Les Anderson is a typical 16-year-old high school student eager to get his driver's license. After failing his driving test, he finds himself in a difficult predicament when he lies to his friends and family about passing it. Despite not having a legitimate license, Les takes his grandfather's prized 1972 Cadillac out for a night on the town, hoping to impress his crush, Mercedes Lane. Everything seems to be falling into place until the pressures and pitfalls of driving illegally begin to mount.

As the night progresses, Les's reckless decision-making spirals out of control, leading to a series of unexpected and often humorous challenges. Alongside his best friends, Dean and Charles, Les encounters various obstacles that test his quick thinking and responsibility. The trio navigates tight situations, all while attempting to keep Les’s secret and ensure the Cadillac remains unscathed. The enjoyable ride turns into a test of friendship, responsibility, and the ultimate struggle to make it through the night unscathed.