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10 Celebrity Roommates Who Lived Together Before Hitting It Big

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Jason Merritt (2) / Frederick M. Brown, Getty Images

It’s hard to imagine A-listers having roommates because, well, they’re loaded. But when even the biggest stars on the planet were first starting out, they needed to split the rent and utilities — and they had other future celebs to help.

Some of these cohabitations aren’t too surprising, but others will leave you scratching your head and asking, “Them? Really? Why?” Take a gander at these pairings of pre-fame celeb roommates … and silently curse your own for clogging the sink drain with hair you can’t make a mint off of on eBay.

Matt Damon + Ben Affleck

Matt Damon and Ben Affleck have been through it all together since they were kids in Boston, so of course they shared a space! And it turns out, they shared it with even more people while they wrote ‘Good Will Hunting.’ “We rented this house on the beach in Venice and 800 people came and stayed with us and got drunk,” Affleck revealed. “Then we ran out of money and had to get an apartment.”

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Kevin Winter, Getty Images

Ryan Gosling + Justin Timberlake

Human perfection Ryan Gosling and Southern gentleman Justin Timberlake roomed together because, well, the universe wants our hearts and loins to explode. Timberlake quipped of their ‘Mickey Mouse Club’ tenure, “We lived together. We were 11, so we were partners in crime for a short amount of time.” He added, “Aw, man, we were crazy. We like, skipped tutoring. Going to the park, to the ‘Honey I Shrunk The Kids’ set,” he laughed. “We’d have milkshakes. Oh, man, we were so gangster.”

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Frazer Harrison / Kevin Winter, Getty Images

Demi Lovato + Selena Gomez

When Demi Lovato and Selena Gomez first moved to Los Angeles to pursue acting and music, the two Texas natives had slumber parties pretty much every night. Gomez explained, ”We didn’t have that much money coming out here, so we were living together to share expenses. There were seven of us girls living in one loft, including sisters and moms and everything. It was really interesting.”

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Christopher Polk, Getty Images

Michael Douglas + Danny DeVito

When Michael Douglas and Danny DeVito first got into acting in the ’60s, they shared an apartment in New York City on W. 89th Street, and they loved it. ”Michael did the laundry,” DeVito said of their time together. Douglas joked, ”Did he tell you I was a slob? … Danny was sloppy. No, really, he was a great roommate,” Douglas said. “It was a magical time. We were getting paid to act!”

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Francois Durand / Frederick M. Brown, Getty Images

Jeremy Piven + John Cusack

‘Entourage’ star Jeremy Piven and John Cusack grew up together in Evanston, Ill., then shared a Chicago-area apartment together. But don’t think for a second that they’re besties now. Hinting at a falling out, when asked how the ‘Say Anything’ star handled his fame, Piven griped, ”No comment. I mean, you could fill in the blank, I bet.”

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Pascal Le Segretain / Frederick M. Brown, Getty Images

Jude Law + Ewan McGregor

Jude Law and Ewan McGregor lived together for about three years before they became stars. They also worked together, forming Natural Nylon Productions with Law’s now-ex-wife, Sadie Frost, as well as other actors, including ‘Elementary’ star Jonny Lee Miller.

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Jonathan Leibson / Jason Merritt, Getty Images

Kiefer Sutherland + Robert Downey, Jr.

Kiefer Sutherland and Robert Downey, Jr. have more than action stardom in common. They also shared a Los Angeles pad for three years before they made it big and were able to pay rent solo.

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Imeh Akpanudosen / Jason Merritt, Getty Images

Raven-Symone + Lindsay Lohan

Raven-Symone revealed that while erstwhile roommate Lindsay Lohan paid her bills on time (must have been long ago), she was rarely home in the apartment they shared. “She paid rent, and she was there probably three times,” Symone told Us Weekly. “She had her clothes in the apartment we were supposed to live in together.”

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Theo Wargo / Jason Merritt, Getty Images

Justin Long + Jonah Hill

Justin Long roomed with Jonah Hill when they first moved to the Golden Coast, but not for long … because Hill was way too messy. “We’re still great friends but it got to be like an old married couple,” Long revealed in 2009. “We fought over recycling. He would recycle everything. I would find banana peels and shards of glass in the recycling bin. We started getting in little fights like that, he left the bathroom door open, didn’t clean up after himself,” Long explained. “Little things like that. It was time for a separation.”

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Frazer Harrison, Getty Images

Judd Apatow + Adam Sandler

When Adam Sandler and Judd Apatow were just two unknown comics trying to make it at the Hollywood Improv, they shared a home … and Sandler may have overshared that home and some of himself. When asked what it was like living with the ‘Big Daddy’ star, Apatow cracked that Sandler was like ”the comfortable naked guy at the gym.”

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Kevin Winter, Getty Images

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