#20. Adam Sandler & Judd Apatow
Years before his first appearance on _Saturday Night Live_, Adam Sandler lived in a small flat in LA with his friend, Judd Apatow. Back then, little did they know they would become two of the greatest comedy icons in Hollywood, Sandler as an actor and Apatow as a director.
Not only did these two live together, but they worked together too. Sandler played a minor role in Apatow’s mini-series _Undeclared _and then again in the comedy film _Funny People_. After moving to New York, Sandler continued paying his half of the rent, I guess just out of fear of being fired!
#19. Ryan Gosling & Justin Timberlake
Yeah, I know. Living with actors and heartthrobs Ryan Gosling and Justin Timberlake has probably been the unfulfilled dream of millions of girls and boys. These actors’ friendship goes way back in time. Can you guess when they first met?
Gosling and Timberlake started off as Disney stars at the age of 11\. Since Gosling’s mother lived in Canada, he lived with Timberlake’s family for a few years, so they basically grew up in the same house. Little did they know that they would grow up to be an international pop and hip hop star and an Oscar-nominated actor, respectively.
#18. Al Gore & Tommy Lee Jones
Al Gore and Tommy Lee Jones? Say what??? Yeah, that’s right, the former presidential candidate and the Hollywood actor met each other at Harvard University, and they shared a dorm. Crazy, right?
Do you know what’s even crazier? TV actor John Lithgow lived with them for a few months too. The two kept in touch ever since then, and the actor publicly endorsed his candidacy and served as a spokesperson for his campaign in 2000\. They also co-wrote a movie together. Wow!
#17. Jonah Hill & Justin Long
Did you know that Jonah Hill and Justin Long lived together? Not only were they roommates, but also co-workers, as they both starred in the comedy TV show _The Accepted_. Basically, they saw each other all day!
This is probably the reason why they fought so often. In an interview, Long confessed that what annoyed him the most about Hill was that he would always insist on recycling everything. They would also fight about other trivialities, such as who had left the bathroom door open or cleaned up the kitchen.
#16. Michael Douglas & Danny DeVito
Hollywood legends Danny DeVito and Michael Douglas have been great friends before reaching stardom, and they lived together when they first moved to New York City. But unlike Long and Hill, these two got along great, and Douglas described his former roommate as a neat and tidy person.
Apart from living together, they worked together in what became one of the greatest movies of all time, the Academy-winner _One Flew Over the Cuckoo’s Nest_. While DeVito played the role of Martini, Douglas worked as a producer.
#15. Owen Wilson & Wes Anderson
Having Owen Wilson and Wes Anderson as roommates must be like living in a sitcom every day of your life. While Wilson is one of the goofiest and funniest actors out there, Anderson has directed some of the funniest films ever made.
It turns out they shared a dorm at the University of Texas, and they grew fond of each other, so much so that Anderson chose to cast him in his first film, _Bottle Rocket_. Wilson starred in two other of Anderson’s films: _The Royal Tenenbaums_ and _Rushmore_.
#14. Conan O'Brien & Jeff Garlin
Conan O’Brien and Jeff Garlin are two of the greatest comedians of these past decades, and it happens to be that they lived together in Chicago just a few yards from Wigley Field.
O’Brien once said that he would practice his impressions and sketches in front of Garlin, and they both gave each other advice on how to work on their acting skills. Today, you probably know Garlin from his role in the comedy series _Curb Your Enthusiasm_ and you’ve probably seen O’Brien in some of the many late-night talk shows he’s hosted.
#13. Jude Law & Ewan McGregor
Before hitting it off in the movie biz, English actor Jude Law and Scottish actor Ewan McGregor lived together back in their college years. Imagine living with these two heartthrobs? I wouldn’t mind at all!
They also co-founded their own production company, Natural Nylon. The first feature-length film they produced was _Xistenz,_ directed by David Cronenberg, but the most famous one was _Sky Captain and the World of Tomorrow_.
#12. Kiefer Sutherland & Robert Downey Jr.
Decades before becoming _Iron Man_, Hollywood icon Robert Downey Jr. lived together with British actor Kiefer Sutherland. They were roommates back in the days in which Downey Jr. dates Sarah Jessica Parker.
They also starred in a film together, though you’ve probably never heard about it: I’m talking about the 1988 drama film _1969_. Even though they both have tight schedules, they still try to catch up every now and then.
#11. Holly Hunter & Frances McDormand
The Academy Award-winning actresses Holly Hunter and Frances McDormand first met through their boyfriends of the time, but they kept in touch after breaking up. They became close friends and even moved in together.
