors emerged about Weng dating Vladimir Putin, but these allegations were denied.

Heidi Klum & Seal – $70 Million

Heidi and Seal were a beloved couple and we were surprised and also sad to see them split up. The singer and model couple got married in 2005 and had even renewed their vows every year on their wedding day in front of their family and friends. So cute.

Photo by Jon Kopaloff, FilmMagic, Getty Images / Jason Merritt, Getty Images

But they were married for seven years before getting a divorce. They have three children together and Seal also adopted Heidi’s daughter from her first marriage. They announced that they were separating in 2012, and the divorce was finalized in 2014.

Bernie & Slavica Ecclestone – $1 Billion

Bernie and Slavica Ecclestone made the news when they got married. And not only was she 28 years younger, but a whole foot taller than him, too! In 2008, Slavica filed for divorce; stating that their marriage ended due to his “unreasonable behavior.”

Source: Wikimedia

After 23 years of marriage, Slavica quickly made headlines again, this time because of her 1 billion dollar divorce settlement. Slavica brushed off the criticism and turned that money into $1.6 billion in investments.

Harrison Ford & Melissa Mathison – $85 Million

Harrison Ford and Melissa Mathison got married in 1983 after meeting on the set of Apocalypse Now. Like most Hollywood couples, the marriage ended in divorce. Mathison stated that her husband was “partying with other women”.

Photo by Ron Galella, Ltd./Ron Galella Collection/Getty Images

The couple were together for 17 years and had 2 children. With no prenuptial agreement, it took three years to finalize the divorce. Ultimately Melissa walked away with $85 million in cash!

Craig McCaw & Wendy Petrak – $450 Million

Founder of McCaw Cellular, Craig McCaw was married to his wife Wendy Petrak for 21 years. Fortunately for Wendy, the couple divorced in 1995, a year after McCaw sold his company.

Craig McCaw and Wendy Petrak
Source: YouTube 

IN 1994, McCaw sold his company to AT&T for over $12 billion!! As her divorce settlement, Petrak received $450 million in cash!

Lionel Richie & Diane Richie – $20 Million

In 2004, Lionel Richie Divorced for a second time. After nine years, the singer and his second wife, Diane Richie ended their marriage. Dianne demanded $300,000 a month for clothes, manicures, and additional personal services.

Photo by Lester Cohen/Getty Images

Diana insisted on another $20,000 a year for plastic surgery. In the end, she was awarded $20 million dollars and the couple’s $5 million mansions. This really hurt the artist, and cost him a lot of his hard-earned money.

Mel Gibson & Robyn Moore – $425 Million

After 26 years and seven children, Robyn Moore made the tough decision to file for divorce from husband Mel Gibson, after his 2006 DUI arrest. It took 5 years, but the divorce was finalized in 2011.

Photo by Barry King/WireImage/Getty Images

However, in 2009, Moore stated, “Irreconcilable differences,” after Mel publicly announced his relationship with his pregnant girlfriend. Because the couple didn’t sign a prenuptial agreement, Robyn received half of Mel’s $850 million fortune.

Frank & Jamie McCourt – $130 Million

Owner of the Dodger’s stadium Frank McCourt married his wife Jamie in 1979. After a 30 year marriage, Jamie (who was the CEO of the Dodgers at the time) filed for divorce.

Frank and Jamie McCourt
Photo by Vince Bucci/Getty Images)

Frank claims his wife had an affair with her driver, Jeff Fuller, and her Dodgers bodyguard. The messy divorce was finalized in 2011. As a result of Frank’s success, the settlement cost him $130 million!

Harold Hamm & Sue Ann Arnall – $974.8 Million

Harold Hamm is one of the world’s major entrepreneurs in the gas and oil industry. In 2014, after 25 years together, Hamm decided to end his marriage to Sue Ann Arnall, resulting in a very messy divorce.

Harold Hamm and Sue Arnall
Photo by Jemal Countess/Getty Images

Hamm founded Continental before he got married, but Arnall was a lawyer working for the company as well. After an 8-week divorce trial, Sue accepted Hamm’s settlement of $974 million!

