Billy Madison

Billy Madison (1995) is an American comedy you can watch online on iFILM. Adam Sandler plays a 27-year-old hotel heir whose daily routine consists of beer, dirty magazines, and juvenile pranks — until his father hands him an ultimatum. Director Tamra Davis keeps the absurdity cranked up from start to finish.

To inherit the family business, Billy must repeat all 12 grades of school — two weeks per grade. He shuffles into first-grade classrooms, tries not to embarrass himself in front of teacher Veronica (Bridgette Wilson), and squares off against scheming rival Eric Gordon, played by Bradley Whitford. Norm MacDonald shows up as a sardonic best friend who mostly watches the chaos unfold. It's a relentlessly silly film with a surprisingly warm ending. Stream Billy Madison (1995) online on iFILM.