The Simpsons Movie vs. The Mask

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While both of these movies are good comedies in their own right, I have to go with the Mask. It was one of the first Jim Carrey movies I saw and one of the first films I owned (back in the age of VCR). I saw it many, many times and enjoyed it equally, if not continuously more, each time. The Simpsons Movie gave that same sort of satisfaction but my familiarity with the franchise prior to the film prevented me from enjoying it more due to originality.

Simpsons