Angelina Jolie & Brad Pitt – $400 Million

Angelina Jolie and Brad Pitt were one of the highest-paid Hollywood couples for 12 years. Since 2016, the couple has been going through a very lengthy and very public divorce. The two have also been working with a private judge.

Photo by Kevin Winter/Getty Images

Jolie asked for full physical and joint legal custody of their six children and wants to finalize this nasty divorce. It’s too soon to know for sure, but reportedly the divorce will end up costing about $400 million!

Jennifer Lopez & Chris Judd – $14 Million

After being married to backup dancer Chris Judd for less than a year, Jennifer Lopez went through her second divorce in 2002. Although they settled for an undisclosed amount, multiple reports say J.Lo paid about $14 million.

Jennifer Lopez and Chris Judd
Photo by Mel/Getty Images

The couple listed irreconcilable differences as the reason for their divorce. However, $14 million is a lot of money when the marriage only lasted 9 months. I guess love does cost a thing, J.LO!

Ron Perelman & Ellen Barkin – $20 Million

In 2006, businessman Ron Perelman divorced for the fourth time. After marrying Ellen Barkin in 2000, the couple only stayed together for 6 years. As we’ve seen, short marriages still end up in expensive divorces.

Photo by Bruce Glikas/FilmMagic/Getty Images

Ellen got a settlement of about $20 million. This brings up his total amount of divorce payments to $138 million, after all four failed marriages. Luckily for Perelman, he’s now worth about $9 billion, so making the $138 million is like fishing out pocket change.

Greg Norman & Laura Andrassy – $103 Million

In 2008, golf legend Greg Norman left his wife, Laura Andrassy, after a 25-year marriage. Norman left Laura for a tennis player Chris Evert (the two married and divorced as well).

Source: Getty Images

Norman stated that he was happy to end his marriage with Andrassy. After a nasty divorce trial, he was forced to pay her $103 million! For that amount of money, you’d think he would actually try to work on his marriages. However, she ended up divorcing Evert less than two years after they got married.

Kenny & Marianne Rogers – $60 Million

Country singer Kenny Rogers has been married five times. He’s no stranger to divorce, but his most expensive split was with his fourth wife, Marianne Gordon in 1993.

Photo by Michael Ochs Archives/Getty Images

Rogers had to pay Marianne $60 million. Kenny later stated that she deserved every penny. He said that when his band broke up, not only did he owe $60,000, but he also didn’t have a dime of it. Despite all of that, Marianne stayed with him and so he’s happy to give her the money.

Johnny Carson & Joanna Holland – $20 Million

Johnny Carson has been married four times. In 1972, he announced his marriage to the former model, Joanna Holland and in 1983, the socialite filed for divorce.

Johnny Carson and Joanna Holland
Photo by Pictorial Parade/Archive Photos/Getty Images

When their marriage ended, Carson was the highest-paid TV host, earning a salary of about $15 million. Holland managed to squeeze $20 million out of him, during their long and ugly divorce.

Kelsey & Camille Grammer – $30 Million

Kelsey and Camille Grammer got married in Malibu in 1997. After having two children together, daughter Mason and son Jude, the couple ended their 14-year marriage in 2011.

Photo by SGranitz/WireImage/Getty Images

Kelsey received about $30 million of Grammer’s money in divorce settlements, before ending up on The Real Housewives of Beverly hills. She is now married to attorney David C. Mayer.

Tiger Woods & Elin Nordegren – $750 Million

Tiger Woods destroyed his reputation in 2004. It was revealed that he was cheating on his gorgeous wife with numerous random women. Needless to say, she left him, and the divorce was finalized six years later in 2010.

Tiger Woods and Elin Nordegren
Photo by Andrew Redington/Getty Images

Although it took years for his adulterous behavior to catch up to him, Tiger was forced to pay Elin $750 million. The couple agreed to share custody of their two children.

Prince Charles & Princess Diana- $23 Million

Just the names Prince Charles and Princess Diana sound like a marriage pulled right out of a fairy tale book. Unfortunately, that wasn’t the case. It has been reported that the royal marriage was also a loveless one.

Prince Charles and Princess Diana
Photo by Anwar Hussein/WireImage/Getty Images 

In 1996, the couple finally divorced due to affairs. Princess Diana no longer had her prince, but she walked away with 17.5 million pounds. Given the current exchange rate, it comes out to about $23 million.

