50. The Waterboy (1998)
This movie is utterly ridiculous. Yet, it boasts more one-liners than a Dave Chappelle comedy special on Netflix. Adam Sandler’s portrayal of stereotypical redneck Bobby Boucher on the Bayou is hilariously funny. When his special football talent is accidentally unleashed, Boucher turns a terrible college football program into a force to be reckoned with. Kathy Bates shines as his concerned mother, and Vicki Vallencourt (Fairuza Balk) is perfect as the girl your parents always warned you about.