Top 10 Movies Released from 1990-2000

We all watch movies, and which is the “best” is a matter of opinion really. Here are the top 10 movies from 1990-2000. Don’t forget to check out other lists throughout Thought for Your Penny.

10. The Matrix (1999) 87% at Rotten Tomatoes

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The Matrix redefined the sci-fi genre and movies in general with its premise of humans being harvested for energy by machines. Although the series falters quickly after, this first movie is still a classic. You’ve just seen bullet time copied so often, you forgot.

Rating: R
Director: Lilly Wachowski, Lana Wachowski
Starring: Keanu Reeves, Carrie-Anne Moss, Laurence Fishburne

9. The Usual Suspects (1995) 88% at Rotten Tomatoes

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Jesus Christ, Spacey looks creepy in this pic now that we know about his extracurricular activities. He’s not a sex predator in this film – just a regular mastermind criminal pretending to be someone he’s not. So in essence a less creepy version of Kevin Spacey.

Rating: R
Director: Bryan Singer
Starring: Kevin Spacey, Chazz Palminteri, Gabriel Byrne

8. Fight Club (1999) 79% at Rotten Tomatoes

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If you’re online, you’ve heard of Fight Club, which is ironic because the first rule is to never talk about it. Looks like a bunch of you are due for a punch in the face (including me, so I won’t hold you to it). Watch the movie that started a cultural phenomenon.

Rating: R
Director: David Fincher
Starring: Edward Norton, Brad Pitt, Helena Bonham Carter

7. Good Will Hunting (1997) 97% at Rotten Tomatoes

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It’s easy to forget just how many a-list stars got their start in Good Will Hunting. Damon and Williams are the standout performances in this movie about a troubled janitor who’s actually a genius. It’s a great way to remember Williams’ talent.

Rating: R
Director: Gus Van Sant
Starring: Robin Williams, Matt Damon, Minnie Driver

6. South Park: Bigger, Longer, and Uncut (1999) 81% at Rotten Tomatoes

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Who would’ve thought South Park would last this long? It’s mostly been genius throughout its run, but the movie is easily the crown jewel in this series. It’s even more relevant in today’s climate of shunning offensiveness and blaming immigrants for everything.

Rating: R
Director: Trey Parker
Starring: Trey Parker, Matt Stone, Mary Kay Bergman

5. Heat (1995) 86% at Rotten Tomatoes

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Heat is one of the best bank heist movies of all time. Even Kilmer looks cool in it, and the tension between Pacino and De Niro is what movies were made for. It wasn’t until The Town in 2010 that we got to see such an lengthy (yet entirely entertaining) crime sequences.

Rating: R
Director: Michael Mann
Starring: Al Pacino, Robert De Niro, Val Kilmer

4. Pulp Fiction (1994) 94% at Rotten Tomatoes

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Tarantino decided not to film Pulp Fiction chronologically, and he changed the direction of filmmaking forever with the decision. Over 20 years later, people still debate clue and theories of one of the most iconic movies ever made. Do you know what’s in Marsellus Wallace’s briefcase?

Rating: R
Director: Quentin Tarantino
Starring: John Travolta, Samuel L. Jackson, Uma Thurman

3. Toy Story (1995) 100% at Rotten Tomatoes

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Toy Story is the start of a fruitful relationship between Disney and Pixar, the Steve Jobs-led company that refused to play by Disney’s rules. Woody is Andy’s favorite toy until Buzz Lightyear shows up. Soon they’re bickering back and forth and things start going horribly wrong.

Rating: G
Director: John Lasseter
Starring: Tom Hanks, Tim Allen, Don Rickles

2. Forrest Gump (1994) 71% at Rotten Tomatoes

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Gump is a simple man, but he led a storied life over several decades. Watch him invent iconic slogans, participate in world-changing events, and become a millionaire shrimper while still remaining down to earth. This movie is like a box of chocolates – there’s something in it for everyone.

Rating: PG-13
Director: Robert Zemeckis
Starring: Tom Hanks, Robin Wright, Gary Sinise

1. The Shawshank Redemption (1994) 91% at Rotten Tomatoes

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Going to prison sucks, and everyone has dreams of escaping. Andy Dufresne figures it out, but it takes a long time. In the meantime, he has to dodge gang rapes, a corrupt warden, and all the perils of being locked up as the only innocent man in Shawshank.

Rating: R
Director: Frank Darabont
Starring: Tim Robbins, Morgan Freeman, William Sadler


Dr. Brian Penny is a former Business Analyst and Operations Manager at Bank of America turned whistleblower, troll, and freelance writer. You can find his work in Cracked, High Times, HuffPost, Lifewire, Forbes, Fast Company, and dozens of other places, although much of it is no longer under his name. Dr. Penny loves annoying fake media.

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