10 Besties In Hollywood We Never Saw Coming (And 10 Classic BFFs)

We all imagine what it would be like to hang out with our favorite celebs sometimes. Wouldn’t it be so cool to go shopping with that actress who always rocks the coolest outfits on the red carpet? Or what if you could go out for a coffee with your favorite singer and ask them all of your questions about their career? And who wouldn’t want to have a chill movie night with their favorite TV star and just talk about life for a few hours?

Yup, we’re pretty sure anyone would jump at the chance to hang out with their favorite celeb. Unfortunately, this isn’t possible for most of us. But have you ever wondered if your favorite celebs hang out with each other? We love it when we see that two of our Hollywood faves have suddenly become besties! Sometimes when you see two celebs hanging out, it makes total sense, and other times, the paparazzi photo makes you do a double take—like, “Wait, these two stars actually have something in common?” You never know who will become friends in the crazy world of Hollywood. Here are 10 unexpected Hollywood besties, and 10 who were meant to be friends!

20 Unexpected Besties: Keira Knightley And Adam Levine

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You might not think that this British actress and American pop star have much in common, but Keira Knightley and Adam Levine actually get along great, and they love working together! According to People, the two had a great experience playing love interests in the adorable musical film Begin Again. Keira said that she was super nervous to play his girlfriend—especially because she had to sing in front of him—but she said that Adam was super sweet and helpful the whole time! Adam also said that Keira was super supportive and helped him conquer all of his acting jitters.

19 Classic BFFs: Matt Damon And Ben Affleck

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Matt Damon and Ben Affleck are basically brothers. Well, not biologically, but they have stayed by each others’ sides throughout their years in Hollywood, no matter what! According to E! News, these two often refer to each other as best friends, and they are known for appearing on talk shows together and hanging out at awards shows. It makes sense that they’re so close—they began acting together as kids, so they bonded pretty much instantly. And they have stuck together ever since! Ben even helped Matt get his first agent, and they would often go for the same parts.

18 Unexpected Besties: Leonardo DiCaprio And Tobey Maguire

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Since it’s rare for Leonardo DiCaprio and Tobey Maguire to appear in films together, some people are surprised when they find out that these two are actually best friends in real life! According to PopSugar, they have been best friends for over 30 years now, ever since they met at an audition back when they were just starting out as child actors. They bonded because they were both raised by single moms in LA, and they were trying their hardest to break into Hollywood. And eventually, they got to appear in The Great Gatsby together! It must have been fate.

17 Classic BFFs: Jennifer Aniston And Courteney Cox

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Look, Jennifer Aniston and Courteney Cox played best friends on a show called Friends—of course they’re still super close off screen! This friendship was definitely meant to be. It’s so cool that they remained friends after the show ended—we love seeing how close the cast really is! According to People, they are both very down to earth, caring people, which brought them together in the midst of the crazy Hollywood scene. They are seen hanging out together all over Los Angeles these days, and they have been there for each other no matter what is in the tabloids.

16 Unexpected Besties: David Beckham And Snoop Dogg

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Whoa! David Beckham and Snoop Dogg are probably the last people you would ever expect to see hanging out—but the truth is that these two really enjoy each other’s company. According to Daily Edge, this unlikely friendship began shortly after David first moved to LA and appeared on Snoop’s reality show. And considering that David moved to LA back in 2007, it means that he’s actually been hanging out with Snoop for over a decade now. So maybe we shouldn’t be so surprised when we see photos of them together. Snoop says that David is always the first to hear his songs!

15 Classic BFFs: Selena Gomez And Cara Delevingne

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Honestly, we’re so happy that Selena and Cara are friends—both girls have been so open about their struggles with fame and mental health, but they can lean on each other for support. According to Elle, the two have been close for a while now, and Selena has even attended yacht parties with Cara. A few years ago, Elle and other news outlets even reported that Selena and Cara might be dating! However, the girls squashed this rumor. But it just goes to show how close they are. Selena says that Cara is super adventurous and fun to be around.

