15 worst movie breakups

Single on Valentine’s Day? Don’t worry, these movie love disasters will make you feel better

We’ve all been there–sitting at a restaurant when your partner says it: “We need to talk.” Most of the time there are tears, maybe even some foul language, but for the most part we move on and we’re OK. Well, thank your lucky stars because not everyone has it so easy. So, grab your Ben and Jerry’s and cuddle up with your dog and get ready for the 15 worst movie breakups.

Warning: may contain spoilers.

  • Fatal Attraction

    Dan (Michael Douglas) has an affair with Alex (Glenn Close), who then becomes obsessed with him, despite his wife and child. Dan’s rejection is too much for her and she stalks him, kills his daughter’s rabbit and eventually tries to kill him and his wife. Yikes!

  • Along Came Polly

    Reuben (Ben Stiller) is enjoying the first day of his honeymoon with his wife (Debra Messing) when she has an affair with a naked French scuba instructor. Ouch.



  • Forgetting Sarah Marshall

    Fresh out of the shower, Peter’s girlfriend (Kristen Bell) informs him that they need to talk. Devastated, Peter (Jason Segal) drops his towel and is broken up in the buff: “I’m not going to go put clothes on, I know what that means, if I put clothes on it’s over.”

    Photo courtesy of Universal Pictures.

  • What Happens in Vegas

    Joy (Cameron Diaz) greets her fiancée (John Sudeikis) at the door, where he proceeds to break up with her. Little does he know, she planned a surprise party for his birthday and all their friends and family can hear.



  • Eternal Sunshine of the Spotless Mind

    The first time seeing your ex can be awkward, especially if she doesn’t remember you. After a breakup so bad, these people risk brain damage to forget each other.



  • The Other Boleyn Girl

    Sometimes breakups get malicious--lies are told, rumours started. Well, at least your husband didn’t accuse you of incest and chop your head off. Yeah, you got it easy.



  • Bridget Jones's Diary

    Bridget (Renée Zellweger) walks in on her boss/boyfriend Daniel Cleaver (Hugh Grant) shagging a younger girl. As if that isn’t bad enough, Bridget is wearing a Playboy bunny suit. Horrible.

  • Blue Valentine

    After constant fighting, including the debacle that gets her fired from her job, Cindy (Michelle Williams) realizes she wants a divorce from Dean (Ryan Gosling) because she simply doesn’t love him anymore.



  • Double Jeopardy

    Imagine the horror of finding out your husband is dead and then being convicted of his murder, only to realize he’s still alive. Well, that’s what happened to Libby (Ashley Judd). Yup, this guy didn’t just not want her, he wanted her in jail.



  • Shopgirl

    Ray (Steve Martin) tells Mirabelle (Claire Danes) that he doesn’t want a relationship, but she is still devastated when he cheats on her. The truly heartbreaking moment comes after she takes him back, only to realize she will never be what he wants.



  • The Bridges of Madison County

    Francesca (Meryl Streep), an Italian war bride, meets a nomad photographer (Clint Eastwood) and falls in love. Trouble is, she’s already married. This is one where you really root for the other man, but Francesca chooses her family over her heart.



  • Annie Hall

    Two New Yorkers (Woody Allen, Diane Keaton) fall in and out of love. It’s Woody Allen; need I say more? La-di-da...



  • I Love You Phillip Morris

    Based on a true story. Steven (Jim Carrey) meets Phillip (Ewan McGregor) in jail. The two fall in love and start a normal life together after being released. Things go sour when Steven starts embezzling money and implicates Phillip. They are both convicted and thrown into two separate jails in the end.



  • War of the Roses

    Oliver (Michael Douglas) can’t catch a break. His wife (Kathleen Turner) detests him and wants him gone. An ugly battle ensues over their mansion. This one does not end well; both characters end up dead.



  • I Love You, Man

    Bros can break up too. It’s especially rough when the argument is about the pronunciation of Chocolat and life-size billboards. Thankfully, these two are able to patch things back together.

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