Super Supporters: The Most Expensive Child Support & Alimony Settlements

The life of a celebrity includes giant mansions, elaborate vacations, expensive weddings and sometimes expensive divorces. The saying “more money, more problems” rings true, especially for these famous stars who have to fork over a ton of money once their relationship goes south. It is often the case that a loving couple will turn completely bitter once the talk turns to alimony settlements and custody payments. For those celebrities who have a brief fling resulting in a child, such as Eddie Murphy or Owen Wilson, those child support payments can really sting!

More: Top 10 Nastiest Celebrity Divorces of 2019 Exposed!

Even though there are those celebrity couples who mutually agree on no child support or alimony, such as the consciously uncoupled Gwyneth Paltrow and Chris Martin, there are far more celebrity divorces and splits that aren’t so lucky! Angeline Jolie and Brad Pitt have publicly squabbled over child support just like Britney Spears and Kevin Federline. Mel Gibson and Charlie Sheen pay several payments for their ex-relationships. You will be surprised at the serious money involved in these celebrity divorces and splits. From Tom Cruise to Donald Trump and Amazon’s Jeff Bezos, find out the jaw-dropping money involved in celebrity child support and alimony settlements.

More: The Massive Mansions Jeff Bezos Could Lose In Nasty Divorce

Ready to be shocked? Here is our countdown of the 15 Crazy Expensive Celebrity Divorces!

Child support: $1.3 million total so far for Marquise; $4,330 per month for Sire

Curtis “50 Cent” Jackson and his girlfriend Shaniqua Tompkins were together for several years in the 1990s before ending their relationship. They have one child, a son named Marquise Jackson, and according to BET in 2017 he had dropped a lot of money in child support.

In May 2017, he posted on Instagram that he would no longer have to pay child support in four months once Marquise turned 20, and he claimed he had paid $1,369,400. He went on to say that Tompkins “might want to get a job” since those payments were stopping.

She responded back on May 24, 2017 on Instagram: “Actually it is 5 months to go … you still checking for lil ole me? Calculate the hours you missed from your son!”

That’s not the only ex getting a check from him! In August 2015, it was reported Curtis also pays $4,330 to his ex-girlfriend Daphne Joy, as they have a son named Sire together.

Monthly Child Support Payment: $15,000

Madonna and director Guy Ritchie were married for eight years before the couple decided to call it quits. They have two sons together, Rocco and their adopted son, David, and they both agreed on joint custody.

Even though they are both wealthy on their own (Madonna is reportedly worth around $450 million and Ritchie worth around $45 million), the NY Daily News reported in 2008 she is allegedly required to pay Richie $15,000 per month. It is unclear how long Madonna would be required to make those child support payments.

Monthly Child Support Payment: $16,000

X-Men actress Halle Berry and her model boyfriend Gabriel Aubry were a gorgeous couple who were together for five years before their love dried up. The Catwoman star gave birth to their daughter, Nahla, in 2008. When they split, the claws came out in their nasty custody dispute.

Because Berry is the primary breadwinner, in June of 2014 she was ordered to pay Aubry $16,000 per month for child support payments. Additionally, she had to pay a back payment of $415,000 to cover the attorney costs.

Child support payment: Pitt gave her $1.3 million plus $8 million for a home; No known monthly child support payment

Angelina Jolie and Brad Pitt famously (or infamously, as he was married at the time to Jennifer Aniston) fell in love on the set of Mr. & Mrs. Smith. “Brangelina”quickly became a tabloid sensation as their family grew to six children. They were together for 12 years and married for seven years before calling it quits. They are both financially successful, but that doesn’t mean the custody battle would be any less messy.

Jolie filed a brief statement on August 7, 2018 saying that Pitt has “paid no meaningful child support” since they separated, according to US Weekly.

Pitt fired back the next day, filing a response saying that more child support was “unnecessary” as he loaned her $8 million to her to buy her current home and gave her $1.3 million for “the benefit of Jolie and the minor children.”

Her attorney released a statement on August 8, 2018 to US Weekly saying, “Typically a father of means would pay these expenses voluntarily without the need for a request or court order. We are hopeful that this can be resolved without further delay or posturing.”

Monthly Child Support: At least $20,000

Pop star Britney Spears and backup dancer/DJ Kevin Federline were married in 2004 and had two sons together, Sean and Jayden, before divorcing three years later. Spears had 50/50 custody of the boys, but in 2019 Federline received 70 percent custody and Spears 30 percent custody. Spears actually lost custody completely in 2007 when she had her very public mental breakdown.

According to Yahoo Entertainment, Spears had been required to pay Federline a child support payment of $20,000 per month since 2007, however in August 2018 Federline asked for an increase in child support. They renegotiated and he is now receiving “thousands more,” each month, however the exact amount is not known.

"It's not something that I asked for either. It's all about the kids,” Federline said in a June 2016 interview. “That's what it's for … They're supposed to be able to live a life that they're accustomed to. If the shoe was on the other foot, I'd be in those shoes. Smiling and being full-willing."

Monthly Child Support: $25,000

In December 2019 Wedding Crashers star Owen Wilson was ordered to pay $25,000 per month in addition to a one time payment of $70,000 for a daughter he has never met.

