Although it’s not easy being a celebrity, it’s a whole other game when it comes to going through a highly-publicized split in front of millions of people. From Madonna and Sean Penn to Frank Sinatra and Ava Gardner, we dive into some of the worst celebrity couples in pop culture history. Consider it a handy round-up of relationships you definitely shouldn’t model yours after.
Elizabeth Taylor & Richard Burton
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Prince Charles and Diana, Princess of Wales
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Tom Cruise and Katie Holmes
Tom Cruise & Nicole Kidman
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Whitney Houston & Bobby Brown
Miley Cyrus and Liam Hemsworth
Pamela Anderson & Tommy Lee
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Kurt Cobain & Courtney Love
Rihanna & Chris Brown
Charlie Sheen & Denise Richards
Britney Spears & Kevin Federline
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Justin Bieber & Selena Gomez
Frank Sinatra & Ava Gardner
Sandra Bullock & Jesse James
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Ike & Tina Turner
Johnny Depp & Amber Heard
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Lindsay Lohan & Samantha Ronson
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Carmen Electra & Dennis Rodman
Mel Gibson & Oksana Grigorieva
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Michael Jackson & Lisa Marie Presley
Melanie Griffiths & Don Johnson
Madonna & Sean Penn
Tiger Woods & Elin Nordegren
Marilyn Monroe & Arthur Miller
Angelina Jolie & Billy Bob Thornton
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