Zebrahhead is an urban romance drama that was written and directed by Anthony Drazan. Produced by Oliver Stone, the film stars Michael Rapaport, Kevin Corrigan and DeShonn Castle. The story follows Zack (played by Michael Rapaport) as a Jewish teenager living in the rough streets of Detroit. His best friend Dee (played by Deshonn Castle) is African American. The two spend a lot of time together and get to know each other's families.
When Zack meets Nikki, Dee's cousin (played by N'Bushe Wright), he is smitten. Neither of them has dated interracially before when he asks her out shyly. They are very attracted to each other and find that they have very much in common. As they spend more time together, their bond becomes stronger and soon they are seeing only each other and soon become an item in town.
Their romance does not go over well with their families or the high school community. In fact, Nikki's mother is totally against a white boy dating her daughter. Zack's father (played by Ray Sharkey) is a big womanizer who will approve of any woman dating his son. Dee is the only other one who is fine about this relationship. However, one black man in the community called Nut (played by Ron Johnson) is interested in having Nikki to himself.
When Zack takes Nikki to a local party, she is upset when she overhears him bragging about his conquest with her. She breaks it off with him, but Zack apologizes and they get back together. Meanwhile, Zack's situation at home is less than pleasant. His mother has died while his father is lusting after his girl.
Nut proves to live up to his name when an ugly confrontation occurs at the local skating rink and one guy is killed. The high school students try to make sense of the situation. The message is clear that everyone should be free to date and love whomever they wish, without regard to race.