Every Adam Sandler Movie Ranked Worst To Best

30. Little Nicky (2000)

The Waterboy Adam Sandler
New Line Cinema

I would argue Sandler, who's of course no stranger to building his characters around peculiar, inhuman accents, is at his most bizarre in Little Nicky, an odd comedy that casts him as the son of Satan.

Increasingly grating to watch, Little Nicky finds Sandler as the weakest aspect of one of his films (overshadowed specifically by Harvey Keitel as the Devil), beginning his creative partnership with director Steven Brill at an irritating low.

It deserves points for trying something new, throwing the actor into a new kind of fantastical bag of potential, but none of Little Nicky's promise is ever realised. Every time it tells a good joke, it tells three more you wish you could unhear, and Sandler's childish voice does them no favours.

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