Spanning the 1980s and 1990s in the Roxbury section of Boston, Massachusetts, Blue Hill Avenue is centered upon the close friendship of four: Tristan (Allen Payne), E-Bone (William L. Johnson), Money (Aaron D. Spears) and Simon (Michael Taliferro). Coming from various backgrounds, the young, African-American boys are loyal to each other.
They are led by Tristan, who often serves as the logical, not necessarily moral, compass of the group. Reared in a middle-class, two-parent home, Tristan has a cool temperament and is very intelligent. All these appear to be key to his position in the group. The other three have different challenges, ranging from absent parents to poverty. Rounding out the friends is Martine (Angelle Brooks), Tristan’s first love.