Alec Baldwin & Kim Basinger – Approx. $3 Million

After nine years of marriage and having a beautiful daughter together, Alec Baldwin and Kim Basinger split in 2001. It wasn’t such a civil divorce with Kim blocking Baldwin’s visitation right to see their daughter.

Alec Baldwin and Kim Bassinger
 Photo by Evan Agostini/ImageDirect/Getty Images 

Eventually, the couple agreed on joint custody and the nasty divorce was officially finalized in February 2002. The two reportedly settled for about $3 million. In a recent interview, Basinger says that the two are ‘cool’ now.

Gwen Stefani & Gavin Rossdale – $2.5 Million

Gwen Stefani and Gavin Rossdale were one of Hollywood’s most famous and envied couples. The two met in 1995 and married in 2002. After having three children together, Gavin’s Betrayal led to their divorce in 2015.

Photo by Angela Weiss/Getty Images

It was estimated that their settlement cost approximately $2.5 million. Since the couple called it quits, Stefani went on to date country singer Blake Shelton and seems very happy.

Hilary Duff & Mike Comrie – $2.5 Million

We all remember Hilary Duff as America’s Disney sweetheart in the early 2000’s. Everyone was so happy for this blonde beauty when she married Mike Comrie in 2010. Sadly, the couple ended their relationship in 2014.

Photo by Bruce Glikas/FilmMagic/Getty Images

They went through a messy divorce with their son Luca in the middle of it. Duff admits she was too young to get married. The divorce was official in 2016 with a $2.5 million settlement.

Teddy Landau & Michelle Branch – Approx. $300,000

In 2004, singer Michelle Branch married her bass player Teddy Landau. The couple seemed to have a joyful marriage and a beautiful daughter. However, after 11 years together, the two decided to separate.

Photo by Michael Buckner/ACMA/Getty Images

The separation was followed by a divorce in 2015, citing irreconcilable differences. The settlement cost close to $300,000 and the exes agreed to shared custody of their daughter.

Dr. Phil McGraw & Debbie Higgins – Approx. $1 Million

Before famously being married to his wife Robin, Dr. Phil was previously married to his high school sweetheart Debbie Higgins. He was a football player, and she was a cheerleader, and it felt right, so they married young.

Dr. Phil McGraw and Debbie Higgins
Source: YouTube 

Unlike the Dr. Phil we see on T.V., Higgin’s described McGraw as having a very domineering personality that stressed her out until the marriage ended. They settled for about $1 million, which was difficult because at the time he didn’t have much.

Mick Jagger & Jerry Hall – $15 – $20 Million

In 1991, the lead singer and founding member of The Rolling Stones, Mick Jagger, and actress-model, Jerry Hall got married in Bali, Indonesia. 8 years later, their fairy tale of a marriage ended when Hall discovered that Mick was having an affair with the Brazilian model, Luciana Moran and even got her pregnant.

Photo by Richard Young/Shutterstock

It seems that one of the most influential figures in rock has one too many temptations. Jagger is the father of eight children with five different women.

Steven Spielberg & Amy Irving – $100 Million

After a short marriage of fewer than four years, Steven Spielberg and Amy Irving called it quits. Irving recalls feeling like a politician’s wife while she was married to the famous director.

Photo by Ron Galella, Ltd./Ron Galella Collection/Getty Images

Amy ended up getting $100 million dollars for the divorce. This is a lot of money for most people. However, it wasn’t much for Spielberg who is worth over $3.6 billion!

Kevin Costner & Cindy Silva – $80 Million

Kevin Costner and Cindy Silva got divorced in 1994 after a 16-year marriage. After having three children together, the couple split because of Costner’s alleged infidelity.

hoto by Ron Galella/Ron Galella Collection/Getty Images

As a result of these allegations, Costner was ordered to pay Silva $80 million in the divorce. The actor later admitted that he had another child on the side with Bridget Rooney.

James Cameron & Linda Hamilton – $50 Million

James Cameron and Linda Hamilton split in 1999 after just two years of marriage. Their relationship ended after Cameron was unfaithful on the set of the Titanic.

