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12 of the Worst Celebrity Breakups in Hollywood History

BySamuel Alimi Updated onSeptember 18, 2023 Trending
Brad Pitt

Behind the dazzling facade of glamorous red-carpet appearances and captivating on-screen chemistry that leaves us in awe, celebrities are not immune to their share of heartbreak and shattered relationships. The often bitter breakups are stark reminders that fame and fortune alone cannot guarantee relationship success and that seemingly perfect unions can crumble under severe and flimsy relationship struggles.

1. Brad Pitt and Angelina Jolie

Brad Pitt and Angelina Jolie
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When “Brangelina” ended, fans worldwide felt the sting of heartbreak that comes with it. The split was allegedly caused by irreconcilable differences bordering on Brad’s physical abuse of one of their six children while traveling on a private jet. Theirs is one example of how even the most deeply rooted celebrity relationships can hit rock bottom.

2. Brad Pitt and Jennifer Aniston

Brad Pitt and Jennifer Aniston
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While rumors of infidelity circulated, we don’t know the exact cause of this couple’s breakup. They announced they decided to go separate ways in 2005, after seven years of being together and five years of marriage.

3. Elizabeth Taylor and Richard Burton

richard burton
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Taylor and Burton had some of the worst breakups in Hollywood history. Taylor was said to battle drug addiction, while Burton fought against alcoholism. After divorcing in 1974, the couple remarried in 1975, only to divorce a year later, a testament to their marriage’s rough ride.

4. Tom Cruise and Nicole Kidman

Tom Cruise and Nicole Kidman
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Once reigning as one of Hollywood’s golden couples, the crash of Tom Cruise and Nicole Kidman’s marriage was too hard for the fans to take. Irreconcilable differences that bordered on speculations about Scientology were the rumored cause of their breakup.

5. Johnny Depp and Amber Heard

Johnny Depp and Amber Heard
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A top-ranked dissolution marked by allegations of domestic violence and character assassination that ushered in a contentious legal battle, Depp and Heard fought tooth and nail in the courtroom. It was hard believing they were once in love.

6. Britney Spears and Justin Timberlake

Britney Spears and Justin Timberlake
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The pop princess and her boyband heartthrob captured the hearts of their fans in their days, making their breakup more devastating. Infidelity on the part of Spears and media pressure created an unrepairable dent in their relationship.

7. Marilyn Monroe and Joe DiMaggio

Marilyn Monroe and Joe DiMaggio
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Without a doubt, the relationship between the iconic actress and the legendary baseball player was destined for trouble from the start. Jealousy and mental struggles by the couple ushered in the demise of their union.

8. Angelina Jolie and Billy Bob Thornton

Angelina Jolie and Billy Bob Thornton
Image Credit: Shutterstock.

When Jolie and Thornton divorced just three years after marrying, media reports said they both drifted apart. The rush with which Jolie removed Thornton’s tattoo from her arm to replace it with her children’s coordinates and that of ex-husband Pitt’s birthplace tells of a sour breakup.

9. Kristen Stewart and Robert Pattinson

Kristen Stewart and Robert Pattinson
Image Credit: Shutterstock.

The Twilight Saga stars found themselves in the center of a love triangle when the relationship between director Rupert Sanders and Actress Kristen Stewart got exposed. The media debates that followed overshadowed their on-screen chemistry, ending four years of on-again, off-again dating.

10. Jennifer Garner and Ben Affleck

Jennifer Garner and Ben Affleck
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”Bennifer’,’ as the duo was fondly called, sent shockwaves through Hollywood when the news of their breakup became public. Infidelity was the rumored cause of separation, despite the couple having three children together.

11. Gwyneth Paltrow and Chris Martin

Gwyneth Paltrow and Chris Martin
Image Credit: Shutterstock.

When Paltrow and Martin announced their “conscious uncoupling” in 2014 after 11 years of marriage, it became disturbing news to many who exemplified their picture-perfect marriage as the should-be standard for those in the spotlight. Despite an amicable split, the demise of their union highlights the need for commitment to the success of even the most problem-free relationships.

12. Sandra Bullock and Jesse James

Sandra Bullock & Jesse James
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The revelation of Jesse’s infidelity doused the excitement around the fairytale Oscar win of Sandra Bullock in the Best Actress category. The couples admit to never getting along after the bitter divorce in 2010.

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Samuel Alimi

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This blog is the best resource for women who want to live their lives to the fullest and are looking for ideas/support in Finances, Travel, Family Life, and more.

This blog is the best resource for women who want to live their lives to the fullest and are looking for ideas/support in Finances, Travel, Family Life, and more.

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