22 Celebrity Duos — And One Trio — Who Used To Be Roommates

Penn Badgley was only 19 when he was Milo Ventimiglia's roommate. So, Milo would give Penn his ID when they would go out with friends. Milo would make sure Penn got into whatever club or bar they were going to, wait 15 minutes, and then try to enter using his passport.

1. Anthony Mackie and Lee Pace

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The pair roomed together as freshmen at Juilliard before joining the MCU years later. They both attended the school's drama division as part of Group 30 (1997–2001). Lee even told the Cut, “​​I would say I learned the majority of how to do my job from watching my classmates."

2. Judd Apatow and Adam Sandler

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Before they were famous, Adam and Judd shared an apartment in the Valley in Los Angeles. On 60 Minutes Overtime, Judd told Anderson Cooper that even after Adam moved to New York, he continued to pay rent because he was afraid he'd "get fired" and have to go back to LA. Judd explained, "He just left, like he was going to come back, but he just didn’t come back."

3. Lauren Graham and Connie Britton

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Connie and Lauren were in an acting class together, where they became good friends. Then, together they decided to move out to LA and give Hollywood a shot. On an episode of Watch What Happens Live, Lauren shared, "We lived in an empty house that we weren't supposed to be living in. We had no furniture, and all we ate were Rice Krispies Treats."

4. Kristen Bell and Ryan Hansen

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After buying her house, Kristen invited Ryan and his wife Amy to live with her while they looked for a place of their own. Then, the temporary living arrangement turned into two years. Ryan even shared that the house had so many people in and out. He said, "Kristen and Amy will often cook up a storm because this place is like a commune. There are constantly people in and out of Hotel Bell." Now, Ryan and Amy are still very close friends with Kristen and Dax Shepard. 

5. Stanley Tucci and Ving Rhames

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Stanley and Ving roomed together while they attended college at SUNY Purchase. Stanley was actually the one who gave Ving — whose full name is Irving Rameses — his iconic nickname. 

6. Michael Douglas and Danny DeVito

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Michael and Danny actually met in college at the University of California in Santa Barbara back in 1966 and then became roommates two years later. Michael told the Talks, "It's tough when you get into show business and try to find good friends. People are goofy about the movie business, so you end up counting on friends you knew before you were successful. It is harder to make new friends because you are a little more cautious."

7. Al Gore and Tommy Lee Jones

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The two roomed together back as freshmen at Harvard University. According to the Washington Post, "Gore competed with Jones in the telling of down-home tales, and was regarded by most of their friends as the funnier of the two."

8. Andrew Garfield, Eddie Redmayne, and Jamie Dornan

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While they were still trying to break into the biz, Andrew, Eddie, and Jamie all rented an apartment together. One of Jamie's longtime associates told the New York Post, "They ended up renting a place together and would sit around comparing all the rejections they received."

9. Riley Keough and Juno Temple

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During a Vanity Fair interview, Riley and Juno revealed that the first time they ever met was when they were moving into the apartment they shared while filming Jack & Diane. Riley said, "I think we just met in the apartment — which is crazy, to put two people in an apartment to live together who've never met."

10. David Bowie and Iggy Pop

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The pair lived together in an apartment in Berlin during the 1970s. It was there where they collaborated on Iggy's albums The Idiot and Lust for Life. Iggy has even said, "David’s friendship was the light of my life. I never met such a brilliant person. He was the best there is."

11. Milo Ventimiglia and Penn Badgley

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Back when Milo and Penn were filming The Bedford Diaries, they shared an apartment in NYC. Milo joked that because Penn was only 19 at the time, Milo would give Penn his ID when they would go out with friends. Milo said he'd make sure Penn got into whatever club or bar they were going to, wait 15 minutes, and then try to enter using his passport.

12. Raven-Symoné and Lindsay Lohan

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Raven and Lindsay first met on the set of a fashion shoot, and they got along instantly. Raven suggested that since they both weren't attending college, they could still get a "roommate experience" and live together. She also shared that Lindsay got "real busy" with work so she wasn't around much, but Lindsay kept all her clothes and shoes in the apartment and paid 14 months worth of rent.  

