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Adam Sandler and Judd Apatow, Ryan Gosling and Justin Timberlake: Celebrities who were former roommates

During their early career-establishing years, many current A-listers took the opportunity to live together as roommates. Celebs including Brad Pitt and Adam Sandler all had roommates.

Before reaching A-list status in Hollywood, some celebrities were once roommates in the early years of their careers. 

Many celebrity roommates, such as Dianna Agron and Lea Michele, met and lived together because they starred in the same show. In this case, Agron and Michele were both actors of "Glee," and decided to room together while filming. 

Other Hollywood elites, like Brad Pitt and Jason Priestley, were aspiring actors on the hunt for their big break. This pair decided living together could cut expenses as they worked to make it on the big screens.

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Here is a list of celebrities who lived together for a time in the early stages of their careers while working within the entertainment industry.

Before Adam Sandler joined "Saturday Night Live," he was the roommate of Hollywood director and producer Judd Apatow. 

During a 2012 episode of "60 Minutes Overtime," the two spoke about their time together as roommates while they were both up-and-coming comedians. Apatow explained that their days under one roof came to an end when Sandler packed up his things and headed to New York City for "Saturday Night Live." 

Sandler continued to pay rent at the place he shared with Apatow in the event he was fired from 'SNL.' However, Apatow said that Sandler never came back. 

By 2009, Sandler had a number of successful comedies like "Billy Madison," "Happy Gilmore" and "The Waterboy" under his belt. In the summer of that year, Sandler starred in Apatow's film "Funny People." 

Ryan Gosling and Justin Timberlake go way back. 

Before Gosling starred as Ken in the 2023 summer blockbuster "Barbie" and prior to Justin Timberlake becoming a Grammy-winning artist, they both were part of the children’s series "Mickey Mouse Club." 

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While Gosling was on the show, his mom had to go back to work in Canada, so Gosling moved in with Timberlake and his mom in order to continue with the program.  

"[Gosling's] mother had to keep her job in Canada the second year that we were on the television show and my mom was his guardian for, like, six months," Timberlake explained while on "The Ellen Show" in 2011. "So we actually lived together when we were that age. So, we were probably a little closer than the rest of the kids that were on the show just because we had to share a bathroom."

Brad Pitt and Jason Priestley were roommates in Los Angeles at the beginning of their careers. Priestley talked about living with Pitt in his 2014 book "Jason Priestley: A Memoir."

"We lived on Ramen noodles and generic beer — the kind that came in white cans labeled 'beer' — and Marlboro Light cigarettes," he wrote. "We were broke."

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In an interview 10 years later, Priestley uncovered even more details about living with the Oscar-winning actor.

"Brad wasn’t as bad as my other roommate, who was an absolute disaster," he shared during an appearance on "Live With Kelly and Mark" in January. "We used to play this game, all of us, to see who could go the longest without showering."

The "American Pie" co-stars were platonic roommates for a time in the early 2000s for a year or two. 

"I wasn’t the love of his life," Jennifer Coolidge jokingly said during an interview with British GQ in 2023.

"He had girlfriends," the "White Lotus" star said. "My bedroom was across the hallway from his."

It comes as no surprise that Matt Damon and Ben Affleck were once roommates. 

The Hollywood duo are a favorite of many fans, having worked together on a number of successful projects. Their most famous, of course, is "Good Will Hunting," the 1997 Oscar-winning movie Damon and Affleck wrote and starred in together. 

Sometimes, living with a good friend doesn’t go quite as planned, though. In a 2023 interview, Affleck shed light on what it was like having Damon as a roommate.

"Matt's never paid a bill to this day, that I know of. We're like, 'Why are the lights not working?,' and that's because the utility company needs money to continue to fund our electricity," Affleck joked during an appearance on "The Late Late Show with James Corden." 

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"Matt's a beautiful guy. I love him. He's my best friend. He's been great to me my whole life. He's a brilliant guy. I would not suggest living with him," Affleck went on to say. Affleck noted that Damon’s ability to "block things out," specifically in terms of cleaning, is one contributor that made him a difficult roommate to have.

Even though Damon and Affleck did not work out as roommates, their friendship was maintained through those years living under the same roof. 

"How I Met Your Mother" actor Jason Segel ended up living with comedian Kevin Hart on a recommendation from Apatow. 

Segel, Hart and many other now famous faces were part of a TV pilot, and for just a few short months, Hart and Segel became roommates. Apatow thought that their living together would be good for the show.   

"None of us had really had that much success yet, and Judd Apatow, in a weird move, made Kevin Hart live with me for, like, six months," Segel recalled on "Jimmy Kimmel Live" in a 2022 interview. "I just lived in a one-bedroom apartment ... So, all of a sudden, Kevin Hart was just living with me, and he'd be, like, ‘Hey man, are you making breakfast? I’d like some, too.'"

While both were part of different Disney projects, Raven-Symoné and Lindsay Lohan lived together — sort of. 

Even though Lohan paid rent and technically lived in the apartment, she didn’t spend much time there. 

"She paid rent, and she was there probably three times," Symoné told Us Weekly about her former roommate in 2008.

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While Chace Crawford and Ed Westwick were playing best friends Nate Archibald and Chuck Bass on "Gossip Girl," they were simultaneously real-life roommates.

The two lived together when they began filming the popular New York City-based drama.

Even though Dianna Agron and Lea Michele played enemies on "Glee," off-screen they were actually quite close. 

While they were working on a show, the two lived together. 

The cast of Netflix's "Outer Banks" has proven to be a tight-knit group, often posting together on social media. 

During the first season of the show specifically, a large majority of the core cast lived in very close proximity. Chase Stokes and Rudy Pankow, in fact, actually lived together. 

"Rudy and I were roommates. [Jonathan Daviss] lived down the hall. Maddie [Cline] was a floor below us. Austin [North] was three doors down," Stokes revealed during an interview with Refinery 29 in 2020. "In our house, we had this giant beanbag chair, and whether it was UFC fights or jamming out to music, or going to the beach, there was so much to do. … It was a constant party, hanging out with each other. You never knew who was going to be asleep in the living room in the morning." 

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