Photo by Bob Riha, Jr./Getty Images

The couple announced their divorce within days of Cameron winning an Oscar for the movie. Linda walked away from the marriage with $50 million in the settlement.

Phil Collins & Orianne Cevey – $47 Million

The English drummer, singer, songwriter, Phil Collins won eight Grammy Awards. He is one of two recording artists (aside from Paul McCartney) who sold more than 100 million records around the world as a solo artist and as a member of a band.

Photo by Richard Young/Shutterstock

He and Orianne Cevey have quite a marriage story. They got married in 1999 and split in 2008 only to get married again in 2016. Apparently, Orianne hasn’t returned the money she received in their divorce settlement. But it probably didn’t make a dent in Collins’ $260 million bank account.

Johnny Depp & Amber Heard – $6.8 Million

Johnny Depp and Amber Heard ended their relationship after only being married for two years. Although he has two children, Depp never had any kids with Amber, so he didn’t have to pay child support.

Johnny Depp and Amber Heard
Photo by John Phillips/Getty Images

However, Amber accused Depp of being abusive. She has video footage showing how he would lash at her verbally and physically when he lost his temper. Due to these allegations, Depp was ordered to pay her $6.8 million in the divorce.

Chris Rock & Malaak Compton-Rock – $35 Million

Comedian and former Saturday Night Live cast member, Chris Rock, and Malaak Compton were married for 18 years. Malaak founded StyleWorks, the non-profit hair salon that provides free services to women who are leaving welfare and entering the workplace.

Photo by A Wyman/BEI/Shutterstock

Chris cheated on her with three other women and has admitted that their divorce was a huge wake-up call. He confessed to dealing with porn addiction as well. The four-time Emmy Award and three-time Grammy winner has started dating actress Megalyn Echikunwoke.

Tom Cruise & Katie Holmes – $10 Million

The world went just short of crazy when Katie Holmes and Tom Cruise were dating. They got married and had a daughter named Suri. People went even crazier when their six-year marriage ended up in divorce.

Photo by Kadzen/Shutterstock

They split up in 2012 due to Cruises’ growing obsession with Scientology. Katie clearly wasn’t a fan and was worried about their daughter’s well-being. There aren’t many details about the divorce just like the Church of Scientology’s doctrine.

Tom Cruise & Nicole Kidman – $214 Million

Yes, Tom Cruise yet again. Tom Cruise married his second wife Nicole Kidman back in 1990. The two met when filming the movie, Days of Thunder. They were together for over 10 years and they adopted two children.

Photo by Kip Rano/Shutterstock

The marriage ended in good terms, surprisingly. They decided to settle the divorce privately rather than go through with it in a nasty public court battle. Kidman still mentions her love and adoration of Cruise.

Britney Spears & Kevin Federline – $1 Million

Britney Spears was always the focus of media attention since her first studio album Hit Me Baby One More Time came out in 1999. We all got excited when the singer started dating her former co-star on The Mickey Mouse Club, Justin Timberlake.

Photo by Peter Brooker/Shutterstock

Britney is also famous for having short marriages. Her public relationship with Kevin Federline was all over the tabloids. They were married for only two years. She filed for divorce and Kevin got $1 million as well as child support.

Burt Reynolds & Loni Anderson – $250K

The late Burt Reynolds was an actor, director, and producer. He got an Academy Award nomination for being the Best Supporting Character for his role in Boogie Nights. He married Loni Anderson in 1988 and the two were together until 1993. They also adopted a son together, named Quincy.

Photo by Peter Brooker/Shutterstock

They split up in what was a nasty divorce. The divorce was brought on by Reynolds falling in love with a cocktail waitress. Reynolds had actually declared bankruptcy before he paid Anderson the full divorce settlement. He was only able to pay her the remaining money in 2014.

Mariah Carey & Nick Cannon – $9 Million

Fans were obsessed with Mariah Carey’s relationship to Drumline and All That star, Nick Cannon. They got married in 2008 and have twins, but sadly they split six years later.

Photo by Paul Hawthorne/Starpix/Shutterstock

Carey got custody of the kids, but Cannon contributes every month to a trust fund for them. The children are a critical part of the settlement and it was written that the couple’s children aren’t allowed to call anyone else mom and dad besides Mariah and Nick.

