Our favorite Hollywood BFFs

Michelle Williams and Busy Philipps

After meeting on the set of Dawson's Creek in 2001, Philipps and Williams became the best of friends. In the years since, Williams guest-starred on Philipps' sitcom Cougar Town and they've been each other's regular red carpet dates. In 2016, Williams told PEOPLE, "She's proof that the love of your life does not have to be a man! That's the love of my life right there."

Drew Barrymore and Cameron Diaz

These Charlie's Angels costars were friends before they were angels, but have been closer than ever since hanging up their wings. Barrymore has said that Diaz, who was a bridesmaid in her 2012 wedding, would be her one phone call should she ever end up in jail. "Not that any of us are going to jail anytime soon," Barrymore told PEOPLE in 2016. "But 100 percent. She would, like, get in there and get you out." In 2022, the pair had a candid conversation about Barrymore's dating life on her talk show, showing us how much they've been there for each other.

Matt Damon and Ben Affleck

Matt Damon and Ben Affleck were friends well before they made the A-list. Though each of them picked up a few credits on their own at the beginning of their careers, the duo really burst onto the scene together in 1997 when they co-wrote and costarred in Good Will Hunting, for which they won the Oscar for Best Original Screenplay. Even now, their legendary bromance is integral to each of their celebrity images (and has played into Damon's ongoing faux feud with Jimmy Kimmel). For Affleck's 2022 EW cover story, he was interviewed by Damon as they went down memory lane — all the way down to discussing their first feature film together.

Victor Garber and Jennifer Garner

Not even Matt Damon scored an invite to Jennifer Garner and Ben Affleck's intimate 2005 wedding; Garner's Alias dad Victor Garber and his husband Rainer Andreesen were the only guests — and Garber officiated. Later that year, Garner asked Garber to be godfather to the then couple's first child, Violet.

Angela Kinsey and Jenna Fischer

Jenna Fischer and Angela Kinsey forged the best friendship over the course of nine years on The Office together, and have remained close even after departing Dunder Mifflin. In the years since the sitcom's 2013 finale, the best pals have made frequent appearances on each other's Instagrams in Office throwback posts, on a moon bounce, supporting each other's new projects, in bathroom mirror selfies, and at Kinsey's 2016 wedding, where Fischer gave a toast. On May 17, 2022, the two released a book together titled The Office BFFs: Tales of the Office From Two Best Friends Who Were There, which offers an intimate look behind the scenes of the show and a celebration of their years-long friendship.

Amy Schumer and Jennifer Lawrence

The bestie love story between J.Law and Amy Schumer blossomed quickly, but has held strong since they first started hanging out in 2015. The pair has gone on vacation together, danced on Billy Joel's piano together, and written a script together (in which they even plan to costar together). They've spoken about the hilariously rude messages they like to send each other, and in 2018, Lawrence attended Schumer's surprise wedding.

The cast of The Sisterhood of the Traveling Pants

As the saying goes: The sisterhood that wears pants together stays together. Alexis Bledel, America Ferrera, Blake Lively, and Amber Tamblyn have been tighter than your favorite pair of jeans ever since they first played Lena, Carmen, Bridget, and Tibby in 2005. The quartet frequently reunites and all were in attendance for Lively's, Ferrera's, and Tamblyn's weddings (with Lively planning the bachelorette parties for the latter two).

Beyoncé and Gwyneth Paltrow

It takes one aspirational-lifestyle goddess to hang with another, and this pop queen and Oscar winner (as well as Paltrow's ex Chris Martin and Beyoncé's husband Jay-Z) have been friends for years. They've stayed in each other's houses and attended each other's concerts, and Paltrow introduced her "beautiful friend" Bey before her performance at the 2015 Grammys. So, no, Gwyneth didn't bite Beyoncé.

Leonardo DiCaprio and Tobey Maguire

Leonardo DiCaprio and Tobey Maguire met on the L.A. audition circuit as child actors in the '80s and early-'90s, and were principal members of the infamous "P---y Posse" (which also included Harmony Korine, Lukas Haas, and Kevin Connolly, among others), immortalized in Nancy Jo Sales' 1998 New York Magazine article "Leo, Prince of the City," as young adults.

Now, almost two decades since the publication of that legendary piece, the old pals (and Great Gatsby costars) are still close and have been spotted hanging out over the years.

Leonardo DiCaprio and Kate Winslet

Nothing can sink this duo's love for each other. Following their star-marking turns in Titanic (1997), the pair of Oscar winners have never let go of their friendship, and reteamed over 10 years later to star in Revolutionary Road (2008) together. "He's my friend, my really close friend. We're bonded for life," Winslet told The Guardian in 2021.

Vanessa Hudgens and Ashley Tisdale

High School Musical really was the start of something new — the best friendship of its stars Vanessa Hudgens and Ashley Tisdale, that is. The pair appeared in the beloved Disney Channel Original Movie in 2006 as the science nerd Gabriella and the theater diva Sharpay, and have been besties ever since. In addition to being frequent guests on each other's Instagram feeds, Hudgens was a bridesmaid in Tisdale's 2014 wedding and they attended Sarah Hyland's bridal shower together in 2022.

