Celebrity pairings are a common sight in Hollywood. With so many good-looking and established names in the industry, dating each other is bound to happen. But sometimes, a couple getting together becomes hot news because they are deemed mismatched in the eyes of the fans. While many times fans can preempt a couple getting together, many pairings come out of nowhere. Here’s a list of 20 such duos that had fans confused.
1. Taylor Swift and Travis Kelce
Heads were turned when popular pop star Taylor Swift decided to date football player Travis Kelce. Their romance began in the summer of 2023 and soon, the lovebirds were seen out and about. Both Swift and Kelce came to support each other at their respective events, making headlines and melting fans’ hearts
2. Timothée Chalamet and Kylie Jenner
Another shocking and much talked about celebrity pairing was between Tomothee Chalamet and Kylie Jenner. The actor and social media icon began dating in early 2023 and people refused to believe it when the rumors hit. But their PDA at the U.S. Open and various concerts showed the people that the duo was serious.
3. Jamie Foxx and Katie Holmes
Some celebs believe in keeping media scrutiny at an arm’s length regarding their dating lives. People were shocked to learn that actress Katie Holmes and actor Jamie Foxx had dated each other for six long years before they broke up in 2019. The secretive couple were never seen in public or spoke about their romance.
4. Sandra Bullock and Ryan Gosling
Some of the most interesting couples in Hollywood are those who get together for a short period of time and get remembered out of the blue. One such couple was Sandra Bullock and Ryan Gosling in 2001, who co-starred in Murders by Numbers and were seen on a date soon afterwards. The duo, however, dated less than two years.
5. Elon Musk and Grimes
People were confused by the unexpected pairing between entrepreneur Elon Musk and Canadian musician Grimes. The two made themselves official at the 2018 Met Gala and things got even weirder when they had a child named, X AE A-12. While plenty of memes were made of the name, the couple split in March 2022.
6. Ariana Grande and Ethan Slater
In July 2023, Ariana Grande split from her husband Dalton Gomez and the pop singer soon began dating Wicked co-star Ethan Slater. One of the most unexpected pairings, the couple was criticized as Slater ended his marriage around the same time, leading people to theorize that Grande was the reason. The pair received backlash but they are going strong.
7. Channing Tatum and Zoë Kravitz
The actors were seen on dates together at the beginning of 2021 and fans were surprised. But Tatum and Kravitz had a passionate romance and Tatum even starred in Kravitz’s directorial debut film, Blink Twice. The couple got engaged in 2023 and are seen frequently in public. They were also happily together while promoting their film.
8. Bill Murray and Kelis
According to a new report, actor Bill Murray had an unexpected and short-lived romance with singer Kelis in 2023. Reports suggested that Kelis got close with Murray after losing her husband to cancer, which served as a bonding point. While people gossiped about their age gap, Murray was seen at several of Kelis’ shows.
9. Travis Barker and Kourtney Kardashian
Fans of the Keeping Up with the Kardashians star were surprised when Kourtney left her longtime lover Scott Disick for Travis Barker. The couple got together in January 2021 and showed plenty of PDA while dating. They got engaged in October and had an unofficial wedding in April 2022 and an official one in May. The two have a son together.
10. Macaulay Culkin and Mila Kunis
No one saw this one coming. Home Alone star Culkin and That 70s Show star Kunis dated for nearly eight years, starting way back in 2002. The duo kept their relationship very private during the whole duration but reports started circulating that they had a horrible breakup. Kunis is now married to Ashton Kutcher and Culkin to Brenda Song.
11. Taylor Swift and Tom Hiddleston
Another unexpected coupling of Taylor Swift’s was with the British actor Tom Hiddleston. The two broke up just as unexpectedly as they had begun dating. Their fling was only for a few months in 2016 but fans were confused on whether to ship them together. Seen in many public places together, Hiddleston was even criticized for dating the pop star.
12. Anna Wintour and Bill Nighy
Rumors had always been around that Anna Wintour and Bill Nighy were dating. But after staying private for several years, they two gave a hint of being together by appearing next to each other at the 2023 Met Gala. The two have known each other for a decade and have been seen many times together in 2020.
13. Kendall Jenner and Bad Bunny
Model Kendall Jenner has a history of dating athletes, so it was surprising when she got together with rapper and singer Bad Bunny. The two began dating in February 2023 and were spotted together at concerts and games. The duo reportedly broke up in December and again in September 2024. Jenner is allegedly with Devin Booker, currently.
14. Emilia Clarke and Seth MacFarlane
A pairing between Game of Thrones actress Clarke and the Family Guy creator MacFarlane was surprising, to say the least. The couple had a short-term romance from 2012 to 2013 and many times it gets swiped under the radar, but the two did get together. It was reported that the two broke up due to long-distance.
15. Kim Kardashian and Pete Davidson
An unusual but high-profile pairing, Kim Kardashian and Pete Davidson shocked fans by getting together. Kim split from her husband Kanye West in January 2021 and started dating Davidson in October after meeting on the set of Saturday Night Live. The two even showed PDA on the Met Gala red carpet. But the couple broke up in August 2022.
16. Angelina Jolie and Billy Bob Thornton
Another wild pairing of the early 2000s was between actress Angelina Jolie and actor Billy Bob Thornton. The couple had a high-profile romance and were very public in showing their affection. The two stayed married for only two years from 2000 to 2003 and it is safe to say, that this one was a wild romance.
17. Megan Fox and Machine Gun Kelly
Bombshell Megan Fox turned heads when she began dating rapper Machine Gun Kelly in 2020. Many of the actresses’ fans were heartbroken and most were confused about the unusual pairing. The duo began dating while filming Midnight in the Switchgrass. After calling off their engagement in March 2024, the duo got back and Fox is currently pregnant with their child.
18. Jennifer Lopez and Ben Affleck
No one expected Jennifer Lopez and Ben Affleck to get back together in 2021 after their last romance in 2002. The couple were much in love and married in 2022. Soon after however, people began seeing a haggard Affleck and an angry Lopez, speculating that the romance was over. The two split again in 2024.
19. Florence Pugh and Zach Braff
This couple was heavily criticized for dating despite their more than 20-year age difference. Actress Pugh and filmmaker Braff however, continued their whirlwind romance after interacting with each other on social media and working together in the short film, In the Time it Takes to Get There. The two called it quits in 2022.
20. Harry Styles and Olivia Wilde
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Another unexpected pairing was between actress Olivia Wilde and popular singer Harry Styles. Wilde first shocked fans by announcing her split from longtime liver Jason Sudeikis. She then broke the news that she was seriously seeing Styles. Their relationship continued for the whole of 2021 and was full of drama. The couple decided to end their relationship in 2022.
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