Every Adam Sandler Movie Ranked Worst To Best

It was always going to be Punch-Drunk Love, Paul Thomas Anderson's wonderfully subversive rom-com that casts Adam Sandler as an anxious entrepreneur who falls in love with a friend of his sister (as played by Emily Watson) and gets into hot water with a phone-sex company.

Absurd, touching, romantic and always deeply felt, Punch-Drunk Love fuses Sandler's comic sensibilities with his remarkable vulnerability into a rich, thrilling character study of man who finds love but is his own worst enemy.

After carving a path for himself in the 90s comedy landscape, Adam Sandler peaked here, and in the process showed there was more to him than met the eye. It's always easy to dismiss him as a funnyman who makes dumb comedies, but with Punch-Drunk Love he let the world know he could be so much more -- he can do it all.