 | Dr. Strangelove or How I Learned to Stop Worrying and Love the Bomb (Two-Disc Special Edition)
Buy new: $14.49 / Used from: $5.20 My favorite comedy and, incidentally, my favorite movie of all time. Not for the faint of brains. If you meet someone who does not love this movie, run in the other direction.
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 | Annie Hall
Buy used from: $8.99 "Sylvia Plath. Interesting poetess whose tragic suicide was misinterpreted as romantic by the college girl mentality." This is just one of the great lines in what is arguably Woody's best movie.
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 | This Is Spinal Tap (Special Edition)
Buy new: $9.49 / Used from: $2.48 Birth of the mockumentary. I wish I could improvise like these guys. They are brilliant.
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 | Monty Python and the Holy Grail (Extraordinarily Deluxe Three-Disc Edition)
Buy new: $21.49 / Used from: $11.84 I also love Life of Brian but overall I think this movie is even funnier. The Brave Sir Robin scene alone is worth the price of admission.
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 | The Marx Brothers Silver Screen Collection (The Cocoanuts / Animal Crackers / Monkey Business / Horse Feathers / Duck Soup)
Buy new: $42.99 / Used from: $35.49 The other movies are great as well, but get this for Duck Soup (which cannot be purchased on its own). I think Groucho Marx was the greatest American comedian ever. His brothers were pretty funny too.
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 | National Lampoon's Animal House
Buy new: $14.49 / Used from: $10.08 It seems to me that 90% of all mainstream comedies made since this movie are just trying to recreate what this movie accomplished so effortlessly.
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 | Ghostbusters (Widescreen Edition)
Buy new: $10.49 / Used from: $2.00 "I collect spores, molds, and fungus." One of the greatest lines from one of the greatest comedies ever.
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 | The Big Lebowski - 10th Anniversary Edition
Buy new: $9.99 / Used from: $10.72 John Goodman turns in one of the greatest comedic performances on film. Every scene with him is gold. The rest of the movie ain't bad either.
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 | Airplane! (Don't Call Me Shirley! Edition)
Buy new: $7.49 / Used from: $3.26 Leslie Nielsen has unbelievable comedic timing even though he's not a "comedian" per se. Everything about this silly movie works where it seems like every deliberately silly movie these days fails.
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 | Caddyshack
Buy new: $5.99 / Used from: $2.10 Back in the days when Chevy Chase was funny. Great ensemble comedy.
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 | Rushmore
Buy new: $10.49 / Used from: $4.92 "I wrote a hit play and directed it so I'm not sweating it either." My introduction to Wes Anderson. I was torn between this and The Royal Tenenbaums but ultimately decided on this one. See both, multiple times.
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 | Blazing Saddles (30th Anniversary Special Edition)
Buy new: $7.99 / Used from: $2.50 Probably Mel Brooks's best but don't forget about The Producers, Young Frankenstein, History of the World Part I, and Spaceballs. They are all classic comedies.
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 | Anchorman - The Legend Of Ron Burgundy (Unrated Widescreen Edition)
Buy new: $10.49 / Used from: $2.35 One of the few recent movies to make this list.
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 | Superbad - Unrated (Two-Disc Special Edition)
Buy new: $22.49 / Used from: $2.98 The other one.
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Listmania!
