Craziest Celebrity Prenups Revealed


Marrying as a celebrity can be worlds apart from marrying in the real world. With so much to lose, celebrities need to protect themselves in case of divorce. From cheating to weight gain clauses, these celebrities had some bizarre requirements written in!

Jennifer Lopez and Ben Affleck

Perhaps it’s a good thing that Jennifer Lopez and Ben Affleck never made it down the aisle as it was reported that Ben didn’t want to sign an prenup that had a $5 million fine for cheating and a $1 million fine for lying!

prenup- jlo

Katie Holmes and Tom Cruise

Katie Holmes struck an amazing deal with ex-husband Tom Cruise, ensuring her financial stability for years to come. In the papers, it was said that for every year the couple were married, Katie would receive $3 million up to five years of marriage and after 10 years they would split everything. Due to the couple having one child together, Katie was given $400,000 a year in child support, in addition to the massive $15 million divorce settlement she was reported to have received.

prenup- katie holmes

Britney Spears and Kevin Federline

When the princess of pop married her back-up dancer in a secret ceremony, many people hoped that Britney was protecting her assets in case of a split. Prior to their nuptials, Britney and Kevin signed a 60-page document which stipulated that Kevin won only a million from her $65 million fortune. Britney was also forced to pay Kevin $25,000 a month in child support for each of the couples two children. Moreover, Kevin is forbidden from writing a tell-all book on their marriage.

prenup- britney

Hugh Hefner and Crystal Hefner

After Crystal Hefner was a runaway bride just five days before their wedding, the second time around, Hugh was advised to protect his assets in case his new, young bride intended to win a portion of his fortune. In their prenup, Crystal is said to not receive a dime from the Playboy entrepreneur. This seemed like a smart move for Hefner as Crystal sold her first engagement ring for over $80,000 making every question her motives for the marriage.

prenup- hefner

Michael Douglas and Catherine Zeta Jones

Michael Douglas and Catherine Zeta Jones are a much loved couple in Hollywood and have been married for 16 years. In their prenup, Catherine was said to get a massive $2.8 million for every year she was married to Douglas and would get an extra $5 million bonus if she caught Douglas cheating. The fee is quite a large amount for the Hollywood veteran, it’s no wonder the couple have stayed together for so long!

prenup- douglas

Keith Urban and Nicole Kidman

Keith Urban and Nicole Kidman have been married for over 10 years but their prenup became void just a couple months after their marriage. Their prenup stated that Keith would receive $640,000 for each year of marriage but that clause would be invalid if he did drugs. Just four months into the marriage Keith entered rehab for drug abuse meaning that his entitlement to the money in case of divorce would be null and void. His troubles were said to have brought them closer together.

prenup- keith urban

Steven Spielberg and Amy Irving

While most prenuptial agreements are written on a piece of paper, Steven Spielberg and his ex-wife, Amy Irving, wrote out their agreement on a cocktail napkin. Needless to say, when the two decided to divorce in 1989, their napkin was not legally binding when they held it up in court! Steven was leaving his wife to start dating Kate Capshaw meaning Amy was awarded half of Steven’s huge fortune, leaving her with a cool $100 million.

prenup- spielberg

Justin Timberlake and Jessica Biel

Like many other celebrity prenups, Jessica Biel had a cheating clause written into her prenuptial agreement with Justin Timberlake, which stipulated that Justin has to give her $500,000 if he was to stray from her. It was said that while hashing out their agreement, the two were not getting along with the signing process taking its toll on their loving relationship but now the couple have been married since 2012 and welcomed their first child, an adorable son named Silas.

