Famous Couples Who Really Regret Not Signing a Pre-Nup

A pre-nup isn’t the most romantic thing in the world, but for millionaire movie stars or pop icons, better safe than sorry. When Justin Bieber married Hailey Baldwin without a pre-nup, he put half of his $256 million fortune at risk.

Here are 5 celebrity couples who made the same mistake.

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Katy Perry and Russell Brand

They were a couple so mismatched that they actually seemed weirdly perfect for each other. Katy and Russell married in 2010 but barely lasted more than a year before calling it quits. They didn’t sign a pre-nup before their lavish Indian wedding, but although Russell could have demanded a major settlement from the mega-rich movie star, he decided to walk away with nothing.

Jessica Simpson and Nick Lachey

Jessica Simpson might be the most unlikely success story in pop culture. She started off as a middling pop star, became a pioneer of the reality TV genre, and then started a fashion and lifestyle brand that’s worth many millions of dollars. When she divorced Nick Lachey, her $35 million fortune was up for grabs since the couple did not sign a pre-nup. Oops!

Paul McCartney and Heather Mills

Nobody understood what was happening when Sir Paul married Heather Mills without a pre-nup. Their wedding alone cost over $3 million. And when they split after six years of marriage, she tried to take him for all he was worth. And in case you didn’t realize it, the former Beatle is worth a lot. Heather ended up getting $35 million.

Reese Witherspoon and Ryan Phillippe

Reese and Ryan were both burning up the box office in the late 90s. The couple—who were in their early twenties when they married in 1999—was on roughly equal footing. Then Reese went on to become a mega-movie star with a successful clothing line who was earning 10 times what Ryan did per picture. When they divorced in 2005, Ryan walked away with half of their shared assets.

Madonna and Guy Ritchie

When you’re one of the biggest entertainers in the history of the world, you sign a pre-nup. It doesn’t matter how in love you are you. Madonna found that out the hard way when she divorced Guy Ritchie after 8 years of marriage. Even though Guy is a successful director with plenty of cash in the back by regular-person standards, he took Madonna to the cleaners when they split. Madonna ended up losing $92 million!