A Definitive Ranking Of Adam Sandler’s Best Movies

Director: Frank Coraci
Starring: Adam Sandler, Kathy Bates, Fairuza Balk, Jerry Reed, Henry Winkler
How to Watch: The Waterboy is streaming on Prime Video and Apple TV+. 

The Waterboy is easily one of the most quintessential Adam Sandler movies and one of his funniest cinematic achievements to date. In the Frank Coraci–directed film, Sandler demonstrates his knack for playing memorable endearing characters as Bobby Boucher, a water boy turned football sensation. His ability to effortlessly depict Boucher as both a naive mama’s boy and a vicious, athletic powerhouse onscreen is a testament to his acting skill. The Waterboy is also a great lesson in incorporating slapstick humor with genuine emotional themes. 

While the film delivers countless LOL moments, it also explores themes of self-empowerment and independence, as Bobby overcomes bullying and the control of his overprotective mother. Aside from Sandler’s performance, the supporting cast, which includes Henry Winkler as Coach Klein and Kathy Bates as Bobby’s overbearing mama, also add depth and another layer to the film’s overall comedic focus. Twenty-five years since its release, The Waterboy is considered a cultural moment, thanks to its memorable quotes and characters that are still referenced in pop culture today. There’s a reason why rappers like Lil Wayne, Kanye West, Kendrick Lamar, and more have referenced Boucher in their songs. Sandler’s brand of comedy shines through in this film, making it a must-see for any viewers looking to get acquainted with his work. —Jessica McKinney 

1. The Wedding Singer (1998)