Billy Madison (1995)
Best Line: “If peeing your pants is cool, then consider me Miles Davis.”
Adam Sandler’s man-child schtick can be hit or miss — sometimes it’s hilarious, sometimes it makes you want to kick the TV — but Billy Madison, Sandler’s first starring role after leaving SNL, is definitely the former. Sandler plays a 27-year-old spoiled rich kid who tries to repeat every grade in school, 1st to 12th, to prove to his dad that he’s capable of taking over the family business someday. Turns out all it takes to make Sandler funny is to surround him with 3rd graders.