Robin Wright & Sean Penn – $60 Million

Robin has been working hard filming the role of Claire Underwood in Netflix’s House of Cards. The star had an on and off relationship with Sean Penn but they had two children together. They officially divorced in 2009 and Robin received half of his net-worth.

Photo by Bei/Shutterstock

Sean Penn, the talented and famous actor and activist, still has a net worth of $150 million, so it looks like he’ll be just fine.

Jessica Simpson & Nick Lachey – $12 Million

They were America’s favorite “Newlyweds,” but they are no more. The singing duo split up in 2006 after being married for four years. Their show was super popular but unfortunately, it just wasn’t enough to make their marriage work.

Photo by Carolyn Contino/BEI/Shutterstock

They’ve moved on as Jessica is married now to former football player, Eric Johnson, and have two children together, with a third coming. Nick Lachey has been married to the beauty queen and TV host, Vanessa Minnillo since 2010 and they, too, have three children together.

Christina Milian & The-Dream – $4 Million

The R&B couple got engaged in 2009 and celebrated in Las Vegas. They eloped at the Little White Chapel in Las Vegas. In 2010, they had their first daughter together, named Violet Madison Nash. The-Dream had three children already with his ex-wife Nivea.

Photo by Larry Busacca/WireImage/Getty Images

For one reason or another, the couple broke off their marriage in 2011. They have actually stayed friends and still produce music together. That’s pretty impressive!

Kim Kardashian & Kris Humphries – $1 Million

Reality star and model, Kim Kardashian and NBA player, Kris Humphries got engaged in 2011. A short 7 months after they had started dating. They got married in Montecito, California but their marriage only lasted for a notorious 72 days.

Kim Kardashian, Kris Humphries
Photo by Nancy Rivera/Shutterstock 

And those were an expensive 2.5 months, too. Their divorce cost $1 million. Had they proved that a reality TV star and a basketball player are doomed to fail?

Janet Jackson & Rene Elizondo – $10 Million

The youngest of the Jackson family kids, Janet tried to keep her relationship to the dancer/songwriter/director Rene Elizondo out of the public for a whole 9 years. She did a good job at it until he eventually filed for divorce in 2000.

Golden Globe Awards, Los Angeles, America - 1994 Janet Jackson WITH RENE ELIZONDO
Photo by Fotos International/Shutterstock

The couple signed a prenup but it seemed not to have mattered so much. Elizondo sued Janet for spousal support, getting more than $10 million.

Christie Brinkley & Peter Cook – $2.1 Million

The model, actress, and businesswoman, Christie Brinkley, and architect, Peter Cook seemed to have a good marriage before they split up a decade later. The split came in 2006 during the time of Peter’s affair with an 18-year-old girl in the Hamptons.

LAST FLIGHT OF THE CONCORDE FROM JFK TO LONDON HEATHROW AIRPORT - 24 OCT 2003 Christie Brinkley and husband Peter Cook celebrating on the last flight of Concorde.
Photo by Shutterstock 

If Brinkley got something from the 25 years that she spent as the face of Cover Girl and the 500 covers she appeared on, it’s the fact that she knows her worth. She quickly filed for divorce.

Hulk & Linda Hogan – $10 Million

Who didn’t love watching the Hogan family on their popular reality TV show? Linda and Hulk ended up getting a divorce in 2007. But it took over four years for the settlement to be finalized.

Photo by Jason Merritt/FilmMagic/Getty Images

The two have moved on; Hulk has remarried to Jennifer McDaniel, who is 21 years his junior. And Linda was dating Charley Hill, who was only 19 at the time of their divorce (and Linda was 48).

Kris & Bruce Jenner – $2.5 Million

Here is yet another very public divorce. The famous reality TV couple broke up in 2015 after Bruce came out as transgender. But I think you all know that by now.

10th Annual Espy Awards, Los Angeles, America - 10 July 2002 Bruce Jenner and Kris Jenner
Photo by Chris Weeks/BEI/Shutterstock 

The couple managed to stay in good relations, which is essential because they have such a huge family. Their two children, Kendall and Kylie, and then Kris’s children from her previous marriage are Kim, Khloe, Kourtney, and Rob.