14 Unexpected Besties: Iggy Azalea And Demi Lovato

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Yes, Iggy Azalea and Demi Lovato have worked together on some music, but they come across as having such different personalities that we were surprised to find out how close they really are. According to The Huffington Post, Demi was one of the first people to find out when Iggy got engaged, and according to Newsweek, Demi had been opening up to Iggy about some of her recent struggles. These two have definitely faced a lot of criticism in Hollywood, and it looks like this has brought them closer together. It’s good that Demi has Iggy to lean on.

13 Classic BFFs: Sophie Turner And Maisie Williams

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It comes as no surprise that Sophie Turner and Maisie Williams are total BFFs off the set of Game of Thrones. Their characters, sisters Sansa and Arya Stark, may fight all the time on the show, but they have a close bond—and so do these actresses! According to Esquire, the girls have matching tattoos, Maisie is going to be one of Sophie’s bridesmaids when she marries Joe Jonas, and they even have a little nickname for their friendship: they call themselves “Mophie!” Honestly, we wish the show would go on just so they could keep acting side by side.

12 Unexpected Besties: Beyonce And Gwyneth Paltrow

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Yes, Beyonce and Gwyneth Paltrow are both super famous, but it seems like they come from totally different worlds: Gwyneth is an actress who’s super into wellness trends, while Beyonce is as much of an activist as she is an artist. But according to E! News, the two actually met at a benefit party in New York back in the early 2000s, and Gwyneth said they hit it off instantly. They would hang out at their husbands’ concerts, and even when Gwyneth and Chris Martin of Coldplay split, it did not affect their friendship—their kids are even friends now!

11 Classic BFFs: Amy Schumer And Jennifer Lawrence

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It’s easy to see why Jennifer Lawrence and Amy Schumer would hit it off—these two women are both laid back and love to laugh and have fun. According to Elle, J-Law was even at Amy’s wedding and gave a funny toast! The two also say that they have written a screenplay for a comedy film together, and now they are just seeking out a director to work with. They have taken vacations together, they walk their dogs together, and now, they are making a film together! We can’t wait to see it in theaters—it’s sure to be hilarious.

10 Unexpected Besties: Zach Braff And Harry Styles

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Could you ever imagine Zach Braff and Harry Styles hanging out? Well, it may seem unbelievable, but its happened plenty of times! Zach and Harry actually really hit it off a couple years ago. According to Mirror, the two have quite a “bromance,” and they do everything together! The friendship began when Harry followed Zach on Twitter, and they began tweeting back and forth and joking about hanging out. Eventually, they decided to just go ahead and make plans, and their friendship just took off. Harry says that they just “get” each other—we’ll have to take his word for it!

9 Classic BFFs: Miley Cyrus And Kelly Osbourne

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Miley Cyrus and Kelly Osbourne have so much in common. From growing up in front of the spotlight to their wild clothing choices, they are just two peas in a pod. According to PopSugar, they hit it off when they worked together on the straight-to-DVD film So Undercover, which was about a sorority. Ever since then, the two have remained close, and they can often be spotted posing for photos together at awards ceremonies. Kelly says that no matter what people say about Miley, she loves her because she’s never afraid to stand up for what she believes in.

8 Unexpected Besties: Taylor Swift And Lena Dunham

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When we found out that Taylor Swift and Lena Dunham actually hang out together, we were a little shocked—after all, Taylor usually tries to keep things more wholesome (up until the release of Reputation, that is), while Lena is known for stirring up controversy wherever she goes! But according to Refinery 29, Lena says that Taylor actually has a nerdy streak behind the scenes—one that fans don’t always get to see! She also says Taylor is a total “goddess.” Well, it looks like Lena is just as big of a T-Swift fan as the rest of us!

