Heartbreakers! 7 Saddest Celebrity Breakups


They are never, ever getting back together. Like, ever. And while we know that breakups and make-ups are just a part of life in Hollywood, it still breaks our hearts a little to remember these sad celeb splits. They were all beautiful couples, but there’s a one step from love to hate. Like ordinary people, celebrities commit many relationship mistakes. Here’s a look at the celebrity heartbreaks we wish had never happened.

1. Brad Pitt and Jennifer Aniston

Photo: ensonhaber.com

For a while there, Brad and Jenny were America’s very own royal family. Beautiful, happy and so obviously in love, it seemed like the marriage was a dream come true. Of course, five years (and a certain Mr. and Mrs. Smith costar) later, the couple called it quits. A look around the Internet or supermarket tabloid proves fans still aren’t quite over the split, even if both parties seem perfectly happy in their new relationships.

2. Khloe Kardashian and Lamar Odom

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With all the relationship craziness happening in the Kardashian family (72-day marriage, anyone?) we were really rooting for Khloe and Lamar. Despite attempting to keep their issues private, rumors of Odom’s infidelity and drug abuse rose to the surface, and in December of 2013 Kardashian filed for divorce. It was a sad news because they two look great together.

3. Tom Cruise and Nicole Kidman

Photo: weheartit.com

A ten-year marriage in Hollywood is nothing to scoff at, so it’s no wonder that the 2001 news of divorce between this power couple took everyone by surprise. Height differences aside, Cruise and Kidman seemed happy together, and I really believe they were happy. But Scientology and irreconcilable differences brought this union to an end. It’s definitely one of the saddest celebrity breakups ever.

4. Heidi Klum and Seal

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The supermodel and the singer. It seemed a marriage made in Hollywood heaven. And with constant public displays of affection and yearly vow renewals, it seemed that all was well in the lives of the Project Runway star and Kiss From a Rose singer. One divorce and a steamy vacation with the bodyguard later, we learned the truth.

More: 10 Celebrities Who Refuse to Work Together

5. Chris Brown and Rihanna

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This celebrity breakup makes us sad for a whole other reason. Their on again, off again antics aside, it’s the fateful physical breakup fight and domestic violence issues (and Hollywood’s underwhelming response to it) that really broke our hearts. Both of them are smart and talented, but unfortunately they were not meant to be together.

6. Britney Spears and Justin Timberlake

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When Mouseketeers-turned-teen-superstars Brit and JT fell in love, it almost seemed like everything was right in the world for a little while. Between Justin’s frosted tips and Britney’s girl-next-door smile, it was a match made in denim-clad 90s heaven. In fact, we’re fairly certain that if the sad split had never happened, the world would not have had to witness the head-shaving Britney meltdown.

7. Reese Witherspoon and Ryan Phillippe

Photo: celebcafe.org

After seven years of apparent wedded bliss and two absolutely adorable children, we really thought this was one Hollywood couple would stand the test of time. Unfortunately, after an attempt at couples’ therapy, the pair called it quits for good. Well, maybe it was for the best. Both of them look happy now.

More: 10 Celebs Who Are Older Than You Think

We wanted them to last forever, but they just were not meant to be together. These celebrity breakups shocked everyone. Just like us, celebrities struggle with their own problems, weaknesses and insecurities. We don’t know the true reasons why they broke up, but we don’t need to. Which celebrity break up surprised you the most?