His ex-girlfriend Varunie Vongsvirates filed a paternity petition in 2018 after she gave birth to her daughter, Lyla. Wilson demanded a DNA test saying he was “not certain if he is the parent,” but the test determined that he was the father.

In fact, Wilson even reportedly changed his phone number once he found out his ex was pregnant. He did not ask for any visitation rights, so it is uncertain if he plans on meeting her in the future.

Monthly Child Support: $30,000 for Lucia; $425 million payout to first wife in 2006

Mel Gibson and his ex Oksana Grigorieva had a very nasty and public custody dispute over their daughter, Lucia. After multiple court battles with her wanting $100,000 per month, in August 2016 Gibson was ordered to pay her $30,000 per month. In addition, she had to move out of his $2.4 million California home.

Gibson had originally said he would pay Grigorieva $15 million to settle if she would have kept her recordings of him going on an angry rant secret. She didn’t, so they settled for much less.

This isn’t the first expensive divorce for Gibson. He settled with his previous ex-wife for a whopping $425 million when they divorced in 2006 after being together for 26 years of marriage.

Monthly Child Support: $33,000

Tom Cruise and Katie Holmes were married a little over five years before she filed for divorce, a move that reportedly surprised Cruise who didn’t see it coming. They have just one child together, a daughter named Suri.

They settled their divorce in just two weeks and on August 2012 Cruise was ordered to pay $400,000 (or $33,333 a month) in addition to covering Suri’s “medical, dental, insurance, unreimbursed medical and dental, college, extracurricular and camp expenses” until she turns 18. Cruise is worth around $250 million, so he shouldn’t feel much of the burn of these payments.

Suri hasn’t been photographed with her father since 2013, reportedly due to his Scientology beliefs.

Monthly Child Support: $21,782 for Justin; $20,000 for twins

Rapper Sean “Diddy” Combs has a large family with several ex-partners, which means he has doled out around a lot of money for child support!

Combs has a son named Justin with ex Misa Hylton-Brim, as well as twins D’Lilah and Jessie and a son Christian with ex Kim Porter. In 2005, he was ordered to pay $21,782 a month for Justin, and in 2001 was ordered to pay $20,000 per month for Christian until he turns 21, and an undisclosed amount for his twins.

Since Porter’s tragic and unexpected death of pneumonia in 2018, Diddy apparently now has his kids and is embracing his new role as full-time parent.

Monthly Child Support: $50,000

Former Two and a Half Men star Charlie Sheen writes a check for $50,000 each month as child support for his two ex-wives, who each receive $25,000. He has two daughters with ex-wife Denise Richards, and two sons with ex-wife Brooke Mueller.

Sheen, who has revealed he is HIV-Positive, had previously paid each ex $55,000 before asking a judge in 2016 to reduce his payments after his monthly income dropped from $600,000 to $167,000.

Monthly Child Support: $51,000

Eddie Murphy is known for making people laugh, but he probably isn’t laughing at how much child support he must pay! Murphy dated former Spice Girl Melanie Brown for about six months in 2006, which resulted in a daughter named Angel. After initially questioning the paternity, a test revealed that he was indeed the father, and in 2009 it was reported that was ordered to pay her $51,000 a month until she turns 18.

He also has 5 other children with his ex-wife Nicole Murphy (pictured above). She received a whopping $15 million settlement after their 2006 divorce.

Monthly Child Support: $54,000

Donald Trump makes the list of one of the most expensive divorce settlements following the end of his marriage to Ivana Trump in 1991. Although his children are now well over the age of 18, at the time, he was ordered to pay $54,166 per month for their three children, Donald Trump Jr., Ivanka Trump and Eric Trump.

In addition, she received $14 million in cash and another $350,000 in annual alimony. She also got their Connecticut mansion and Trump Plaza Apartment.

Divorce Settlement: $168 million

Six-time NBA champion Michael Jordan learned the hard way that divorce is expensive. Very expensive. Jordan and his wife Juanita Vanoy were married for 17 years and have three children together. After a nasty split and $2.1 million in legal fees (which he had to pay), in 2006 they settled on her receiving a $168 million settlement. Cha-ching!

This is considered to be one of the most expensive sports divorces of all time!

Divorce Settlement: $1 Billion

You know that when the settlements start changing from millions to billions, there are some high rollers in the mix. Together, Steve and Elaine Wynn launched and owned the Mirage Resorts and Wynn Resorts in Las Vegas, so there was some big money at play when they divorced in 2010. Married since 1963, the couple have two children together.

The exact terms of the divorce are not known, but according to a 2017 article in Daily Beast she received stock worth approximately $1 billion dollars in 2010. However, a shareholder agreement gave him proxy control over her portion, resulting in a legal battle that has continued for many years.

Divorce settlement: $38 Billion

CEO and founder of Amazon, Jeff Bezos, is worth around a mindblowing $118 billion, so when he and his wife Mackenzie Bezos announced they were divorcing after 25 years of marriage, everyone knew it would be a doozy.

The couple have 4 children together — three sons and an adopted daughter.

In the 2019 settlement, she received 25% of their Amazon stock which amounts to around $38 billion! They agreed on no spousal support, and details of their child support has not been made public.