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Jay Z and Beyonce

Jay Z and Beyonce are both worth a fortune so signing a prenup was beneficial to both parties. In the event of a divorce, Beyonce would receive one million dollars for every year that they were married with an additional $5 million for each child she gives birth to! Although the couple have been plagued with many infidelity and split rumors, they have remained together and have twins on the way, giving Beyonce a potential extra of $10 million when they are born.

prenup- beyonce jay z

Jessica Simpson and Tony Romo

When pop-star Jessica Simpson and football player Tony Romo were dating, there was much talk of an engagement on the horizon. It was reported that when the two began discussing prenup details, Tony wanted to have a clause written in that stated if Jessica was to gain weight and reach over 135 pounds, she would have to pay her spouse $500,000. The clause seems exceptionally harsh and perhaps that was a reason why the couple never took that step together.

prenup-jessica simpson

Khloe Kardashian and Lamar Odom

Khloe Kardashian showed that she is a smart businesswoman when she brokered her prenuptial agreement with Lamar Odom. Kardashian was entitled to keep the house, cars and her $1 million engagement ring including an extra $500,000 for every year she was married to Lamar. The two were in the middle of divorce proceedings when Lamar was found unconscious in a brothel in Las Vegas, leading Khloe to halt it. Khloe remains as the beneficiary on Lamar’s $10 million life insurance policy.

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Donald Trump and Ivana Trump

In 1990, Donald and Ivana Trump signed a divorce pact after Ivana unsuccessfully challenged a prenuptial agreement, limiting any divorce settlement to $25 million. In the deal, Trump has to pay Ivana $14 million in cash, $350,000 in annual alimony and $300,000 per year to support their three children. However, in 1992, Trump sued Ivana for not honoring a gag clause in their divorce agreement, disclosing facts about Donald in a book. The two were able to work through their issues and remain friends.

prenup- donald


Kim Kardashian and Kanye West

Power couple Kim Kardashian and Kanye West are constantly plagued with split rumors but the couple seem to be more in love than ever. However, if they were to divorce, they have quite a unique prenup. Kim initially was given her engagement ring to keep but it was stolen in the infamous Paris heist, she is also allowed to keep any gifts Kanye has given her along with $1 million each year of marriage. Kanye had written in that Kris is not allowed to make business decisions for the couple.

prenup- kim kanye

Demi Moore and Ashton Kutcher

Demi Moore and Ashton Kutcher’s marriage may have lasted six years but it didn’t stop Demi from trying to get a piece of Ashton’s earnings. It was reported that Demi told her lawyers to “punish him financially” and try to get as much money out of him as possible. Despite Demi trying to get Ashton’s money, their divorce lawyers had to break the news to her that she was not entitled to his assets and had to settle for the original agreement.

prenups- ashton

Ice-T and Coco

Although Ice-T and Coco are madly in love and recently welcomed their first child, they made sure to sign a prenuptial agreement. In a bizarre move, Ice had written into their prenup that if they were to divorce, Coco must give him back the breast and buttock implants which he paid for. Although we’re not quite sure how they would go about doing this, it doesn’t sound too comfortable for Coco so let’s hope these two stay together!

prenup- ice t

Mariah Carey and James Packer

It was reported that pop star Mariah Carey’s prenup demands for her marriage to billionaire businessman James Packer were unbelievably over the top. After Mariah was insulted to receive only $1 million for every year of marriage, she was then offered $6 million and given a credit card limit along with James deciding when she and her children would be allowed to use his private planes. The pop diva was not impressed and their engagement was called off.

prenup- mariah carey

Russell Simmons and Kimora Lee Simmons

The entrepreneur and hip-hop mogul had quite a dramatic prenuptial agreement with ex-wife, model and fashion designer, Kimora. He was made to pay child support for his two daughters, $20,000 a month until the girls turn 19. Kimora also had written in that when they visit their father, they must be accompanied by a nanny and security personnel. Along with this, Simmons promised to provide his two daughters with a $60,000 car which will be replaced every three years.

prenup- kimora russell

Eddie Murphy and Tracey Edmonds

In 2008, Eddie Murphy and his then-girlfriend, headed off to a private island near Bora Bora to get married in a secret yet intimate ceremony. When the ceremony was later found to be invalid due to the couple not living near the location for at least 30 days, they intended to come back to the US and make it official. However, this was stopped when the couple couldn’t agree on the prenup as Edmonds requested half of Eddie’s fortune! The marriage was never made official.

prenup-eddie murphy

Michael Jordan and Yvette Prieto

Retired legendary basketball player Michael Jordan knew he had to protect his billion dollar assets when he got engaged to 33-year old Cuban model Yvette. Although they agreed that in case of a split, they’d leave the marriage with what they came in with, Jordan agreed to give her $1 million for every year of marriage and after ten years, she would receive a $5 million sum. Jordan clearly learned from his past mistakes, shedding out $168 million in his last divorce.


