Matt Damon and Ben Affleck
It’s pretty well-known that A-listers Ben Affleck and Matt Damon are good friends, but did you know that they lived together while writing their Oscar-winning screenplay for 1997’s Good Will Hunting? In 1999, Affleck told Playboy that the buds lived in a house in Venice Beach, but they had to move after running out of cash.
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“We lived in Glendale and Eagle Rock, and we lived in Hollywood, West Hollywood, Venice, by the Hollywood Bowl, all over the place,” he explained. “We’d get thrown out of some places, or we’d have to upgrade or downgrade depending on who had money.” Obviously, money is the least of their worries now.