7 Classic BFFs: Reese Witherspoon And Mindy Kaling

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Mindy Kaling and Reese Witherspoon recently worked together on the film A Wrinkle in Time, and it is so cool to see that they totally bonded during the making of the movie! According to Hello Giggles, Reese and Mindy still hang out all the time, and Reese has also talked about how much Mindy has taught her over the course of their friendship. These two women are both so strong and successful, and here’s the cutest thing—Reese even has an adorable nickname for Mindy! She jokingly refers to Mindy as “Min Diesel.” We bet Vin Diesel would be flattered!

6 Unexpected Besties: Serena Williams And Kim Kardashian

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Okay, we have to admit that we had no idea that Serena Williams and Kim Kardashian actually hung out together. In fact, we would never have guessed they were friends! But according to People, Kim was actually at Serena’s wedding! And Kim has had nothing but nice things to say about Serena’s husband, Alexis Ohanian. She even called Alexis Serena’s “prince” and said that Serena has been all smiles and happiness ever since the two met. Awww, that’s so sweet! It’s cool that Kim and Serena are so close, even though it doesn’t seem like they have much in common at first.

5 Classic BFFs: Tina Fey And Amy Poehler

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Is there a pair of Hollywood BFFs more perfect than Tina Fey and Amy Poehler? Sorry, but we’re going to have to go with “No.” These two funny women were simply meant to be friends. According to USA Today, Tiny and Amy have been best friends for over 20 years now. They met back in Chicago in 1993, when they were both improv comedians just trying to make their way into the big leagues. Eventually, they both moved to New York to appear on Saturday Night Live, and the rest is history—they haven’t left each others’ sides ever since!

4 Unexpected Besties: Benedict Cumberbatch And Lupita Nyong’o

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Who would have ever expected to see Benedict Cumberbatch and Lupita Nyong’o hanging out together? Well, apparently they actually get along really well, and the two accomplished actors have nothing but nice things to say about each other! According to Daily Mail, Benedict and Lupita appeared together in the film 12 Years a Slave, and ever since then, they can be spotted catching up and hanging out at every awards show. They are both super talented, and they are very supportive of each other: Benedict even shed a tear when Lupita made her Oscar speech after winning Best Supporting Actress!

3 Classic BFFs: Drew Barrymore And Cameron Diaz

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It makes total sense that Drew Barrymore and Cameron Diaz are close friends. These two leading ladies have been acting for decades, and they know the world of Hollywood inside and out. According to People, they became friends 18 years ago while filming Charlie’s Angels, and ever since then, they have remained close! They still hang out all the time, and Drew has so many nice things to say about Cameron. She says that Cameron is the nicest person to hang out with for a movie night in, and she also says that you can always depend on her in an emergency.

2 Unexpected Besties: Rihanna And Aaron Paul

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Rihanna and Aaron Paul, close friends? Seriously? You might be thinking, “What! No way!” But it’s true—these two stars totally hit it off! According to Billboard, it all started when Rihanna started watching Breaking Bad and became a huge fan of Aaron. She ended up running into him at an awards show and flipping out because she was so excited to meet him! We would totally react the same way. After that, they started to bump into each other everywhere. The coolest part of being famous seems like it must be meeting your favorite stars and becoming their friend!

1 Classic BFFs: Kendall Jenner And Gigi Hadid

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Kendall Jenner and Gigi Hadid might just be the coolest pair of BFFs on the planet. It makes sense that they’re besties—they are two of the most famous models on the planet. According to Elle, they recently celebrated Gigi’s 23rd birthday together, complete with a fancy gold cake. The two of them seem to do everything together, from strutting down the runway to shopping to going out in Los Angeles. In such a competitive industry, it’s important to have close friends that you can trust with anything, and it seems like Gigi and Kendall have found that with each other.

References: people.com, eonline.com, popsugar.com, dailyedge.ie, elle.com, thehuffingtonpost.com, newsweek.com, esquire.com, mirror.co.uk, refinery29.com, hellogiggles.com, usatoday.com, dailymail.co.uk, billboard.com

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