Jessica Simpson and Eric Johnson

When Jessica Simpson married Eric Johnson, she was much wealthier than him due to her billion dollar brand. It was reported that as a wedding present, she would give Eric $500,000 upfront followed by $200,000 on each anniversary and if they make it to five years, he will get a $500,000 bonus and at 10 years he will receive $1 million. In addition, Jessica gave Eric his own high-limit Visa Black Card and an American Express Platinum card.

prenup- eric jessica

Rosie O’Donnell and Michelle Rounds

Rosie O’Donnell and her partner Michelle Rounds had such tough prenuptial agreement negotiations that they were married just hours after it was finalized in 2012. It was reported that negotiations went on for roughly eight months and Rosie had a clause written in whereby if Michelle was to cheat, she would get nothing. Despite this, it was said that Rosie was actually “extremely generous.” However, in 2015, the two filed for divorce and Michelle filed legal documents to invalidate the prenup.

prenup- rosie o'donnell

Gabriella Union and Dwayne Wade

Actress Gabriella Union and pro-basketball player Dwayne Wade have been open about their prenup, explaining that when you have your own money, taking each other’s doesn’t come into question. Gabriella also said how she works her finances in a different way to Dwayne, continuing, “The reality is, I’ve never seen Dwyane balance a check book, so I got to protect my stuff.” Gabriella pushed for the prenup and wanted people to realize she was not marrying him for money.

prenup- gabriella union

Kim Kardashian and Kris Humphries

When Kim Kardashian married basketball player Kris Humphries, many people recognized that Kim had more of a fortune to protect than Kris did. The couple decided to keep their money completely separate in their prenup but had one specific clause written in which had the potential to harm Kim’s career if broken. Kris signed an agreement that stopped him from discussing Kim in the media after they were divorced. Lucky he signed this as their union lasted just 72-days!

prenup- kris humphries

Jennifer Aniston and Justin Theroux

Jennifer Aniston and Justin Theroux’s marriage was reportedly put off for a long time after their prenup negotiations were taking longer than expected. Despite rumors flying that Jen didn’t want a prenup because she was marrying for love, she eventually signed one to protect her money. After shunning a cheating clause, Jen opted to sign a prenup, keeping their money separate, so neither would gain anything if they were to go their separate ways.

prenup- justin jen

Jared Kushner and Ivanka Trump

Now the first daughter, Ivanka Trump would have taken some trusted advice from her President father, Donald, about the importance of a prenup. When Ivanka married successful businessman Jared, they both had a large fortune from having shares in their respective families’ businesses as well as their own, lucrative personal ventures. In terms of the prenup, it was relatively straight forward and the couple agreed to keep their fortunes separate in case of divorce.

prenup- jared ivanka

Cameron Diaz and Benji Madden

The actress and the musician had quite different incomes and net worths, so when it came to prenup negotiations, their engagement hit a road block. Apparently, the discussion really took its toll on the couple’s relationship with a source stating, “Benji’s pride is hurt. Haggling back and forth over money only highlights how much more successful Cam is. He’s worried that signing a prenup will shift the dynamic in their relationship.” Luckily, the couple made it down the aisle in the end!

prenup-benji cameron

Michael Strahan and Jean Strahan

When former football player and Live! host, Michael Strahan was divorcing his wife back in 2007, he was ordered by the court to stick to his prenup signed years prior and pay out a huge sum of money to his ex-wife, Jean. The prenuptial agreement stated that his ex-wife was entitled to 50 percent of their joint marital assets and 20 percent of his yearly income for each year that they were married. This totaled to $15.3 million, a huge win for his ex.

