10 of the Worst, Saddest, and Didn’t-See-It-Coming Celebrity Breakups

Okay, fine. Sometimes I can’t help but smirk when I hear that a celebrity couple has broken up. Turmoil among others is what helps me get out of bed each morning and into my cashmere slippers.

So, let’s take a look at some of the most notable celebrity breakups from Miley Cyrus and Nick Jonas to Katy Perry and John Mayer. Which one did you not see coming? Who do you wish would get back together? Tell me in a comment below!

Chris Zylka and Lucy Hale

Chris seemed to have a hard time getting through the breakup with the Pretty Little Liars star, tweeting, ""Don't have a girlfriend. She decided she was too good." Ouch!

Kim Kardashian and Kris Humphries

Was the wedding a fraud? Either way, they've spent more time dealing with the divorce than they spent married.

Britney Spears and Justin Timberlake

Minus this horrific denim disaster, these two were the It couple in the early 2000s. And we all know that if they would have just stayed together, cray cray Brit Brit would have never happened.

Selena Gomez and Justin Bieber

Justin seemed to have gone off the deep end (Britney-style) after their breakup, but it makes me wonder if he was already headed that way and that's why Sel left him? Either way, she's so much better off.

Vanessa Hudgens and Zac Efron

While this was probably a really sad breakup for the two of them, I can't help but be overjoyed this happened. It's one less obstacle for me...

Rihanna and Chris Brown

They might be on and off still (why, oh why?), but everyone remembers that fateful night which put the spotlight on domestic abuse issues :(

Miley Cyrus and Nick Jonas

OMFG-- look how young and adorable these two are! Love or hate Miley, there's always that secret wish they would have stayed together. Admit it....

John Mayer... and Everyone He's Ever Dated

Really, he just seems like a jerk post-breakup.

Ryan Gosling and Rachel McAdams

If these two can't make it work, is there really hope for the rest of us?

Stay up-to-date with your celebrity gossip! Follow me on Facebook and Twitter. XOXO


  1. Xoxo Said:

    None of them… The saddest and the most Didn’t-See-That-Coming celebrity broke up I’ve ever seen is the Gossip Girl’s ex-couple of Penn Badgley and Blake Lively…
    But now she is married, and she looks happy, sooo… But if she ever get divorced (i don’t hope so) I would really like to see them get back together haha! #fandreams lol

  2. Janice Said:

    Ryan Gosling looks bloody terrible in the last photo. Not the hunky ‘Crazy, Stupid, Love’ Ryan Gosling I’m used to.

  3. Katka Said:

    Ryan Gosling and Rachel McAdams were the most beautiful couple in the world. I can’t except they broke up.

  4. seekinglove Said:

    taylor swift and harry styles…seriously?
    I don’t think that their break up was so heart breaking.

  5. Stella Said:

    I don’t think Taylor and Harry’s little flirt was serious.. But it seems like all Taylor and Harry fans are making a such a big deal and coming up with their own story’s of how T & H ‘s relationship worked out.

  6. Catherine Said:

    Harry and Taylor? Didn’t see it coming breakup?! Come on..

  7. acne Said:

    I do enjoy the way you have presented this particular challenge and it does indeed present us a lot of fodder for consideration. Nevertheless, through what I have experienced, I simply just wish as the actual feedback pile on that people stay on issue and don’t embark on a tirade regarding the news du jour. All the same, thank you for this exceptional point and though I do not truly agree with it in totality, I respect your perspective.

  8. Lori Cronk Said:

    The one that shocked me the most isn’t listed; Nina Dobrev and Ian Somerhalder! Sad :(

  9. Sid Said:

    Nina Dobrev & Ian Somerhalder was the most shocking break up! Too bad it isn’t even listed here! ..And Taylor & Harry? Most sucking couple!

  10. krissy Said:

    I never saw Zac and Vanessa their breakup coming!! Omg!!

  11. Yarelly Said:

    Zanessa! I still crying for them they should be together again

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