Top 10 Comedy Movies Released from 2000-2010

We all watch movies, and which is the “best” is a matter of opinion really. Here are the top 10 funniest movies from 2000-2010. Don’t forget to check out other lists throughout Thought for Your Penny.

10. Beerfest (2006) 41% at Rotten Tomatoes

The biggest war between Germany and the U.S. ever…

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Broken Lizard produced one of the finest drinking comedies on the planet, about a secret drinking competition that puts Oktoberfest to shame. Beer sports and their athletes have never looked so glamorous on screen.

Rating: R
Director: Jay Chandrasekhar
Starring: Kevin Heffernan, Steve Lemme, Cloris Leachman

9. Tropic Thunder (2008) 82% at Rotten Tomatoes

They’re terrible actors…they don’t even rape kids like real soldiers…

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It’s hard to say which is the funniest part in this ridiculous comedy about a troop of prima dona actors pulled together to make a movie about war. All I can tell you is you’ll never stop laughing, and the cameos alone are worth watching (much less the trailers at the start).

Rating: R
Director: Ben Stiller
Starring: Robert Downy Jr., Jack Black, Jay Baruchel

8. Old School (2003) 60% at Rotten Tomatoes

Me 3 bottles in on any given weekend night…

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We all know that group of guys that still parties like frat guys well into their 30s and 40s. Easily one of Ferrell’s best roles, Frank the Tank will leave you in stitches. It aged better than Animal House, and is still highly watchable today.

Rating: R
Director: Todd Phillips
Starring: Will Ferrell, Luke Wilson, Vince Vaughn

7. Idiocracy (2006) 76% at Rotten Tomatoes

A modern day Jules Verne

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Funny in 2006, Idiocracy is downright scary a decade later with Trump seemingly the final horseman of the Idiocalypse. Place your bets now as to whether Dwayne The Rock Johnson or Terry Crews becomes the real-life President Camacho needed to dethrone The Donald.

Rating: R
Director: Mike Judge
Starring: Luke Wilson, Maya Rudolph, Dax Shepard

6. Pineapple Express (2008) 68% at Rotten Tomatoes

My reality since 2010…

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One of the finest stoner comedies around, Pineapple Express flips the script by making Franco the slobbish one and Rogan the leading man. Great performances are turned in by everyone involved in this criminal caper involving two potheads who don’t belong.

Rating: R
Director: David Gordon Green
Starring: Seth Rogan, James Franco, Rosie Perez

5. Bad Santa (2003) 78% at Rotten Tomatoes

The least creepy mall santa you’ve ever seen…

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Easily the best Christmas movie on the planet, Bad Santa’s Willie is the role Thornton was born to play. It’s also notable for the inclusion of Bernie Mac and John Ritter, with both actors leaving this world with a bang.

Rating: R
Director: Terry Zwigoff
Starring: Billy Bob Thornton, Lauren Graham, Bernie Mac

4. The 40-Year-Old Virgin (2005) 85% at Rotten Tomatoes

Remember when he was funny?

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The funniest of Apatow’s collection, this movie will have you laughing throughout at Andy’s plight. Trying to get laid is hard enough when you’re coming of age, but when you’re already a grown man who can’t do it, it’s comedy gold.

Rating: R
Director: Judd Apatow
Starring: Steve Carell, Paul Rudd, Leslie Mann

3. Zombieland (2009) 90% at Rotten Tomatoes

I can’t be the only person craving Twinkies right now…

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Zombie movies aren’t typically funny, but that changed with Zombieland. It also has the best Bill Murray cameo of all time, which may be the best overall cameo too. I dare you to watch it without craving ass Twinkie.

Rating: R
Director: Ruben Fleischer
Starring: Emma Stone, Woody Harrelson, Jesse Eisenberg

2. Strange Wilderness (2008) 2% at Rotten Tomatoes

The majority of monkeys in nature are monkeys…

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The comedy for anyone who loves nature documentaries, this group of misfits goes in search of Big Foot to save Peter’s show for his dad. Even if you’re not a fan of Jonah Hill or Long, there’s plenty of great facts about wildlife throughout.

Rating: R
Director: Fred Wolf
Starring: Steve Zahn, Justin Long, Ashley Scott

1. Grandma’s Boy (2006) 16% at Rotten Tomatoes

Did I break it?

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Perhaps one of the most underrated comedies of all-time, Grandma’s Boy puts Adam Sandler’s background characters on full display. Gamers (and anyone who’s ever worked in a call center) will love this portrayal of everything wrong with corporate America.

Rating: R
Director: Nicholaus Goossen
Starring: Allen Covert, Linda Cardellini, Shirley Jones


Brian Penny is a former Business Analyst and Operations Manager at Bank of America turned whistleblower, troll, and freelance writer.

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