michael strahan jean prenup divorce

Katy Perry and Russell Brand

When pop star Katy Perry married British comedian and actor Russell Brand, it looked to be a match made in heaven through their quirky personalities. After a whirlwind romance, the couple got married in 2010 in an elaborate ceremony in India complete with elephants. However, Brand filed for divorce after just 14 months and it was assumed with no prenuptial agreement he was going to take her $55 million fortune but instead, he left everything alone and even signed over the couple’s $6.5 million Hollywood Hills home to Katy.

prenup-brand katy

Reese Witherspoon and Ryan Phillippe

When Reese and Ryan fell in love when they were both starting their careers, they decided to take the next step and tie the knot in 1999. Following this, Reese’s career went from strength to strength as she won an Academy Award, earning millions thereafter. Ryan’s career wasn’t as successful and allegedly this drew a line between them leading them to file for divorce in 2005. At the time, the lack of agreement in place left Ryan walking away with half of Reese’s earnings.


Kelsey and Camille Grammar[/post_page_title

During the ‘Frasier’ era, Kelsey Grammar was earning $1.6 million an episode, making him the highest paid actor on television. When Kelsey’s reality star wife, Camille, was hit with a divorce from the TV star, she went straight after his $120 million fortune, claiming that without her, Kelsey wouldn’t have made it big in his career. In the settlement, Camille received a cool $30 million from the actor but Kelsey had the last laugh and went and got remarried just two weeks after it was confirmed.

prenup- kelsey

[post_page_title]Jessica Simpson and Nick Lachey

Pop stars Jessica Simpson and Nick Lachey got married in 2002 and  appeared as the perfect young couple in their reality show, appropriately titled ‘Newlyweds’, running for three hugely successful seasons. However, their wedded bliss wasn’t to last and when they got divorced three years after saying ‘I do’, Nick went after Jessica’s estimated $36 million fortune. After Jessica kindly offered her ex $1.5 million in their settlement, Nick rejected and ended up receiving a “significantly” larger amount.


Sir Paul McCartney and Heather Mills

Music legend and prior ‘Beatles’ star, Sir Paul McCartney shunned everyone when they advised him to get a prenuptial agreement with wife Heather Mills, saying that he was marrying for love. This was unfortunately not the case and after just five years of marriage, they filed for divorce. After a bitter custody battle with Mills’ reputation being destroyed within the media, the couple ended up settling on $36 million including charging her ex-husband for their daughters nanny and $70,000 a-year education.



Charlie Sheen and Denise Richards

Denise Richards may have had an inkling from the start of her marriage that it was headed south. She had a clause written into their prenup that if Charlie was to cheat, Denise would be awarded an extra $4 million. When Charlie did cheat on her during their marriage and Denise was given the amount in full. However, other things weren’t so great for the actress as it was reported that Charlie kicked his wife and children out of the house he paid for!

prenup-charlie sheen

Ben Affleck and Jennifer Garner

Ben Affleck is no stranger to prenuptial agreements but perhaps the reason why he didn’t sign one to Jennifer Garner was his past failed experiences in the legalities of it. After almost 10 years of marriage, Ben and Jennifer filed for divorce in 2015, preparing to divide up their assets. Between the couple’s three children, their estates and their joint $150 million fortune, Jennifer is thought to be the one coming out better off with Ben being ordered to pay spousal support.


Ellen Degeneres and Portia de Rossi

Following a revelation of Ellen coming out as gay, she started dating Australian Portia de Rossi and the two were married in 2008. Ellen is said to be worth around $63 million with Portia worth a lot less. It’s lucky that the couple appear more in love than ever with no plans to separate, despite being plagued with many tabloid split rumors. The two do not have a prenuptial agreement as they believe they are “unromantic”.

prenup-ellen portia

Johnny Depp and Amber Heard

After months of a bitter divorce battle filled with allegations of abuse, domestic violence and alcohol and drug abuse, Johnny Depp and Amber Heard were finally divorced in 2017 after just two years of marriage. Without a prenuptial agreement, many thought Amber wanted Depp’s millions from his hugely successful movie career, claiming she was brutally beaten by her ex-husband. In the settlement, Depp was order to pay Heard $7 million of which she donated the entire amount to charity.