A few years later, while living in LA, Hunter set McDormand up with the famous director Joel Cohen, and guess what? They ended up getting married and having a kid together!
#10. Ben Affleck & Matt Damon
Matt Damon and Ben Affleck are one of Hollywood’s most famous bromances, as the two have been friends since their childhood days, and they’ve even lived together in their early 20s.
To be precise, the actors lived together while writing the screenplay for _Good Will Hunting_, which they also starred in. They had lots of fun living together… maybe too much fun. “_We rented a house on a beach in Venice, and 800 people came and stayed with us and got drunk. Then we ran out of money and had to get an apartment_“Affleck confessed.
#9. Connie Britton & Lauren Graham
Before becoming famous TV moms, _Gilmore Girls_ star Lauren Graham and _Nashville_ actress Connie Britton met in an acting class. A round of applause for that teacher, please!
They hit it off real quick, and several months later, they decided to move in together, sharing a flat in LA. Even though this happened a couple of decades ago, the two girls still keep in touch.
#8. John Cusack & Jeremy Piven
While actor and screenwriter John Cusack was born and raised in Chicago, actor Jeremy Piven was born in New York but grew up mostly in Evanston, a town a few miles from Chicago. The two met in Evanston when they were just teenagers.
The two have also co-starred in several films, including _Serendipity _and _Runaway Jury_. Also, when Piven opened up a theater workshop, Cusack took some classes there. Sadly, they’ve lost touch over the years.
#7. Dustin Hoffman & Robert Duvall
Before they became the Academy Award-winning legends today, Dustin Hoffman and Robert Duvall shared a small flat in New York City. However, Duvall was not the first actor Hoffman lived with.
A year before, Hoffman lived for a few months with Gene Hackman. They met each other while working at the Pasadena Playhouse and hit it off. They both moved to New York, and Duffman stayed at Hackman’s apartment until he found a place of his own.
#6. Raven Symone & Lindsay Lohan
I don’t know why, but I just can’t picture Lindsay Lohan and Raven Symone living together! They were roommates for 14 months, but they had such a busy schedule that they barely saw each other’s faces.
Raven confessed that they once got in an argument because Lohan would keep leaving her clothes scattered on the floor. However, they still get along, and Raven stuck up for her friend when Jennifer Lawrence made fun of her on Twitter.
#5. Lea Michele & Dianna Agron
TV actresses Dianna Agron and Lea Michele co-starred in the comedy-musical show _Glee,_, but while their characters had a troubled relationship, they’re great friends in real life.
In fact, they moved in together after the pilot was filmed. Before that, Agron lived with 3 friends, but her house was too far from work, and she was busy all day. That’s when Michele stepped up and offered to host her. _“If it’s okay with them and if it’s okay with you, move in_, “she said.
#4. Robin Williams & Christopher Reeve
Comedy legend Robin Williams and _Superman _ actor Christopher Reeve's friendship goes way back. They met in the early 70s at the Julliard School in NYC, where they shared a dorm.
In 1995, Reeves was left quadriplegic after a horseback-riding accident, but this setback only made their friendship stronger. Williams became a member of the Christopher Reeves Paralysis Foundation, and he paid for the hospital bills which Reeve’s insurance refused to cover.
#3. Tom Cruise & Rob Lowe
Did you know that the _Parks & Recreation_ star Rob Low shared a hotel room with _Mission Impossible_ star Tom Cruise? I know what you’re thinking… how did that ever happen?
When they were only teenagers, both were cast in the crime-drama film _The_ Outsiders, and they lived in a hotel during the film's shooting. In an interview, Lowe described his former roommate as “_open, friendly, and funny_. “
#2. Kristen Stewart & Nikki Reed
American actresses Kristen Stewart and Nikki Reed co-starred in the fantasy-romance film _Twilight_, and guess what? They became great friends ever since they met on the set of _New Moon_!
However, Reed once said in an interview that even though they were roommates, they weren’t really _that_ close. They did get along well, though, and they would usually have group dinners with the rest of the cast.
#1. Chace Crawford & Ed Westwick
Chace Crawford or Ed Westwick, who’s cuter? Hard to answer! These two actors and heartthrobs met on the set of _Gossip Girls_, and they ended up living together during the shooting of the show’s first season. But why?
While _Gossip Girl_ proved to be one of the greatest and highest-grossing teen dramas of this century, initially, many people had their doubts whether the show would hit it off, even the actors themselves! Since they feared that the show would be canceled, they moved together to share costs and save some money.