Andy moves to New York to work in the fashion industry. Her boss is extremely demanding, cruel and won't let her succeed if she doesn't fit into the high class elegant look of their magazine.
Tony Lip, a bouncer in 1962, is hired to drive pianist Don Shirley on a tour through the Deep South in the days when African Americans, forced to find alternate accommodations and services due to segregation laws below the Mason-Dixon Line, relied on a guide called The Negro Motorist Green Book.