Mel and Robyn Gibson

When Mel and Robyn Gibson filed for divorce in 2011, everyone was shocked at their split after 30 years of marriage. The couple never expected to divorce and did not have a set plan in place so Mel was ordered to give Robyn a huge $435 million, half of his fortune. Further to this, Robyn also will receive half of Mel’s residual earnings for the rest of his life, making the settlement hugely successful for her and not so much for him!


Elizabeth Taylor and Larry Fortensky

Elizabeth Taylor’s seven marriages are common knowledge but her final husband, Larry Fortensky was the one who won the most money. In their prenup, it stated that if they stayed together for five years, Larry would receive $1 million and if they were still married after five years, he would still receive the lump sum. Larry and Elizabeth lasted over five years so he took the seven-figures plus an extra $800,000 which Elizabeth left to him in her will as they remained friends.


Rosanne Barr and Tom Arnold

Fellow comedians Roseanne Barr and Tom Arnold met in 1983 in Minneapolis where he opened for her in a stand-up comedian act. In 1988, Barr brought Arnold onto her sitcom and their relationship blossomed and the two were married in 1990. Prior to the marriage, Roseanne fired her attorney for suggesting a prenup but four years later, she would have regretted her decision as the two filed for divorce. Without a prenup, Arnold won $50 million from Barr along with her name tattooed across his chest!


The Dream and Christina Milian

Producer The Dream married ‘Dip It Low’ singer Christina Milian in 2009 after they announced that Christina was pregnant. The couple had a fairytale wedding complete with a star studded guest list but unfortunately, their union was not to last and they filed for divorce in 2010, just nine days before she gave birth to their baby girl. Without a prenuptial agreement, Milian received $4 million in settlement with an additional $5,000 a month in child support.

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Sandra Bullock and Jesse James

In 2005, actress Sandra Bullock married TV personality Jesse James after arranging for her godson to tour the set of ‘Monster Garage’. Just five year later, a media scandal arose when several women admitted to having relationships with James, leading Sandra to cancel her European promotional tour for her new movie due to “unforeseen personal reasons”. When Bullock filed for divorce, James said he would reject spousal support but in Texas, he wasn’t entitled to it anyway as their union lasted only five years.

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Carmelo Anthony and Lala

Pro-basketball player Carmelo Anthony and his wife of seven years, Lala Anthony, recently announced their divorce and their iron-clad prenuptial agreement looks to come into play in order to protect Cermelo’s massive fortune. However, some other factors look to be taken into consideration as they have a child together, which could give Lala up to $60,000 a month in child support. Furthermore, if the rumors are true and Carmelo was cheating, Lala could win even more money in the settlement.

prenup- carmelo

Janet Jackson and Wissam Al Mana

In 2017, Janet Jackson announced her shock split from billionaire husband of five years, Wissam. Janet is reportedly worth around $175 million in her own right but looks to win around $200 million from Wissam. The prenup is said to say that the longer they stayed together, the better the settlement for Janet. Due to the couple being together for five years and sharing one child together Janet looks to come out a much richer woman than previously.

prenup- janet

Charlie Sheen and Brooke Mueller

Charlie Sheen’s second divorce didn’t teach him much as he ended up shelling out a lot of money once again. In a yearly payment, Charlie was ordered to give Brooke Mueller $300,000 a year which was dubbed the ‘anniversary payment’ in addition to a lump sum of $500,000 to be given within 180 days of their marriage. Despite all of this, Charlie was able to keep his assets separate which he had earned in his successful television career.


