Though he began in stand-up comedy, Andre Allen hit the big-time as the star of a trilogy of action-comedies about a talking bear but now he wants to be taken seriously. His passion project about the Haitian Revolution, a movie called Uprize, was panned by the NY Times film critic. A couple days before the wedding to his reality star fiancée, he's forced to spend the day with Chelsea Brown, a profile writer for the New York Times. Unexpectedly, he opens up to her, and as they wind their way across New York, he tries to get back in touch with his comedic roots.

On the stormy night of July 5th, 1995, Trick Stuart works the graveyard shift with his plus-sized pal Meathead at the Delta Kream, a 24HR fast food joint. As they practice their brass band routine, a very unexpected visitor arrives.