Selena Gomez and Taylor Swift

Taylor Swift's many friendships always inspire a lot of speculation. But while the status of her relationship with Karlie Kloss has been in question, Swift and her ride-or-die, Gomez — who appeared in Swift's "Bad Blood" music video in 2015 — are doing just fine. Swift has confirmed the strength of their friendship in subtle but pointed ways, including Selena on her T-shirt marked with her friends' names in the "Look What You Made Me Do" video and posting a casual Instagram of her cat in her home that just happened to catch a framed photo of the two besties hugging. However, Gomez has demonstrated their unbreakable bond, too, celebrating her 30th birthday with Swift and telling Rolling Stone that she is her "only friend in the industry." Squads may come and go, but Taylor and Selena are forever.

Jennifer Aniston, Courteney Cox and Lisa Kudrow

Long after Friends ended its run, these three will still be there for each other. Both Cox and Kudrow were invited to Aniston's 2015 nuptials to Justin Theroux (where Cox was maid of honor), and the trio of funny ladies have been spotted having dinners together in L.A., and have said that they keep in touch on a text chain. The three joined their costars — Matthew Perry, Matt LeBlanc, and David Schwimmer — for HBO Max's Friends reunion, which was an emotional rollercoaster that Aniston needed to take a break from.

Jimmy Fallon and Justin Timberlake

Jimmy Fallon and Justin Timberlake first met backstage at the 2002 MTV Video Music Awards, where Fallon was hosting and Timberlake was performing. They went on to appear in various SNL sketches together before Fallon began hosting Late Night, where the duo's "History of Rap" sketches went viral. When Fallon was named one of TIME's most influential people in 2013, Timberlake wrote the essay for the magazine; when Timberlake played the Super Bowl halftime show in 2018, Fallon introduced him. The best friends will seemingly never stop showing up for each other.

Nicole Kidman and Naomi Watts

Naomi Watts and Nicole Kidman went to the same girls' high school in Australia, but didn't become friends until they worked together on the 1991 Australian coming-of-age film Flirting. In the decades since, the stars have accompanied each other on red carpets, presented each other with awards, and gone on the record multiple times about their longtime friendship.

Brad Pitt and George Clooney

It turns out these two stars have more in common than just being A-list heartthrobs. Namely: pranking. But even when they aren't pulling secret gags on their costars (or on each other), the Ocean's Eleven (2001) and Burn After Reading (2008) collaborators, who compliment each other and are set to costar in another movie together, have a strong longtime friendship.

Salma Hayek and Penélope Cruz

Salma Hayek and Penélope Cruz were friends long before they costarred in 2006's Bandidas, on the set of which they nicknamed each other huevos. "We didn't have children yet, so we used to sleep much more than now. So it was a way to call each other lazy," Cruz recalled to Allure. "We [slept] in the same bed so many times, and it was like she was always trying to wake me up and call me huevos." The pair has presented at the Oscars together in 2005, posted sweet photos together on their Instagrams, and each of them has gone on the record multiple times talking about their longtime friendship.

Tina Fey and Amy Poehler

Tina Fey and Amy Poehler met in the '90s while taking classes at Chicago's ImprovOlympic theater. In 2001, Poehler joined Saturday Night Live, where Fey had been a writer since 1997. Both actresses appeared in 2004's Mean Girls, written by Fey, and they brought their authentic chemistry to star together in 2008's Baby Mama and 2015's Sisters.

Their turns at the Golden Globes podium — they cohosted the ceremony for three consecutive years, from 2013 to 2015 — have had fans clamoring for them to share another awards show stage ever since.

Donald Faison and Zach Braff

The legendary bromance of J.D. and Turk lasted long beyond Scrubs. They regularly goof around at industry events together and make jokes at (and about) each other on social media, and Braff served as best man in Faison's 2012 wedding to CaCee Cobb. Together, the two started a podcast series titled Fake Doctors, Real Friends in 2020 and costarred in several 2022 T-Mobile commercials.

Michael Fassbender and James McAvoy

Step aside, Patrick Stewart and Ian McKellen — there are some new X-Men here to claim your adorable-BFF throne, and they're called McFassy. Every X-Men press tour brought a new series of hilarious on-camera interviews with the pair, who couldn't seem to keep a straight face, nor stop the bromantic banter.

Kate Hudson and Liv Tyler

Kate Hudson and Liv Tyler have known each other since childhood, thanks to their famous parents — they also attended high school together at Los Angeles' Crossroads School for Arts & Sciences. They appeared together in 2000's Dr. T & the Women, and both can be found from time to time on each other's Instagrams.

Alexander Skarsgård and Jack McBrayer

They may seem like an odd couple, but Alexander Skarsgård and Jack McBrayer have been best friends for years, photographed together as long ago as a True Blood afterparty in 2012. As Skarsgård made the rounds on the 2017–18 awards circuit, celebrated for his turn in Big Little Lies, McBrayer was his date at both the Emmys and the SAG Awards, where they posed for a series of goofy BFF pics. Back in 2015, they appeared in a Funny or Die series about the two of them going on an Arctic adventure.

Chris Martin and Simon Pegg

The Coldplay frontman and the Cornetto trilogy funnyman have been best pals for years, and Martin is godfather to Pegg's daughter, Matilda, while Pegg is godfather to Martin and Gwyneth Paltrow's daughter, Apple.

Sting and Madonna

Sting and his wife, Trudie Styler, introduced Madonna to the pop star's now ex-husband, Guy Ritchie, in 1999, and Sting is godfather to the Queen of Pop's son, Rocco Ritchie.