The 20 Most Outrageously Extravagant Celebrity Prenups Of All Time

Considering how fickle the world of celebrity can be, it perhaps makes sense for A-list couples to plan for a potential break-up. However, some celebs take the concept of the prenup to extremes. So, here’s a look at 20 star-studded marriages that came with a list of costly clauses.

20. Katie Holmes and Tom Cruise

Despite all his embarrassing sofa-jumping antics, Tom Cruise still wasn’t averse to striking a business-like deal with Katie Holmes. In 2006 the Scientologist agreed to give the actress $3m for every year of their marriage. Following the pair’s divorce in 2012, Cruise also gave Holmes child support payments of $400,000 per annum.

19. Britney Spears and Kevin Federline

Well, it turns out that Britney Spears may be more clued-up than she’s given credit for. Indeed, before marrying dancer Kevin Federline, the couple agreed to sign a lengthy document that stipulated he’d only receive $1m should they divorce. Moreover, K-Fed was also barred from cashing in with any kiss-and-tells when they split two years later.

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18. Michael Douglas and Catherine Zeta Jones

Michael Douglas and Catherine Zeta Jones are one of Hollywood’s most enduring couples, having married back in 2000. What’s more, the actress’s bank balance has certainly benefited. Jones is said to receive $2.8m for each year she remains wed to Douglas. In addition, she’ll also receive $5m should the Hollywood legend ever be caught cheating.

17. Keith Urban and Nicole Kidman

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Keith Urban is still married to Nicole Kidman, but he’s already blown his chances of a bumper payout should they ever divorce. The singer would have been paid $640,000 for every year they’d been married, but only if he remained clean. However, just months after saying “I do,” Urban entered rehab for substance abuse.

16. Steven Spielberg and Amy Irving

Steven Spielberg learned the hard way that some contracts aren’t worth the paper they’re written on. The director may have thought that signing a prenup with actress Amy Irving would leave his vast wealth intact. However, the fact that he wrote it on a napkin rendered it null and void, and Irving subsequently walked away with $100m.

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15. Justin Timberlake and Jessica Biel

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Bringing “sexyback” outside of marriage would prove to be costly for Justin Timberlake. Indeed, the singer agreed to a prenup that stated he’d have to dish out $500,000 if he ever cheated on actress wife Jessica Biel. Although there have been various tabloid rumors about him straying, Timberlake’s fortune currently appears to be intact.

14. Jay Z and Beyonce

The recent arrival of twins Sir and Rumi may end up netting Beyonce $10m. Indeed, the superstar signed a prenup with Jay Z that stipulated she’d receive $5m for each child she gave birth to if the couple ever divorced. She’ll also pick up $1m for each year of marriage to the rapper.

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13. Khloe Kardashian and Lamar Odom

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As you’d expect, Khloe Kardashian was no fool when it came to her prenup. The socialite recently finalized her divorce from Lamar Odom and is considerably richer for it. In fact, not only did she get to keep the cars, house and expensive engagement ring, she also picked up a cool $3.5m, too.

12. Kim Kardashian and Kanye West

Khloe’s sister also has a similar figure per-year deal with Kanye West. Kim Kardashian would have got to keep her engagement ring, too, had it not been taken during her terrifying Paris ordeal. However, Kanye stipulated in the prenup that mother-in-law Kris must stay well clear of their business pursuits.

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11. Ice-T and Coco

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Possibly the most bizarre prenup agreement is that between Ice-T and Coco. In fact, the pair agreed that in the event of a divorce, the legendary rapper would receive his wife’s buttock and breast implants – both of which he paid for. The mind boggles as to what exactly he would do with them.

10. Russell Simmons and Kimora Lee Simmons

Russell and Kimora Lee Simmons’ daughters appear to have been the main beneficiaries of their parents’ divorce. Indeed, Ming and Aoki will receive a brand new $60,000 car every three years thanks to the hip-hop mogul and fashion designer’s prenup. Russell also has to pay $20,000 child support a month until they reach the age of 19.

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9. Michael Jordan and Yvette Prieto

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Financially burned by his previous marriage, Michael Jordan consequently made sure his billion dollar-fortune was secure second time around. The star lost a record-breaking $168m in his divorce to Juanita Vanoy. However, model wife Yvette Prieto will “only” receive $1m per year of marriage, plus a $5m sum after ten, should they split.

8. Rosie O’Donnell and Michelle Rounds

The writing was probably on the wall when Rosie O’Donnell and Michelle Rounds were still settling their prenup hours before getting hitched. In fact, the pair had reportedly spent the previous eight months in negotiations. One particular clause stated that Rounds would receive nothing if she strayed, something that she contested during divorce proceedings three years later.

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7. Jared Kushner and Ivanka Trump

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Her father once went through an infamously messy divorce, and Ivanka Trump seems determined not to make the same mistake. The first daughter signed a relatively simple prenup before marrying businessman Jared Kushner. It stated that both parties would keep their own fortunes intact should a split occur.

6. Elizabeth Taylor and Larry Fortensky

Elizabeth Taylor went through husbands like most people go through underwear. Well, it was her seventh and final spouse who reaped the biggest rewards. Larry Fortensky received $1m for staying married to the screen goddess for five years. Moreover, he was even left an additional $800,000 in the star’s will.

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5. Jessica Simpson and Eric Johnson

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Eric Johnson didn’t have to wait long to benefit from his prenup. Indeed, Jessica Simpson gave the footballer $500,000 as a wedding present. He’ll also receive $200,000 for each year of marriage and a bonus $500,000 for every five, too. In addition, Simpson gave Johnson high-limit American Express Platinum and Visa Black cards.

4. Charlie Sheen and Brooke Mueller

Charlie Sheen has lost out big time twice when it comes to prenups. The actor had to pay first wife Denise Richards $4m due to an adultery-related clause. He subsequently handed second wife Brooke Mueller $500,000 after just six months of marriage, and then a further $300,000 per year after they divorced.

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3. Tiger Woods and Elin Woods

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Tiger Woods’ squeaky-clean reputation wasn’t the only thing that took a hammering following news of his multiple affairs. The iconic golfer had previously signed a prenup that stated that Elin Woods would receive $20m for each full decade they stayed together. However, he eventually ended up giving her an astonishing $750m.

2. Angelina Jolie and Brad Pitt

Angelina Jolie reportedly put a clause in her prenup to Brad Pitt stating that she’d receive primary custody of their six children should he stray. However, as their increasingly bitter divorce battle continues, Pitt insists it was a clause that he never broke. Nonetheless, the pair’s decision to get hitched after ten years together now appears to have been jinxed.

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1. Mark Zuckerberg and Priscilla Chan

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With $62.4 billion to his name, it’s little surprise that Mark Zuckerberg had a prenup written up for his now-wife Priscilla Chan. However, the Facebook founder didn’t wait until marriage to bring up contract clauses. Indeed, he actually had Chan sign a dating agreement that specified how and when they should spend time together.

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