Home Alone

Drink once: Every time a black person appears on screen.
Start to drink: During the fake party scene but then stop once you realize that a cardboard cutout of Michael Jordan doesn't count as a black person.
Try not to kill yourself: While watching Home Alone completely sober.
Bonus points: If you're white and are watching it with a black friend and have to navigate the always tricky: "A cardboard cutout of Michael Jordan should count because I value you all equally"" argument.

Dazed and Confused

Take a drink: Every time you or your buddy says something like, "man I wish high school was still as cool as it was back in the days of Dazed and Confused."
Take another drink: Every time Matthew McConaughey or Ben Affleck says, "man I wish my career was as cool as it was back in the days of Dazed and Confused." Note: In the unlikely event that either McConaughey or B-Affs is not present, just assume that whichever one is missing would say this every single time their character appears on screen.
Finish your beer: Every time the kid playing Mitch Kramer touches the bridge of his nose.
Have your stomach pumped: After finishing 237 beers.

A Time to Kill

Take a drink: Every time a character in the film sweats profusely or comments on the heat despite the fact that it takes place at a time when air conditioning is readily available.
Drink again: Every time someone in your group makes the "Jack Bauer used to be an asshole," joke when Kiefer Sutherland is on screen.
Chug: When someone in your group makes the "Jack Bauer used to be old" joke because they're too drunk to tell Kiefer Sutherland apart from his father Donald.