Take a Giant Step (1959)

"From Playground to hunting ground - in a bar!"

After African-American teenager Spence Scott gets expelled from his private school for arguing with a teacher, he turns to his grandmother for advice. Spence, who lives in a genteel white area and has mostly white friends, feels like an outsider. He visits a bar in a black neighborhood, where he meets a few prostitutes, which doesn't help. Eventually, Spence starts a friendship with the housekeeper, Christine, who tells him her own difficult story.