After being conned into buying a shady '65 Chrysler, Mike's first date plans with girl-next-door Kelsey implode as he finds himself targeted by criminals, cops, and a crazy cat lady.

In 1987 Oakland, a mysterious force guides The Town's underdogs in four interconnected tales: teen punks defend their turf against Nazi skinheads, a rap duo battles for hip-hop immortality, a weary henchman gets a shot at redemption, and an NBA All-Star settles the score.