Boys on the Side

Boys on the Side is a 1995 American comedy-drama film directed by Herbert Ross (in his final film as a director). It stars Whoopi Goldberg, Drew Barrymore, and Mary-Louise Parker as three friends on a cross-country road trip. The screenplay was written by Don Roos.


Jane (Whoopi Goldberg), a musician who has undergone a break-up with both her girlfriend and her band, decides to move from New York City to Los Angeles for a new gig. She answers a newspaper ad for a traveling companion from Robin (Mary-Louise Parker), a real estate agent who's also looking to move to California. Thinking Robin's a square, Jane initially declines to join her, but agrees after her car gets towed. Jane and Robin leave and make a stop in Pittsburgh to see Jane's friend, Holly (Drew Barrymore).