Skip To Content

    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

    2. Judd Apatow and Adam Sandler

    Closeup of Adam Sandler and Judd Apatow

    3. Lauren Graham and Connie Britton

    4. Kristen Bell and Ryan Hansen

    Closeup of Kristen Bell and Ryan Hansen

    5. Stanley Tucci and Ving Rhames

    6. Michael Douglas and Danny DeVito

    Closeup of Michael Douglas giving Danny DeVito a kiss on the head

    7. Al Gore and Tommy Lee Jones

    Closeup of Tommy Lee Jones and Al Gore

    8. Andrew Garfield, Eddie Redmayne, and Jamie Dornan

    Side-by-side of Andrew Garfield and Eddie Redmayne, and Jamie Dornan and Eddie Redmayne

    9. Riley Keough and Juno Temple

    Closeup of Juno Temple and Riley Keough

    10. David Bowie and Iggy Pop

    Closeup of Iggy Pop and David Bowie

    11. Milo Ventimiglia and Penn Badgley

    12. Raven-Symoné and Lindsay Lohan

    Closeup of Raven-Symoné and Lindsay Lohan

    13. Ilana Glazer and Rachel Bloom

    14. Mae Whitman and Miles Heizer

    Closeup of Mae Whitman and Miles Heizer

    15. James Corden and Dominic Cooper

    Closeup of Dominic Cooper and James Corden

    16. Owen Wilson and Wes Anderson

    Closeup of Owen Wilson and Wes Anderson

    17. Glen Powell and Chord Overstreet

    Closeup of Glen Powell and Chord Overstreet

    18. Jason Segel and Kevin Hart

    19. Kevin McHale and Jenna Ushkowitz

    Closeup of Kevin McHale and Jenna Ushkowitz

    20. Robert Downey Jr. and Kiefer Sutherland

    21. Madelaine Petsch and Lili Reinhart

    Madelaine Petsch and Lili Reinhart

    22. Jensen Ackles and Ryan Seacrest

    23. Nikki Reed and Kristen Stewart

    Closeup of Nikki Reed and Kristen Stewart