Celebrities Who Were Once Roommates
Laura Lee - June 27, 2019


By Shel Silverstein

My dad gave me one dollar bill
'Cause I'm his smartest son,
And I swapped it for two shiny quarters
'Cause two is more than one!

And then I took the quarters
And traded them to Lou
For three dimes -- I guess he didn't know
That three is more than two!

Just then, along came old blind Bates
And just 'cause he can't see
He gave me four nickels for my three dimes,
And four is more than three!

And then I took the nickels to Hiram Coombs
Down at the seed-feed store,
And the fool gave me five pennies for them,
And five is more than four!

And then I went and showed my dad,
And he got red in the cheeks
And closed his eyes and shook his head --
Too proud of me to speak!
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You might be surprised to find out that before they were buying mansions on the French Riveria and LA hills, celebrities were living pretty much just like the rest of us. Some were just starting out as struggling actors and others were poor college students, these celebrities actually lived together. Take a look at the celebs who were once roommates before making it big.


Lindsay Lohan & Raven Symone



Who knew that Lindsay Lohan and Raven Symone lived together? They were roomies for 14 months, and according to Raven, Linsday was barely home because she was always busy working.



Ryan Gosling & Justin Timberlake



These two drool-worthy Hollywood stars were actually roommates once upon a time when they starred on Disney’s Mickey Mouse Club.  At the time, they both only eleven years old, and Justin’s mother became Ryan’s legal guardian since his mother had to stay in Canada to work.


Matt Damon & Ben Affleck



Damon and Affleck go all the way back to a childhood bromance. They lived together as they worked on the screenplay for Good Will Hunting and are reported to have had a blast together.



Conan O’Brien & Jeff Garlin



Conan O’Brien and Jeff Garlin, the Curb Your Enthusiasm actor roomed together when they were both comics struggling to make in Chicago.  Garlin apparently made a hilarious roommate, constantly doing skits and impressions at home.


Adam Sandler & Judd Apatow



Before Sandler moved to New York for his role on Saturday Night Live, he lived in Los Angeles with director Judd Apatow. The former roommates teamed up on Undeclared and Funny People.  Sandler continued to pay his rent even after he moved because he feared being fired.