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VOICE OVER: Rebecca Brayton WRITTEN BY: Taryn Crankshaw
Nobody saw these celeb couples coming. For this list, we'll be looking at the most surprising and shocking celebrity couplings that totally blindsided us. Our countdown includes Olivia Wilde & Harry Styles, John Mulaney & Olivia Munn, Elon Musk & Grimes, and more!

#10: Leonardo DiCaprio & Gigi Hadid

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He’s a Hollywood A-Lister, and she’s one of fashion’s most prominent figures. Yes, Leonardo DiCaprio and Gigi Hadid have found themselves at the center of romance rumors. Hadid, who shares a child with her former partner, Zayn Malik, reportedly took some time off from dating after calling it quits with the musician in 2021. DiCaprio split from model Camila Morrone in the summer of 2022, and sometime after that, rumors started to swirl. The Oscar-winner and Maybelline spokesmodel were first photographed together looking chummy on the streets of New York and months later were spotted at the very same hotel in Paris. While no one could have predicted this surprising pairing, we do anticipate that these ultra-private celebs will continue to keep their lips sealed.

#9: Renée Zellweger & Ant Anstead

No stranger to speed, Discovery Channel’s former “Wheeler Dealers” host Ant Anstead’s love life thrives in the fast lane. Less than a year after his separation from Christina Haack, Anstead began seeing Renée Zellwegger. In 2021, the two-time Academy Award winner appeared on an episode of his other Discovery show, “Celebrity IOU: Joyride,” and that summer, the pair were spotted together in public. After months of keeping things hush-hush, Anstead posted a photo of the two on his social media. While this seems like a random pairing, it appears that the duo is a solid match and shows no signs of pumping the brakes on their romance.

#8: Chrishell Stause & Jason Oppenheim

In 2020, “Selling Sunset” reality star and real estate titan Jason Oppenheim publicly stated that he would never date anyone he worked with. However, fans were sent for a loop when less than a year later, he confirmed he was dating his co-worker and co-star, Chrishell Stause. The duo kept fans up to date on their courtship by frequently sharing pics of each other on their social media accounts. Just when it looked like the pair was going strong, they announced their breakup at the end of 2021. Although things were over, Oppenheim referred to Stause as the “love of [his] life” at the “Sunset” Season 5 reunion. The pair remains good friends, so at least their story gets a happy ending.

#7: Olivia Wilde & Harry Styles

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Fans almost got a serious case of whiplash thanks to this couple’s unexpected romance. When Olivia Wilde returned to the director’s chair for her next project, “Don’t Worry Darling,” she cast Harry Styles in one of the lead roles. A few months later, the duo attended a wedding as a couple and had everyone scratching their heads. Only a couple months prior, Wilde called it quits with her longtime fiancé, “Ted Lasso’s,” Jason Sudeikis. Given the sensitive timing of the situation, the media created a vortex of rumors, headlines and speculation. In November 2022, two months after their film’s premiere, the director and musician went their separate ways.

#6: John Mulaney & Olivia Munn

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John Mulaney and Olivia Munn were at the center of a never-ending headline-grabbing celeb news cycle when their relationship became public in 2021. At the end of 2020, the stand-up comic sought treatment for substance addiction. Months later, he filed for divorce from his wife, artist Annamarie Tendler. However, days after the heartbreaking announcement, it was confirmed he and Munn were an item. Shortly after, the pair shared the news that they were expecting. They welcomed a baby boy in November of 2021. Since their romance started, breakup rumors have plagued the couple, but their social media’s paint a very different picture.

#5: Travis Barker & Kourtney Kardashian

Long before they were one of Tinseltown’s hottest couples, Travis Barker and Kourtney Kardashian were friends. The Blink-182 drummer and reality star took their friendship to the next level in 2021. Since then, the couple has become the King and Queen of PDA, never shying away from expressing their deep love for one another. The duo made things official in 2022 by getting hitched in a lavish Italian ceremony surrounded by famous friends and family. For some, this match might have appeared to come out of the blue, but it seems that their romance was worth the wait.

#4: Elon Musk & Grimes

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In 2018, Twitter played matchmaker when Tesla CEO Elon Musk reached out to musician Grimes via the social media site. Sometime after, the pair announced to the world that they were a couple and took things public by attending the Met Gala arm in arm. In the early stages of their relationship, rumors circulated that they had broken up. They appeared on the mend when the “Genesis” singer broke the news that she was expecting a child, later confirming Musk was the father. After their son was born, the couple cut ties only to reunite and welcome a daughter in 2022. As of December 2022, the couple is not together. But given their history, it wouldn’t be surprising if they reunited again someday.

#3: Pete Davidson & Kim Kardashian

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Following her split from husband Kanye West, Kim Kardashian re-entered the dating pool with none other than Pete Davidson. Known for going out with some of Hollywood’s biggest names like Ariana Grande and Kate Beckinsale, Davidson’s love life is always a headline grabber. So, when the two celebs found themselves sharing a kiss during Kardashian’s “Saturday Night Live” hosting duties, fans were freaking out. Little did everyone know, it sparked something in the reality star, and she later confessed that the lip lock made her feel “a little zing.” The two were seen together at Knott’s Berry Farm and visiting Davidson’s hometown in Staten Island. From late-2021 to mid-2022, the couple were hot and heavy, but things eventually fizzled out.

#2: Gwen Stefani & Blake Shelton

Gwen Stefani and Blake Shelton were still recovering from their respective divorces when they first met each other on the set of “The Voice.” Stefani revealed that they confided in each other over their similar experiences, which helped bond the two colleagues. In late 2015, they began seeing each other, and months later attended Vanity Fair’s Oscar party together, where fans got a glimpse of their young romance. In 2021, the two music makers tied the knot in Oklahoma. After all these years, Stefani and Shelton continue to make sweet music together thanks to their workplace romance.

#1: Ben Affleck & Jennifer Lopez

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Jennifer Lopez and Ben Affleck were the Hollywood power couple of the 2000s. The duo first met while co-starring in the flick “Gigli,” and even though the movie was far from a success, their romance was a major win. In 2002, they became engaged, and the world eagerly awaited their nuptials—however, they called things off in 2004, breaking fans’ hearts in the process. The two moved on, both getting married, having children and eventually facing divorce. Many years and relationships later, in a stunning twist of fate, Lopez and Affleck found their way back to each other. Married in summer of 2022, Bennifer’s epic romance proved that timing is everything when it comes to finding your happily ever after.

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