James Packer & Erica Baxter – $95 Million

The Australian couple broke up in 2013. James quickly moved on and just a year later started dating model, Miranda Kerr. Erica, a pop singer and model, moved to LA with her three kids. The distance is difficult, but Packer visits them often (probably in a private jet).

Photo by Shutterstock

The divorce settlement didn’t make a dent in James’ net worth, which is over $5 billion. He’s the son of media mogul, Kerry Packer and inherited the family company, Consolidated Press Holdings Limited, and investments in Crown Resorts.

Kate Winslet & Jim Threapleton – $4 Million

The beautiful Kate Winslet and film director Jim Threapleton met on the set of the film, Hideous Kinky. They then got married in 1998 in Reading, Berkshire, which is Kate’s hometown.

to by Nigel R Barklie/Shutterstock

They split up after three years of being married. They have one daughter together, named Mia. For the sake of Mia, they remain in good relations and are even spotted together quite often.

Khloe Kardashian & Lamar Odom – $7 Million

The Kardashians seem to make their way onto many lists, and another one will grace our list today. I guess with money and fame comes relationship failure. Khloe ended her marriage to Lamar after his drug battle.

19th Annual Race to Erase MS, Los Angeles, America - 18 May 2012 Khloe Kardashian and husband Lamar Odom
Photo by Picture Perfect/Shutterstock 

Despite signing an ironclad prenup and the whole drug addiction which brought on the divorce, the ex-NBA star walked away with $7 million. He had a huge net worth already of $116 million, so we can’t imagine that he’s hurting from it.

Cheryl & Ashley Cole – $7.5 Million

Girls Aloud singer, Cheryl Tweedy, and English football player, Ashley Cole, started dating in 2004 when living on the same block in London. They married two years later in 2006 in Wrotham Park, Hertfordshire.

Photo by Nils Jorgensen/Shutterstock

They separated, though, after allegations were made that he had more than one affair with other women. Cheryl previously stated that she didn’t marry him for his money. But, the irony was at its finest when left with $7.5 million dollars. And to say that she didn’t want any of it…

Alex Rodriguez & Cynthia Scurtis – $12 Million

Athletes seem to have trouble keeping their marriages together, right? Here you have it – yet another athlete’s divorce. Former baseball player Alex Rodriguez, aka A-Rod, and Cynthia Scurtis, a psychology graduate got married in 2002 and have two children together.

Alex Rodriguez & Cynthia Scurtis
Source: YouTube 

Their marriage broke and in 2008, Cynthia filed for a divorce. She cited “emotional abandonment” of her and her children as well as extramarital affairs. It was estimated that their divorce settlement cost around $12 million. He has been dating Jennifer Lopez for over a year now.

Jeff Gordon & Brooke Sealey – $15 million

The Daytona 500 winner, Jeff Gordon, got married to Brooke Sealey, the Winston Cup model in 1994. The relationship had been a secret due to an unwritten rule which forbade models from dating racers.

Jeff Gordon & Brooke Sealey
Photo by Ethan Miller/Getty Images

Their marriage lasted 8 years before they split up. Somehow Brooke walked away from the divorce with $15 million despite not having any children together. Gordon has a net worth of $200 million and makes $30 million every year from salary and endorsements. So, he’ll be fine.

Brad Pitt & Jennifer Aniston – $60 million

Brad Pitt and Jennifer Aniston were possibly the most famous couple in the early 2000s. People were obsessed. The hot couple tied the knot in 2000 in a ceremony in Malibu. Let’s just say the world was upset to find out about their divorce in 2005.

Photo by Bei/Shutterstock

We’ll spare you the details as it seems like “Team Aniston” versus “Team Jolie” is no longer relevant today. Neither of them worked out in the end. But really, which team were you cheering for?

Ted Dansen & Casey Coates – $30 Million

In 1976, Ted Dansen and Casey Coates met. Sadly, the couple filed for divorce in 1992, after a happy marriage that lasted 15 years, and having a child together.

