The Ten Greatest Comedy Movies of All Time

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In my life, I’ve watched somewhere around 1,100 movies (shoutout Letterboxd for that stat, greatest app I’ve ever had). I am now going to make many people angry by listing what I feel are the ten best comedy movies ever made. 

Honorable Mention: Anchorman: The Legend of Ron Burgundy, The Forty-Year-Old Virgin, 21 Jump Street, Due Date, and so many more.

10. Wedding Crashers

There may be some personal bias here in that I am in love with Rachel McAdams, but in all honesty filling out the bottom of this list proved to be more difficult than any other part. With that said, I stand by Wedding Crashers at 10. It’s definitely the best Owen Wilson and Vince Vaughn team-up movie, and, as with all of these films, I think that everybody should both watch it and love it.

9. Horrible Bosses

I have to say, I think the main reason that this movie is so funny and why it deserves this list is because of how absolutely unbelievable the cast is. Jason Bateman, Charlie Day, Jason Sudeikis, Kevin Spacey (I know, but c’mon he’s still a great actor), Jennifer Aniston, Colin Farrell, Jamie Foxx, Donald Sutherland, Julie Bowen, and the list goes on. That cast paired with an unbelievable premise

8. The Other Guys

This is by far the funniest movie Mark Wahlberg has ever been in. The number of times I’ve used the line, “Last night I got so drunk I thought a tube of toothpaste was astronaut food,” alone means that, for me, it deserves a top-tier spot in comedy movie rankings. 

7. Old School

How can you not respect a movie that features Will Ferrell getting blackout drunk and streaking around his neighborhood? I don’t feel like I need to say more.

6. Planes, Trains, and Automobiles

This is the main one I expect some hate on, but I’m forever standing by it. Steve Martin is at his absolute best in this movie, and I can’t even begin to describe how much I wish John Candy had been with us longer. That’s not to mention the fact that it’s the only movie on this list that has brought me to tears not because I was laughing.

5. National Lampoon’s Animal House

We all owe Animal House a great debt. It singlehandedly paved the way for almost every comedy movie that has come since, and I think, unlike Caddyshack it remains just as funny today as it was the day it came out (not shitting on Caddyshack, just saying I often feel like it was much funnier at the time of its release than in today’s world). 

4. We’re the Millers

One of the most underrated comedy movies of all time, and the best one made since 2010, in my opinion. Plus, we get that awesome scene with Jennifer Aniston. 

*Disclaimer, the next three movies, I believe, are truly the definitive top three of all time. With that being said, I do respect any order that these three are put in so long as we all understand they are the top three. I don’t feel the need to say much about these three because if I have to defend these picks to you, I think you are a complete moron.

3. Superbad

It’s the perfect high school movie, and I there’s no better duo for it than Jonah Hill and Michael Cera.

2. Step Brothers

Will Ferrell and John C. Reilly each at their best. By far the most quotable movie I’ve ever seen.

1.  The Hangover

I laugh just as hard watching it now as I did the first time I saw it, if not harder. Instant classic.

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