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18 Pairs Of Celebrity Who You Probably Didn't Know They Were Togeter Before

While some celebrity relationships last, some don't. However, the celebrity couples we were unaware of are our favorite sort. We must constantly remind ourselves that Ryan Gosling and Eva Mendes are not just a thing but also parents to two children. They are the most private couple in Hollywood. So, if any of these unexpected pairings make your jaw drop, you're not alone.
Most Hollywood love tales don't genuinely have "happily ever after," but these stars seem to enjoy trying! Our list of celebrity pairings includes bizarre romances and heartthrob mismatches that you won't believe ever existed.

1. Jennifer Aniston and Adam Duritz

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Does anyone else recall the time when the rocker from Counting Crows dated Jen? When they initially started dating in 1995, Duritz revealed in a funny way that he had no idea who she was: "In all honesty, I knew nothing about her. Throughout the whole run of Friends, I was traveling. I don't think I had ever seen it."

2. Britney Spears and Colin Farrell

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When they showed up together at the 2003 premiere of Colin Farrell's movie The Recruit, singer Britney Spears and known Hollywood bad boy Colin Farrell caused a stir. While it was reported that these two were seen hooking up that night, they appeared to be in love on the red carpet but were reticent to confirm anything. This tentative union appeared to end abruptly.

3. Madonna and Michael Jackson

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Madonna acknowledged dating Michael Jackson in a 2016 Carpool Karaoke skit with James Corden, remarking that "he seemed a little hesitant." These trends left us perplexed, from unexpected celebrity marriages to unusual celebrity fashion!

4. Kim Kardashian and Nick Cannon

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Kim Kardashian, a reality TV personality and social media influencer, dated Nick Cannon in 2006. It appears that the end of their brief romance was brought on by Kim and Ray-sex J's tape. celebrities engage in everything on a larger scale, from significant hookups to significant breakups. Just look at the extravagant presents these celebs have given to one another.

5. Drew Barrymore and David Arquette

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The first person to admit that he and Drew Barrymore were ever an item was David Arquette, who only had good things to say about one another. We should remind you that these two portrayed brothers if you're trying to picture any on-screen chemistry between them from their roles in Never Been Kissed.

6. Courteney Cox and Michael Keaton

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It's the most significant relationship I've ever had, and Michael Keaton is the most amazing guy I've ever met, Courteney Cox was quoted as saying in a 1995 People cover story. The pair, who had been together for more than five years, had only recently broken up at the time, and according to their interview with People, there was no animosity between them.

7. Tyra Banks and Seal

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Before Heidi, Seal had his sights set on Tyra Banks, another supermodel fresh off the runway. In 1996, the two were involved in a brief romance while maintaining a low profile.

8. Jennifer Aniston and Paul Rudd

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There was undoubtedly some residual spark between Paul Rudd and Jennifer Aniston from their co-starring role in The Object of My Affection in 1998. After a brief romance, the two were seen together again in 2002 when Rudd joined the cast of Friends as Mike Hannigan, Phoebe's boyfriend. Check out Rachel Green's best fashion choices from the Netflix series that is everyone's go-to for binge-watching.

9. Tom Cruise and Cher

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The Cruiser dated Cher in the 1980s before jumping on Oprah's sofa to declare his love for Katie Holmes. It was a chaotic contest, so it's good to see they're still amicable. Tom Cruise and Cher may not have succeeded as a pair, but this list of famous couples shows that lasting love is possible in the Entertainment industry.

10. Anne Heche and Ellen DeGeneres

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Nowadays, Ellen is referred to as a lesbian, but before her relationship with Portia de Rossi, Ellen had a famous romance with actress Anne Heche that lasted from 1997 to 2000.
Their breakup made headlines since it concluded a highly publicized affair between the two back then. And 13 months after their breakup, Heche married a cameraman from her stand-up comedy tour, which was a real-life lesbian nightmare for Ellen (and having his baby the following year). The Anne and Ellen relationship was a thing back in the day.

11. Selena Gomez and Nick Jonas

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This couple had a moment, even if they were never "Instagram official," and it could have simply been a fleeting display of puppy love between the two former Disney stars. Priyanka, you don't need to worry; these two are already well-known.

12. Johnny Depp and Ellen Barkin

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.They started dating briefly in 1994, broke up shortly after, and then reconnected on the set of the 1998 movie Fear and Loathing in Las Vegas.

13. Sandra Bullock and Ryan Gosling

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The two started dating after meeting on the 2002 film Murder by Numbers set. Gosling spoke favorably of his time spent with Bullock and his other well-known ex, Rachel McAdams, in 2011. "Two of the best girlfriends I ever had were mine. Nobody that I've encountered could compare to them." Eva Mendes, don't worry; this happened before you.

14. Edward Norton and Courtney Love

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Do you recall these two's three-year relationship? They reportedly got engaged after meeting on the set of The People v. Larry Flynt. But they didn't split ways amicably. She called him out on Twitter, saying he still owed her $300,000.

15. Brad Pitt and Christina Applegate

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Pitt played a minor role in Knots Landing, while Applegate was a major star in Married with Children. Before she abandoned him and departed with someone else after taking him to the 1989 MTV Movie Awards, they dated for a while. It's safe to assume that he made a full recovery.

16. Rihanna and Shia LeBeouf

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Shia dating Hilary Duff struck us as odd, but when we thought about Lizzie McGuire and Even Stevens, we concluded they had to date at some time. LaBeouf said that although they went out on one date in 2007, "the spark wasn't there." Even his assertion that they are still friends sounds a little strange.

17. Robert Downey Jr. and Calista Flockhart

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After he was featured on the program, he started dating one of his Ally McBeal co-stars. They were short-lived, but that was okay because he is now married to producer Susan Levin, and she is with her longtime boyfriend, Harrison Ford.

18. Janet Jackson and Matthew McConaughey

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Okay, good, good, good. According to reports, Ms. Jackson and Matty started dating in 2002 after becoming friends at the Grammys. Although they didn't stay long, Janet admitted to the affair before she started dating Jermaine Dupri.
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