Animal House, Blazing Saddles, Sleeper, Monty Python & Holy Grail are all classics. I love Bad Santa for being politically incorrect.
I thought Walk Hard was hilarious. Last night I watched the National Lampoon Van Wilder movie, which is pretty frickin' funny too. Harold and Kumar or Cheech and Chong are fun if you're wasted. Neil Patrick Harris is great in those H&K movies.
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