Having just lost his job at a soul food take-out joint, Cedric (Brian Hooks) gets the bad news that a local female crime kingpin has picked the wrong time to call in a large IOU he racked up some time back. Needing a fast buck, Cedric and some friends decide to stage a Hawaiian luau, and charge people for the privilege of enjoying the feast. However, what was to be a small, exclusive party becomes a massive neighborhood blowout, and everyone who is owed money by Cedric (a sizable list in itself) shows up expecting free food and entertainment.

Greg is near the end of his senior year in high school, wanting to go to the prom, eyeing Cinny (the school's beauty with brains) from afar, and regularly trippin', daydreaming about being a big success as a poet, a student, a lover. His mom wants him to apply to colleges, but Greg hasn't a clue. One of his teachers, Mr. Shapic, tries to inspire him, too. He finally figures out he can get close to Cinny if he asks her for help with college applications. But friendship isn't enough, he wants romance and a prom date. So, he tells a few lies and, for awhile, it seems to be working. Then, things fall apart and Greg has to figure out how to put the trippin aside and get real.