Les' Dad gives in, but Les' plan to just drive Mercedes home takes another turn, when she tells how she's going across town to see a friend. Reaching an upcoming corner, Les sees Mercedes wakling down the street, and begs his Dad to let him drive the car by himself, to impress her. Les is at first embarrassed, but grows excited when his Dad explains that he thought he can drive the Cadillac for a little bit (with his Dad supervising of course!). The next day, Les is picked up from school by his Dad (Richard Masur), who is driving their Grandpa's Cadillac (as Grandpa has taken Dad's BMW, not wanting to drive his own Caddy over long distances). Attempting to get out of the argument, she tells her boyfriend that she's going to go out with Les next Saturday. While there, the trio see Mercedes getting into a heated argument with her boyfriend. A few days later, Les is picked up by his friends Dean (Corey Feldman) and Charles (Michael Manasseri), and go to a party. However, she seems to already have a boyfriend, who drives a Ferrari. One whom Les has his eye on, is Mercedes Lane (Heather Graham). Les Anderson (Corey Haim) is eagerly looking forward to getting his driver's license, freedom for a teenager who takes the bus to school, and a way to possibly pick up girls.The synopsis below may give away important plot points. When he takes his grandfather's prized Cadillac on his date with Mercedes, hilarity ensues with him, his friends Dean and Charles and his drunken date as they do all they can to get the Caddy home in one piece as comical disaster roars down the fast lane. Les knows he's risking big-time punishment, but he decides that if he's gonna go down, he may as well have some fun with the girl of his dreams. However, Mercedes, who has just broken up with her old boyfriend who's a rich snob, is bored and wants to keep the date that she promised with Les and the youngster's heart skips a beat when she calls him up asking to go out for a night on the town. Unfortunately for Les, his worst nightmare hits home hard when he fails his driving exam and his parents put him on probation for trying to hide the truth, so now his chances of being able to drive are squashed badly. He's an adolescent American with dreams of getting his hands on his first driver's license, so he can hit the town cruising with his friends Dean and Charles, but ultimately to impress the girl of his dreams, Mercedes Lane. What could possibly go wrong?' For sixteen year old Les Anderson, plenty can go wrong when you have a night like his.