9 Celeb Couples We Can’t Believe Are Still Together!

Published on May 27, 2014. Updated April 4, 2017

Some relationships in Hollywood begin and end so quickly that they are forgotten almost immediately. However, other couples who should have broken up somehow manage to stay together and keep going strong against all odds. These couples’ relationships are especially perplexing. It feels as though they stay together just to prove the media wrong! Here are 9 celebrity couples who should have broken up, but are are somehow still together!

9. Will Smith and Jada Pinkett-Smith

Will Smith and Jada Pinkett Smith are constantly rumored to be on the rocks. They have been married for almost 20 years; however, they frequently face cheating allegations.

While neither of them will actually admit to cheating, they do hint that they are able to do whatever they want as long as they can live with themselves afterwards. Every single year, it looks like they are going to break up and the fact that they haven’t separated yet is truly perplexing.

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8. Woody Allen and Soon-Yi Previn

Woody Allen and Soon-Yi Previn were practically related when they hooked up. For those of you who don’t know, Allen had been dating Mia Farrow and Soon-Yi Previn was one of her adopted children.

Allen and Previn began dating behind Farrow’s back and, once she found it, Allen broke things off with her and continued his relationship with her adopted daughter. These two are somehow still together and have adopted a couple of daughters of their own. Soon-Yi should definitely keep an eye on him with those girls!

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7. Nick Lachey and Vanessa Minnillo

Nick Lachey and Vanessa Minnillo began dating after she appeared in his video for “What’s Left of Me,” a song about his breakup with Jessica Simpson. He wasn’t even divorced from Simpson when they filmed the video, which made his relationship with Minnillo look more like a rebound than anything of substance.

In 2009, they broke up briefly, however, they patched things up only a few months later. These two defied the odds – they are now married and have a child together.

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6. Tori Spelling and Dean McDermott

Tori Spelling and Dean McDermott’s relationship has always been questionable. They basically began dating the first night they met despite the fact that they were both married to other people. After divorcing their exes, they got married, had four children and starred in a number of cheesy reality television shows together.

Even though McDermott ended up cheating on Spelling, these two have used it as yet another opportunity to score a reality television show. You’d think a cheating scandal like this would be enough for her to pull the plug on an already questionable marriage!

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5. LeAnn Rimes and Eddie Cibrian

LeAnn Rimes and Eddie Cibrian are like Tori Spelling and Dean McDermott – they were both married to other people when they decided to get involved with each other. According to his ex Brandi Glanville, Cibrian has always been a cheater. He even had an affair when she was pregnant with their youngest son.

In an interview with Entertainment Tonight, Rimes mentioned that she has worried that Cibrian might cheat on her too. We’re surprised it hasn’t happened yet! This relationship should’ve ended eons ago!

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4. Jennifer Lopez and Casper Smart

When Jennifer Lopez hooked up with Casper Smart shortly after her marriage with Marc Anthony ended, we thought he was just a rebound; however, after almost three years together, these two seem to be going strong, which was definitely unexpected.

Smart is about 17-years her junior and is more or less riding on her professional successes. Lopez reportedly gives him an allowance! Why this relationship is still going is a mystery.

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3. Halle Berry and Olivier Martinez

When it comes to men, Halle Berry’s taste seems questionable. She is currently married to Olivier Martinez; however, their relationship began while she was fighting her ex Gabriel Aubry for custody of their daughter.

Martinez actually got involved in the dispute when he had a violent physical altercation with her ex, which landed Aubry in the hospital. Even though Berry and Martinez are still together, rumors about them being on the rocks persist.

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2. Heidi Montag and Spencer Pratt

No one expected Heidi Montag and Spencer Pratt’s relationship to last. When they hooked up on “The Hills,” he came off as extraordinarily controlling and she seemed brainwashed.

When they pretended to file for divorce back in 2010, people were relieved; however, it was just another ploy to get attention. These two are reportedly broke, having blown through $10 million after “The Hills” ended. Literally all they have left is each other.

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1. Jessica Biel and Justin Timberlake

Jessica Biel was rumored to be dating Justin Timberlake immediately after he broke up with Cameron Diaz; however, around that same time, he was also rumored to be dating Scarlett Johansson.

Even though Timberlake ended up choosing Biel, the rumors about him being unfaithful never stopped. He was allegedly canoodling with Mila Kunis and Olivia Munn while he was with Biel. Even though he married the “7th Heaven” star, his commitment to her has always seemed reluctant. Biel deserves better, in our opinion!

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