2016's Saddest Celebrity Breakups, Ranked From Least To Most Heartbreaking

This truly was a terrible year.
14. Taylor Swift and Tom Hiddleston

The world may never know whether this was true love or a publicity stunt designed to help Tom become the new James Bond, but either way, it was a failure. Taylor is still Taylor, and Tom is still not that famous in America. And James Bond? He’s still Daniel Craig.

13. Chloe Grace Moretz and Brooklyn Beckham 

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Young love is so tumultuous. But fear not, because surely another beautiful teen couple will soon fill the void with Instagrams so adorable that you say “aww” even as they make you feel as old as your grandma.

12. Mariah Carey and James Packer

James reportedly wasn’t happy with Mariah’s “extravagant spending,” which is ridiculous because (1) he’s a billionaire and (2) it’s not like Mariah Carey has kept her extravagance a secret for the past 25 years. This is a woman who takes baths with her diamonds on. If that’s not the sort of thing you appreciate in a mate, then what are you doing dating Our Lady of Fabulous Divatude? The one silver lining here is that Mariah’s World was filmed before the breakup, so the Lambily will get to see exactly what kind of extravagance Mariah had planned for the wedding. One man’s trashed relationship is the viewing public’s treasure.
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11. Sami Miro and Zac Efron

While few women would describe Zac Efron being single as a tragedy, these two were extremely cute together. Look at him giving her a piggyback ride at the MTV Movie Awards! The heart breaks. (Zac will be fine though.) 10. Bella Hadid and The Weeknd

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While it’s not right to take pleasure in other people’s pain, it must be said that The Weeknd had this coming. Back in 2015, he told the New York Times that he didn’t know if he was in love with Bella, saying, “I don’t think so. Maybe. It’s no, it’s yes, it’s maybe.” Why Bella continued to put up with this fuckboy behavior for another year is a mystery, but at least we know that even models understand the pain of having to deal with men. Chin up, Bella! There are plenty of other starboys in the sea.
9. Taylor Swift and Calvin Harris

Calvin is by no means the most interesting man Taylor’s ever dated, but for a while there, they did seem happy in their shared blondness. Sadly, their inflatable swan ride didn’t last, and they broke up in June after a little over a year of dating. The drama didn’t end there, though, because Taylor took up with Tom Hiddleston less than two weeks later, leading Calvin to tweet and delete, “It’s about to go down.” News also broke that Taylor had written Calvin’s hit “This Is What You Came For,” and TMZ claimed that Calvin’s attitude about the song was a major factor in the split. No matter what you believe happened, it’s obvious that Taylor Swift needs to make her sixth album immediately.

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8. Demi Lovato and Wilmer Valderrama

Demi and Wilmer dated for six years and seemed genuinely happy together, so it was a little bit shocking when they announced their split via Instagram in June. Demi later said that she felt like their relationship was too tied to her struggles with substance abuse and mental illness, so good on her for figuring out what she needed to do for her own health and happiness. “It may be nice to start fresh with somebody,” she told Glamour. “Because that person I was when I was a lot younger is not who I am today.” 7. Jennifer Meyer and Tobey Maguire

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If you’re the type of person who sees celebrity/non-celebrity pairings as evidence that true love can beat any odds, then this breakup was a real soul crusher. Jennifer, though a very successful and well-known jewelry designer, has never been as big a household name as Tobey, but the sweetness and longevity of their relationship served as proof that normalcy can be just as thrilling as the chase. I guess the Pussy Posse is getting back together.
6. Diane Kruger and Joshua Jackson 
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