Photo by Ron Galella/Ron Galella Collection/Getty Images

Danson was reportedly having an affair with Whoopi Goldberg. This resulted in Danson having to pay $30 million. This was one of the most expensive divorce settlements of the time.

Pauline Chai & Dr Khoo Kay Peng – $80 million

Dr. Khoo Kay Peng is a Malaysian Chinese business exec and the 44th richest person in Malaysia. He was also married to Pauline Chai in 1970 after the beauty queen was crowned Miss Malaysia.

Pauline Chai and ex-husband
Source: YouTube

Their marriage lasted for 45 years! During which they had 5 children. Since their divorce, a lot of personal information has surfaced regarding the two.

Boris Berezovsky & Galina Besharova – $160 million

If you need a refresher, Berezovsky was a Russian business oligarch, an engineer, a government official, and a mathematician. That’s one impressive resume!

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While we don’t know a lot about his ex-wife Galina Besharova, we do know that they were married from 1991 to 2010 and that Galina walked away with $160 million in the settlement!

Adnan Khashoggi & Soraya Khashoggi – $874 Million

Saudi Arabian businessman, Adnan Khashoggi was once one of the richest men in the world. Known for his extravagant lifestyle, Adnan’s net worth was estimated to peak at $4 billion in the ’80s.

Adnan Khashoggi and Soraya Khashoggi
Photo by Sean Gallup/Getty Images

In 1977, he married Soraya Khashoggi, who was just 20 years old. After about 15 years, their marriage ended with a very expensive divorce. Soraya was awarded a whopping $874 million dollars! Not bad.

Demi Moore & Ashton Kutcher

Demi Moore and Ashton Kutcher got lots of public attention when they started going out and it was because Ashton was 16 years her junior. In 2005, the couple made it official and eloped.

Ashton Kutcher and Demi Moore 25 Jun 2003
Photo by Shutterstock 

Their marriage ended up taking a turn for the worse in 2011. A year later, Kutcher filed for divorce due to “irreconcilable differences.” He definitely paid a lot in the settlement, although we aren’t sure how much. He seems to have moved on and is very happy with his former That 70’s Show co-star, Mila Kunis. They have two children together.

John & Beverly Charman -$95 Million

In 1976, back when John Charman had no money, he married his high school sweetheart Beverly. During their 29-year marriage, Charman eventually became one of the richest businessmen in London.

Source: YouTube

Beverly quit her job to raise their two kids, Nicholas and Michael. In 2003, when Charman told Beverly that their marriage was over, the court ordered him to pay her $95 million.

Arnold Schwarzenegger & Maria Shriver – $375 Million

After a happy 25-year marriage, Arnold Schwarzenegger went through a rough split with Maria Shriver. Maria immediately filed for divorce as soon as she found out her husband was having an affair with the housekeeper.

Photo by Pascal Le Segretain/Getty Images

Since the couple never signed a prenup, Schwarzenegger was forced to pay Shriver $375 million in divorce settlements. She also received custody of their children.

Reba McEntire & Narvel Blackstock – $47.5 Million

Fans were shocked when Reba McEntire and Narvel Blackstock announced their divorce in 2015. The two remain friends and are supportive of one another, despite their 26-year marriage coming to an end.

Reba McEntire and Narvel Blackstock
Photo by Larry Busacca/ACM2015/Getty Images

Since it was seemingly a peaceful split, there wasn’t any dragged out drama during the divorce. However, since there was no prenuptial agreement, it’s safe to assume the two split up their assets equally.

Garth Brooks & Sandy Mahl – $125 Million

Famous country star Garth Brooks was married to his high school sweetheart for 15 years. Ironically, their marriage fell apart when Brooks took a break from his career to focus on his family in 1999.

Garth Brooks and Sandy Mahl
Photo by Ron Galella, Ltd./Ron Galella Collection/Getty Images

In 2001 when their divorce went public, fans were shocked. The couple wasn’t doing well, and they were concerned about the impact it would have on their children. Mahl was given a $125 million in the divorce settlement.

Michael Strahan & Jean Muggli – $15 Million

Michael Strahan met Jean Muggli in 1994 and married her in 1999. The two had a wonderful marriage, and Muggli gave birth to their twin daughters in 2004. However, in March 2005, Jean called the police when her husband allegedly threatened to abuse her.

