For Love of Ivy (1968)

"Sidney Poitier in the love, love, loveliest movie of the year."

Plot Summary

A white family has had the same Black maid for many years. When she tells them she wants to go back to school and will be leaving soon, the 20ish year old son decides what she needs is a change and begins searching for a man to wine and dine her, but who won't marry her, thinking that this will distract her from her plans. The man he finds doesn't entirely cooperate.