Really tough call here, so many great comedies the last 20 years. Im gonna vote for Anchorman but I wouldn't argue with many including Old School, 40 Year Old Virgin, Step Brothers, Knocked Up, Borat, Super Troopers, or Team America.
Can't pick just one, so top 5 (in no particular order):
Old School
Wedding Crashers
Step Brothers
Tropic Thunder
Super Bad
Also, the movie that had me laughing the hardest I've ever laughed (while technically not a comedy) was the 1st Deadpool movie. I was literally crying in the theatre.
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