Judd Apatow and Adam Sandler
Judd and Adam met while they were both aspiring comics in LA and ended up getting an apartment together in the San Fernando Valley. Judd has compared living with Adam to rooming with "the comfortable naked guy at the gym," and Adam insists that they weren't technically broke because they "could eat at Red Lobster once every month. That was a big night out." Even after Adam moved to NYC and got a feature role on Saturday Night Live, he continued to pay Judd his part of the rent, just in case he got fired. What a pal!