Boys on the Side (1995)

Name: Boys on the Side
Released: 1995

After breaking up with her girlfriend, a nightclub singer, Jane, answers a personal ad from Robin, a real estate agent with AIDS, seeking a cross-country travel partner. On their journey from New York City to Los Angeles, the two stop by Pittsburgh to pick up Jane's friend Holly, who is trying to escape an abusive relationship. With three distinct personalities, the women must overcome their differences to help one another.

Genres: Comedy, Drama

What to watch after Boys on the Side

Riding in Cars with Boys (2001)
Going the Distance (2010)
Jersey Girl (2004) — Same feel: emotional, uplifting
50 First Dates (2004)
Blended (2014)
Fever Pitch (2005) — Drew Barrymore appears in both