New York City, 1991 - Daniel (David Bloom), a neurotic Jewish boy, dreams of becoming a man. Unfortunately, there are major stumbling blocks in his way - his classmates think he's a loser, he tries too hard to fit in, and he's super uncomfortable in his own skin. At school, he's got his eyes set on Emefa (Chaize Macklin), a chill Jamaican girl. Like Daniel, she's having a tough time - she's got a serious problem with self-esteem, and is upset being the "starter girl" for suave Teven (Donis Leonard Jr.) a Fresh Prince of Bel Air lookalike. Desperate to woo her, Daniel tags along to Emefa's family picnic. This backfires when he draws the ire of her overbearing father Luther (Malcolm Jamal-Warner), and Teven shows up unexpectedly. When Daniel makes it clear to Emefa that he's interested in her, she's forced to choose between Teven - the boy her family likes - and Daniel - the geek who her family feels is an interloper.