It must have been hard to keep a straight face in this house, but, at one time, talk-show host Conan O’Brien and comedian Jeff Garlin were roommates. According to O’Brien, Garlin didn’t want any straight faces around the house. This was when the two were much younger, not as successful, trying to make it in the acting world, and roommates in Chicago.
There must have been plenty of laughs to go around because Garlin wouldn’t have it any other way. He kept asking his roomie to do impressions and comic sketches for his entertainment. We must say O’Brien got a lot of opportunities to practice. It seems like we have to say thanks to Garlin for O’Brien’s witty punchlines.
Nicholas Cage & Sean Penn
These California-based actors struck up a friendship when they were young. During their days, they supported one another with their career paths. Both starred in the 80s films, “Fast Times at Ridgemont High” and “Racing with the Moon.” Of course, in the next few years, their careers took off, and they both became Hollywood A-listers.
Yet, it seemed the more successful they got, the more their friendship waned. Figuratively speaking, Penn was the first one to land the punch saying that “Nic Cage is not an actor but a performer.” Naturally, this did not sit well with Cage who went out of his way to change his surname to “Cage” so that he could make a success in Hollywood without riding on the coattails of his relatives.
John Mulaney & Nick Kroll
Anything to do with comedy, these two have been involved. Whether it is witty talk shows, voice acting for comedy films, starring in comedies, sitcoms, or straight-up stand-up comedy, John Mulaney and Nick Kroll have had something to do with it. They’ve also been working on their act for the last two decades.
And though Mulaney and Kroll have featured in some stand-up comedy sessions, most people won’t know that these two go way back. They both attended Georgetown University and were classmates. They were also members of the Georgetown Players Improv Group. The two often signed up for theatre productions. It is not surprising that these two can dish out some of the funniest lines – they’ve had plenty of practice.
Danny Devito & Michael Douglas
These two may not have the classiest of introductions – as they smoked something together on the beach back in 1967 – but it just shows that true friendship can happen anywhere and take any form. Soon, they were friends. Next, they were roommates.
Fast forward to 50 years later and they are still best friends. During the 1980s, these buds couldn’t get enough of each other. They starred in three films together including “The War of the Roses.” Apparently, audiences couldn’t get enough of the onscreen chemistry as they were popular films. The pair celebrated their friendship with an onscreen reunion in 2009 in the film “Solitary Man.”
Kiefer Sunderland & Robert Downey Jr.
While some of us know that Robert Downey Jr. and “Sex and the City” actress, Sarah Jessica Parker, once dated, few know that he was close friends with Kiefer Sunderland. The two were so close that after going through some relationship trouble with Parker, it was Sunderland whom the “Iron Man” actor turned to. He literally was Downey Jr.’s shoulder to cry on.
This was the 1980s and before either had reached the success they would later achieve. The two actors, then, rented an apartment together in LA. They also later starred in the war film “1969.” And though both went their separate ways, and their careers took them to different kinds of productions, they continue to reminisce about their close friendship in the 1980s.