Tiger Woods and Elin Woods

In Tiger and Elin’s prenup, it stated that Elin would receive $20 million for each ten year period that they were married. However, when Tiger’s multiple affairs were splashed all over the papers, Elin demanded a rewrite of the prenup. In a peace offering, Tiger reportedly offered her $200 million to stay with him, but she left and it was assumed he ended up giving her around $750 million to keep quiet about the inside details of their marriage.

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David Foster and Yolanda Hadid

Former model and Real Housewives star, Yolanda Hadid is no stranger to divorce settlements and a large payout. When her second marriage to Grammy-winning, successful music producer David Foster fell apart, she was given a massive chunk of money from the sale of their Malibu mansion together with a prior agreed payout. Although she could have won much more money without a prenuptial agreement, she stated that “I married for love, not for money.”


Mariah Carey and Nick Cannon

When Nick Cannon and Mariah Carey’s prenuptial agreement was made public, many people noticed that they were not worth as much as they had claimed. In the agreement, Nick was forced to place $5,000 a month in a trust for their twins while Mariah paid nothing. Moreover, the agreement stated that the twins were not allowed to call Mariah’s or Nick’s future parter mom or dad. Cannon did however win the rights to their 2012 Ferrari.

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Madonna and Guy Ritchie

In Madonna’s divorce to Guy Ritchie in 2008, sources confirmed that Guy did not receive a penny of Madonna’s $380 million fortune, despite being entitled to half her wealth in their seven and a half marriage. Guy was worth $38 million from his successful directing and producer career and was given the couple’s 1,200 acre estate in Wiltshire, said to be worth an estimated $15 million. Although their divorce seemed relatively tame, their battle became aggressive over their eldest child Rocco.

prenup- madonna

Chris Rock and Malaak Compton-Rock

In 2015, Chris Rock filed for divorce against his long-term partner Malaak but in an unlucky move, Chris’ prenup had just expired after 20 years. Chris had thought that he had taken every precaution in order to prepare for divorce. As expected, Compton-Rock capitalized upon this and decided to seek out a large sum of money from her ex-husband. Chris is estimated to be worth about $70 million but looks to be paying out big time for his mistake.

prenup- chris rock

Angelina Jolie and Brad Pitt

To everyone’s shock, Hollywood power couple Angelina Jolie and Brad Pitt announced their split in 2016 after just two years of marriage and over 10 years together. Their combined 12 properties and net worth of $400 million will be divided up easily but the custody of their six children has become the real issue. With Brad fighting for joint physical custody, Angelina only wanted him to have legal custody and their battle turned bitter when Pitt was hit with child abuse allegations leading them to head for a brutal divorce.

prenup- jolie

Rob Kardashian and Blac Chyna

A news outlet exclusively revealed that Rob Kardashian informed his family that he wants “nothing to do with a prenup” when it comes to marrying Blac Chyna, the mother of his baby daughter, Dream. ‘I don’t want a prenup, I just want Blac Chyna’. The family were horrified by his decision. This relationship has had it’s fair share of ups and down, and just recently things got more than heated and they are now battling over the custody of Dream. Rob’s sister, Khloe, has begged him to reconsider his decision.

rob kardashian blac chyna prenup details

Mark Zuckerberg and Priscilla Chan

The Facebook founder has assets of $62.4 billion to protect so of course a prenup was written up for his marriage to his long-term girlfriend Priscilla. Although details of their marriage prenup have been kept under wraps, it has been said that when the two were dating, Zuckerberg had Priscilla sign a ‘dating contract’ which stipulated how many hours of the week they must spend together and how neither of them can be on Facebook when they are together!

prenup- zuckerberg

George Clooney and Amal Clooney

When famous bachelor George Clooney finally decided to settle down and get married, he made sure that there was a solid prenup in place to protect his $200 million fortune. When George was set to marry lawyer Amal, their prenup stated that if they were to divorce after less than a year then she gets $1 million in payment but that figure would go up with time and children. Luckily, for Amal, the couple just welcomed twins in June 2017.

prenup- clooney