Costly Celebrity Divorces: Who Paid The Most To Say Goodbye?
Tobey Maguire & Jennifer Meyer – Undisclosed
“Spider-Man” star Tobey Maguire and Jennifer Meyer’s romance sparked in early 2003, blossoming into a fairy tale that Hollywood dreams are made of. By 2007, they exchanged vows in a picturesque Hawaiian setting. It was more than a marriage—for the actor, a quest for stability after a rocky childhood, and her, the joy of starting a family while thriving in her career as a jewelry designer.
Together, they welcomed Ruby and Otis. However, after nine years, in 2016, the narrative took an unexpected turn. The couple decided to part ways, and Jennifer later reflected on this chapter, describing it as a ‘beautiful breakup’ filled with love and admiration for Tobey.
Tobey Maguire & Jennifer Meyer – Undisclosed
“Spider-Man” star Tobey Maguire and Jennifer Meyer’s romance sparked in early 2003, blossoming into a fairy tale that Hollywood dreams are made of. By 2007, they exchanged vows in a picturesque Hawaiian setting. It was more than a marriage—for the actor, a quest for stability after a rocky childhood, and her, the joy of starting a family while thriving in her career as a jewelry designer.
Together, they welcomed Ruby and Otis. However, after nine years, in 2016, the narrative took an unexpected turn. The couple decided to part ways, and Jennifer later reflected on this chapter, describing it as a ‘beautiful breakup’ filled with love and admiration for Tobey.
Demi Moore & Bruce Willis – $90 Million
Bruce Willis and Demi Moore, once a quintessential Hollywood power couple, met in the glitz of Tinseltown, quickly falling in love and marrying in 1987. Their union brought three daughters into the world, but their relationship faced challenges beneath the surface. By 1998, after 11 years, the strain of constant filming and rumored infidelities took their toll, leading to their high-profile divorce.
Bruce, riding the wave of “Die Hard” fame, and Demi, then the highest-paid actress, found their demanding careers pulling them apart. This story, though common in celebrity marriages, often masks deeper issues. Luckily, they maintained respect for each other after the split.
Angelina Jolie & Brad Pitt – Undisclosed
Angelina Jolie and Brad Pitt, Hollywood’s once-golden couple, met on the “Mr. & Mrs. Smith” set in 2004. Their chemistry was undeniable; by 2005, they were a couple, igniting a media frenzy. The duo tied the knot in 2014 in a private ceremony at their French estate, Château Miraval.
Together, they raised six children: Maddox, Pax, Zahara, Shiloh, and twins Knox and Vivienne. However, the fairy tale ended in 2016 when the “Maleficent” star filed for divorce, citing irreconcilable differences and prioritizing family health. Brad sought joint custody, sparking a high-profile and prolonged legal battle. In 2019, a court declared them legally single, though their divorce remained unsettled.
Kelly Clarkson & Brandon Blackstock – $1.3 Million
Kelly Clarkson and Brandon Blackstock’s first encounter was backstage at a rehearsal for the Academy of Country Music Awards in 2006, but it wasn’t until 2012 that their relationship blossomed into romance. They tied the knot in a romantic ceremony in 2013, celebrating their union and eventually welcoming two children, River Rose and Remington Alexander.
However, in June 2020, after nearly seven years of marriage, Kelly filed for divorce. The process, lasting almost two years, culminated in a detailed settlement in 2022. As per court documents, she agreed to a one-time payment of over $1.3 million and monthly spousal and child support, totaling significant amounts.
Arnold Schwarzenegger & Maria Shriver – $250 Million
Arnold Schwarzenegger and Maria Shriver’s romance began after meeting in 1977 at a tennis tournament, leading to marriage in 1986 that seemed to blend Hollywood and political royalty. Together, they welcomed four children: Katherine, Christina, Patrick, and Christopher. However, their 25-year union was marred by a revelation in 2011 that the “Terminator” star had fathered a child, Joseph, with the family’s housekeeper.
This bombshell led Maria to file for divorce, closing the chapter on their relationship. Their divorce was only finalized in 2021, a decade after their separation, marked by a financial settlement that saw her awarded half of the star’s retirement accounts.
Justin Theroux & Jennifer Aniston – Undisclosed
Jennifer Aniston and Justin Theroux met on the “Tropic Thunder” set in 2008. Their romance blossomed over time, leading to an intimate, surprise wedding in 2015, just days before his 44th birthday. This secret ceremony marked a joyful milestone for the couple, but they chose not to have children, focusing instead on their careers and personal growth.
By the end of 2017, they decided to part ways after less than three years of marriage. This separation, announced in 2018, was framed by mutual respect and affection, highlighting their commitment to remain friends. The nature of their divorce settlement remains private, but the amicable terms suggest a peaceful agreement.
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