Top 10 Pothead Movies of All Time

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

10. Harold and Kumar Go to White Castle (2004) 74% at Rotten Tomatoes

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Harold Lee and Kumar Patel have the munchies and just want to head to White Castle to satisfy them. Unfortunately, fate has other plans, and they end up on a wild adventure involving a crazy raccoon, ugly tow truck drive, racist police officer, and Neil Patrick Harris acting crazy.

Rating: R
Director: Danny Leiner
Starring: John Cho, Kal Penn, Paula Garces

9. Tenacious D in The Pick of Destiny (2006) 54% at Rotten Tomatoes

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Two slackers who want to be rock stars are doubted by everyone from their family to the local club owners. They set out on a quest to steal the legendary Pick of Destiny from the Rock and Roll museum. In order to wield its power, they must battle the devil himself in a rock off.

Rating: R
Director: Liam Lynch
Starring: Jack Black, Kyle Gass, JR Reed

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

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Process server Dale Denton witnesses a murder by a crooked cop and drug lord. He’s high on a rare strain called Pineapple Express, so he visits his dealer to find out if it can be traced back to him. Of course it can, so they find themselves on the run from criminals and cops alike.

Rating: R
Director: David Gordon Green
Starring: Seth Rogan, James Franco, Danny McBride

7. How High (2001) 27% at Rotten Tomatoes

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Silas and Jamal weren’t going to make it anywhere until smoking a magical weed grown with the ashes of their best friend. Now his ghost helps them ace their college entrance exams and get into Harvard. Cheating will only get them so far, however, and their natural aptitude will have to account for the rest.

Rating: R
Director: Jesse Dylan
Starring: Method Man, Redman, Obba Babatunde

6. Half Baked (1998) 29% at Rotten Tomatoes

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Kind-hearted Kenny is sent to prison after accidentally killing a diabetic police horse by feeding him junk food. Now his friends are on a mission to raise his $1 million bail by selling weed. Thurgood is a janitor at a pharmaceutical lab studying the stuff, so they steal as much as possible and flip it. Things are going great until rival drug dealer Samson catches wind of them selling in his territory.

Rating: R
Director: Tamra Davis
Starring: Dave Chappelle, Guillermo Diaz, Jim Breuer

5. Friday (1995) 74% at Rotten Tomatoes

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After being fired on his day off, Craig is hanging out on the porch smoking weed with his best friend Smokey. The weed belongs to local drug dealer Big Worm, however, and he wants his money by the end of the night or he’ll kill them both. Things aren’t made easier when local bully Deebo keeps showing up to jack them.

Rating: R
Director: F Gary Gray
Starring: Ice Cube, Chris Tucker, Nia Long

4. Cheech and Chong’s Up in Smoke (1978) 38% at Rotten Tomatoes

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Pedro and Anthony are deported to Mexico while looking for weed in California. They’re convinced to drive a van back that’s made entirely of weed. On the trip home, they manage to outwit the police and pick up a few chicks while being completely unaware of the mother lode they’re sitting in.

Rating: R
Director: Lou Adler, Tommy Chong
Starring: Cheech Marin, Tommy Chong, Strother Martin

3. Dude, Where’s My Car? (2000) 18% at Rotten Tomatoes

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Jesse and Chester wake up one morning with no memory of what happened the night before. They also can’t find their car, so they have to retrace their steps. Things go further and further off the deep end from there, as they learn they partied with a wild array of characters.

Rating: PG-13
Director: Danny Leiner
Starring: Ashton Kutcher, Seann William Scott, Jennifer Garner

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

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Alex is a video game tester with dreams of one day releasing his own game, which he’s been developing in secret at home. His roommate spent rent money on hookers, and now he’s homeless, so he moves in with his grandmother. Now he’s juggling a new boss at work who he’s in love with and an unscrupulous programmer who steals credit for his game.

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

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

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Peter Gaulke is the host of “Strange Wilderness,” a nature TV show he inherited from his dead dad. With ratings plummeting, he sets out with a crew to Equador to document footage that proves Bigfoot is a real animal. On the way, they film more nature footage while narrating as only potheads can.

Rating: R
Director: Fred Wolf
Starring: Steve Zahn, Justin Long, Allen Covert

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

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