The 20 Most Surprising Celeb Breakups of 2014, Ranked From Least to Most Devastating

Katy Perry and John Mayer, Jordin Sparks and Jason Derulo, Kris and Bruce Jenner, and more.

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This year has brought us some crazy romantic moments (the Kimye wedding alone was the stuff of dreams), but it carried its share of heartbreak too. From divorces to called off flings to painstakingly constructed conscious couplings, here are 20 of 2014's buzziest celebrity breakups, ranked from least to most heartbreaking.

20.
Katy Perry and John Mayer

Many people think that John Mayer's probably a nice dude with an unfair reputation as a douchebag. I am not one of those people. Run, Katy. Fly. Roar.

19. Juan Pablo and Nikki Ferrell

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Watching them snipe at each other on Couples Therapy before they eventually announced their split was one of the most cringe-inducing moments in 2014. The only sad thing about this breakup is that they're both now free to inflict their less-than-stellar communication skills on new partners.

18.
Jennifer Lawrence and Chris Martin

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Did this even happen? Assuming it did, it's best that it ended. Chris Martin seems like the type to sing his own sad songs in the shower; Jen needs to be with someone more easy-going than that.

17.
Robin Thicke and Paula Patton

It's always at least a little sad when childhood sweethearts split, and more so when there's a child in the mix. But if my husband penned a "no means maybe" anthem and allegedly went on a cheating-and-partying spree to celebrate his newfound fame, I'd probably want out too. Even Robin's public (and embarrassing) campaign to win Paula back fell short.

16.
Ronnie Magro and Sammi Giancola

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And with this split, I'm prepared to announce that Jersey Shore is dead. (But forever in our hearts.)

15. Naya Rivera and Big Sean

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Naya doesn't seem too broken up about this — she was already married to Ryan Dorsey about five months after the split — so I guess I won't be either. Big ups to Big Sean for getting a savage breakup track (allegedly) out in such a timely manner.

14.
Prince Harry and Cressida Bonas

Sad. But, hey, more Harry for me.

13. Ciara and Future

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I won't necessarily miss this couple, but I will miss the idea that Ciara could introduce her family by saying, "My husband is Future, and so is my son."

12.
Calvin Harris and Rita Ora

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If they found love in a hopeless place, they clearly lost it there too.

11. Jennifer Lopez and Casper Smart

Their relationship didn't make sense to me in the first place — not because she is older than he is, but because she is just so much more successful. (If you don't think that matters, try dating someone with a tenth your life experience and then get back to me.) That said, I want J.Lo to be happy — she seems nice, OK? — and so this one dips into "somewhat sad" territory.

10. Britney Spears and David Lucado

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She's better of without him — he cheated on her — but this one stung nonetheless because it meant that Britney had her heart broken by yet another dirtbag, and that's just not acceptable. Let's hope her new man isn't scum.

9.
Amber Rose and Wiz Khalifa

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Does it count as a breakup if one partner posts tweets to the other that end with #StillLoveYouNoMatterWhat? Divorce papers were filed, but tabloids swear reconciliation is still on the table. Perhaps there is more of this in the future, then? One can dream.

8.
Jordin Sparks and Jason Derulo

When you write a song called "Marry Me" and fake-propose to your girlfriend in it, and then you don't propose in real life … things are going to get tense, and that tension between Jordin and Jason supposedly derailed their relationship. Their split is sad, but their admission that they're on bad terms post-breakup is even sadder.

7. Ricky Martin and Carlos Gonzalez Abella

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Ricky, who once feared coming out, described Carlos by saying, "Complexity, understanding, and, at the same time, freedom, not being afraid that your partner is judging you — that is what I have found with Carlos." Find it again, guys.

6. Zac Efron and Michelle Rodriquez

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Why couldn't they gallop off on majestic horses, straight into the sunset?

5. Nick Cannon and Mariah Carey

If two beautiful weirdoes like Nick and Mariah can't make it work, is there really hope for any of us? The fact that they're seemingly both big, big narcissists (from an armchair diagnosis standpoint) was probably their downfall. My grandmother used to say that every relationship needs a flower and a gardener; a pair of flowers has a solid chance of wilting side-by-side.

4. Jennifer Lawrence and Nicholas Hoult

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It's always hard to see people who seem to really care about and enjoy each other's company break up because of insurmountable circumstances. In Jen and Nicholas's case, they split because of time spent apart due to conflicting work schedules. They've got some on-again-off-again in their past, so maybe there's a chance they'll meet again? Maybe?

3.
Hilary Duff and Mike Comrie

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But they were so cute together!! Don't abandon hope yet: Hilary indicated in an interview this fall that there's room for reconciliation. In the meantime, it's crushing to know her hockey-going circle scarves are gathering dust.

2.
Kris and Bruce Jenner

Sure, Kris and Brunce were a little bonkers (both as a couple and individually), but they built a gorgeous family together — and what's sadder than the permanent demise of the First Couple of American Reality Television? (A lot of things, actually, but not for purposes of this list.)

1. Chris Martin and Gwyneth Paltrow

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I never drank the Gwyneth Paltrow haterade, but even if I had, it'd be hard to deny they were a well-matched couple with two beautiful kids. Both of them have the capacity to be a little wacky and insufferable, but that seemed to be part of what drew and kept them together. And, yes, the way they went about announcing the breakup was a little eye-rolling — releasing a statement from a publicist is one thing, but a reaction from a pair of psychologists is another. But their heartbreak seems legitimate, and so is mine.

Via Cosmo

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