13. Ilana Glazer and Rachel Bloom

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Both Ilana and Rachel are graduates of NYU's class of 2009. They lived together for a year after graduating and even joined the Upright Citizens Brigade Theater.  

14. Mae Whitman and Miles Heizer

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Mae and Miles became super close while playing siblings on Parenthood, and they started living together. Back in 2014, Mae told Glamour, "He's lived with me for two years. He's pretty special. I'll kill him before I let him leave. He's the most talented musician and actor. I see him taking off — not to mention he's crazy hot, which is gross 'cause he's like my little brother. I envision wanting to live in a house next to him for my whole life and grow old down the street from him. I want our families to always be entwined."

15. James Corden and Dominic Cooper

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Dominic and James lived together in an apartment in London until James moved out and got married to his current wife, Julia Carey. Dominic shared that they only had one piece of cutlery: a spatula. Dominic said, "I remember a really depressing evening where [James] caught me — he came home and I was just eating baked beans with the spatula.”

16. Owen Wilson and Wes Anderson

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Owen and Wes actually met during their sophomore year at the University of Texas at Austin. Their apartment wasn't exactly the nicest place, and their landlord refused to fix whatever was broken. So, they came up with a plan to stage a break-in to urge the landlord to finally help them out. Owen and Wes even told the cops what happened with their landlord present, but neither believed them. Eventually, this whole endeavor served as the inspiration for Wes's first feature film, Bottle Rocket. 

17. Glen Powell and Chord Overstreet

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Glen and Chord lived together at the same time Chord was still filming Glee and Ryan Murphy was trying to cast Scream Queens. Ryan told E! that he had no idea what actor he wanted to play the part of Chad Radwell, but his co-producer, Ian Brennan, said, "I know this guy Glen Powell, who's roommates with Chord Overstreet, and I've been out with him and I've seen him do sort of improv stuff. I think he would be great." Then, Glen met with Ryan, and he got the part!

18. Jason Segel and Kevin Hart

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According to Jason, Judd Apatow made the two live together before shooting a pilot. "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," he said on Jimmy Kimmel Live. "I lived in a one-bedroom apartment. ... So, all of a sudden, Kevin Hart was living with me, and he'd be like, 'Hey man, are you making breakfast? I want some, too.'"

19. Kevin McHale and Jenna Ushkowitz

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During Glee's six-season run, Jenna and Kevin became best friends (and still are!). They became so close that they ended up sharing a house together, which also became the party spot for the cast. In Naya Rivera's book, Sorry Not Sorry, she recalled Jenna and Kevin's house as being "the Love Nest," a name that stuck after a tabloid wrote about them. They later confirmed with BuzzFeed that their house parties became a "safe place" for them and their cast-mates.  

20. Robert Downey Jr. and Kiefer Sutherland

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Robert and Kiefer stayed in an apartment together during the 1980s, back when they were both trying to get cast in movies. RDJ also happened to be dating Sarah Jessica Parker at the time and shared that Kiefer was "a shoulder to cry on" for both RDJ and SJP whenever they were having issues in their relationship. 

21. Madelaine Petsch and Lili Reinhart

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While shooting the first season of Riverdale, Lili and Madelaine lived together in Vancouver. Madelaine told Glamour that she'd met Lili once before Riverdale, but the show brought them together as best friends. Lili also shared a home in LA with her costar and bestie Camila Mendes.

22. Jensen Ackles and Ryan Seacrest

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They revealed that they used to be roommates during a 2017 episode of Live with Kelly and Ryan. Back in the day, Ryan was working on a radio show while Jensen was acting on a daytime soap opera.

23. Nikki Reed and Kristen Stewart

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Nikki and Kristen lived together while they filmed The Twilight Saga: New Moon up in Vancouver. Nikki once said that they weren't big partiers and didn't tend to go out much, but instead had Peter Facinelli (who played Carlisle Cullen) make them pasta dinners.