Inspired by a true story, the play follows the trail of a young black con man, Paul, who insinuates himself into the lives of a wealthy New York couple, Ouisa and Flan Kittredge, saying he knows their son at college. Claiming he’s the son of actor Sidney Poitier, Paul tells them he has just been mugged and all his money is gone. Captivated by Paul's intelligence (and the possibility of appearing in his father’s new movie), the Kittredges invite him to stay overnight. After finding him in bed with a hustler, their picture of Paul changes, and Ouisa and Flan turn detective trying to piece together the connections that gave him access to their lives. Meanwhile, Paul's cons unexpectedly lead him into darker territory as his lies begin to catch up with him.

"Six Degrees of Separation" premiered Off-B'way at the Mitzi Newhouse in 1990 before transferring to B'way at the Vivian Beaumont later that year.