Photo by James Devaney/WireImage/Getty Images

He had physically abused her in the past. She said their marriage has no future because he refuses to sleep with her. She walked away with $15 million in the settlement, and an additional $18,000 for child support each month.

Jesse Williams & Aryn Drake-Lee – Approx. $4 Million

In 2017, Grey’s Anatomy star Jesse Williams filed for divorce from his wife Aryn Drake-Lee after a five-year marriage. Drake-Lee later came out expressing the pain divorce can cause, especially while having babies in the house.

Photo by John Shearer/Getty Images

After a very publicized and messy divorce, no settlement amount was disclosed. However, it’s estimated that it should cost around $4 million.

Robert & Sheila Johnson – $400 million

In 2002, Robert Johnson divorced his partner, Sheila Johnson, after 33 years of marriage. As co-founder of BET, Johnson sold the company just two years before the divorce.

Robert Johnson and Sheila Johnson
Source: Getty Images 

When Johnson sold BET to Viacom in 2000, he made $3 billion! Luckily for Sheila, she left the marriage with $400 million.

Mike Tyson and Robin Givens Settlement

Well, it was certainly one short but expensive marriage! Actress Robin Givens and the former professional boxer were married for a mere 10 months. Givens managed to get $10 million from the settlement. It’s rumored that she got more than that. Some believe that she only married the former boxer for his money.

Mike Tyson with Don King and Robin Givens 1988
Photo by Globe Photos/Mediapunch/Shutterstock 

The two had a tumultuous relationship, with reports of violence and spousal abuse on Tyson’s part. In an interview with both Tyson and Givens with Barbara Walters, Givens described their marriage as “torture, pure hell, worse than anything I could possibly imagine.”

John Cleese and Alyce Faye Eichelberger Settlement

Monty Python’s main star, John Cleese, and his wife Alyce Faye decided to end their marriage in 2009. Apparently, Cleese’s wife benefited a lot from the divorce settlement to the point that she became richer than him.

John Cleese and Alyce Faye Eichelberger
Photo by Tim Graham/Corbis/Getty Images

Cleese reportedly paid $19.7 million and another $13 million in assets, which included an apartment in New York, a home in London, and a beach house in Santa Barbara. Not too shabby.

Michael Polsky & Maya Polsky – $184 Million

In 2004, businessman Michael Polsky divorced his wife of 31 years, Maya. During a two month trial, Polsky claimed he was the one who built their fortune when they immigrated from Russia in the 1970s and that Maya was just a homemaker.

Source: YouTube

As the former owner of SkyGen, the millionaire didn’t get off that easy. The court argued that Maya should be considered a full partner because she has been his trusted confidant through his success. Polsky ended up paying her $184 million.

Allen And Tawanna Iverson – $32 Million

In 2001, Tawanna Turner married Allen Iverson. The couple were happy and had five children together during their marriage. However, after 24 years, Tawanna filed for divorce when her husband mounted them $150 million in debt.

Allen and Tawanna Iverson
Photo by Prince Williams/FilmMagic/Getty Images 

Iverson begged to get his wife back, and she temporarily withdrew the papers. Finally, in 2013 she re-filed for divorce. She was awarded to everything in the post-nuptial agreement and received a hefty $32 million.

Bradley Cooper and Irina Shayk

As far as Celebrities go, Bradley Cooper and Irina Shayk have been keeping a low profile. The two met in 2015 and married the following year. The couple even have a daughter together. Recently, rumors began swooning about a divorce.

Photo by Daniele Venturelli/WireImage/Getty Images

Bradley Cooper and lady gaga starred in “A Star is Born” together. It’s hard to deny the magnetic chemistry they shared in the movie, but both deny ever having a romantic relationship. Only time will tell what will happen. We’ll keep you updated as the story develops.

Michael Douglas and Diandra Luker

In March 1977, Douglas, 32 years old at the time, married 19-year-old Diandra Luker, who was the daughter of an Austrian diplomat.

Photo by Brian Ach/WireImage/Getty Images

They had one son together, Cameron, who was born in 1978. But in 1995, Diandra filed for divorce and was given $45 million as part of their divorce settlement.