Costly Celebrity Divorces: Who Paid The Most To Say Goodbye?
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.
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.
Jennifer Lopez & Cris Judd – $14 Million
Jennifer Lopez and Cris Judd’s whirlwind romance began on the set of her “Love Don’t Cost a Thing” music video, where his role as director set the stage for their connection. He was instantly smitten, recalling a moment during their first meeting when he thought, “I’m going to marry this woman.” Their engagement was brief, and in 2001, they exchanged vows.
However, the intense media scrutiny proved too much for their marriage, leading to its collapse after just nine months. As Cris later shared, the spotlight’s relentless glare stripped them of normalcy and privacy. In a dramatic conclusion to their short-lived union, Jennifer reportedly paid him $14 million.
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.
Kevin Costner & Cindy Silva – $80 Million
Kevin Costner, a name synonymous with Hollywood royalty, first crossed paths with Cindy Silva as students at California State University in the 1970s. Their love story unfolded quickly, leading to a walk down the aisle in 1978. Together, they navigated his meteoric rise to fame.
This power couple, parents to three, seemed unshakeable until 1994 when the curtain fell on their 16-year marriage. The split turned heads, not just for its end to a Hollywood love story, but for the staggering $80-million settlement awarded to Cindy, a significant slice of Kevin’s fortune. This eye-watering sum was partly due to the absence of a prenup.
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