20 Films That Prove 1999 Was The Best Year

20 films that prove 1999 was the best year to be a teenager in a movie theatre.

1. 1. Fight Club

A 35 year old Brad, need I say more?

ID: 1508038

4. 2. 10 Things I Hate About You

If you had this on DVD you were the coolest

ID: 1508098

If she didn’t make you want to stand up for what you believe in, I don’t know what type of person you are

ID: 1508106

6. 3. Big Daddy

The quintessential Adam Sandler film, which also sparked Dylan & Cole Sprouse’s Dual Star careers

ID: 1508133

8. 4. American Pie

This classic IMDB description gives it all away: “Four teenage boys enter a pact to lose their virginity by prom night.”

ID: 1508208

The start of a hilarious set of movies grossing over $900 million

ID: 1508234

10. 5. Star Wars: Episode I

The first episode of Star Wars was finally released

ID: 1508266

Jar Jar Binks nullified all that was good in 1999 and Ewan McGregor kicked some ass

ID: 1508272

12. 6. Runaway Bride

We were still in that hardcore Julia Robert’s era

ID: 1508297

14. 7. Never Been Kissed

Truly the cutest girl-gets-the-boy story

ID: 1508328

Poor Josie Grosie

ID: 1508340

16. 8. The Matrix

ID: 1508362

Neo, sooner or later you’re going to realize just as I did that there’s a difference between knowing the path and walking the path.

ID: 1508373

18. 9. The Green Mile

ID: 1508393

The Green Mile was nominated for four Academy Awards. Best Performance by an Actor in a Supporting Role, Best Sound Mixing, Best Adapted Screenplay and Best Picture.

ID: 1508403

20. 10. American Beauty

Did you know Green Mile lost the Academy Award for Best Picture to American Beauty?

ID: 1508420

Such a dramatic and poetic film. Also we finally realized that Kevin Spacey is good at creepy

ID: 1508435

22. 11. Cruel Intentions

The film that led to Reese Witherspoon and Ryan Phillippe’s intense real life relationship. No wonder there was so much chemistry on screen

ID: 1508454

Sarah Michelle Gellar played the perfect coke addicted, high school girl

ID: 1508478

24. 12. Toy Story 2

The second film in the most anticipated animated series

ID: 1508505

Tom Hanks and Tim Allen formed the most incredible duo

ID: 1508510

26. 14. The Sixth Sense

Terrifying kids around the world since 1999

ID: 1508516

Possibly the most iconic film quote of the year

ID: 1508522

28. 15. Girl, Interrupted

Did you know that Girl, Interrupted is based on a true story? Author Susanna Kaysen wrote the book based on her time in a mental hospital

ID: 1508534

24 year old Angeline Jolie Voight won an Academy Award for Best Actress in a Supporting Role

ID: 1508550

30. 16. Office Space

You would never know from the movie poster that Jennifer Aniston is a supporting character

ID: 1508558

This film also spawned the era of red staplers and jump-to-conclusion mats

ID: 1508561

32. 17. She’s All That

Minus the clothing, this movie has stood the test of time. It features the classic makeover scene, the boy falls in love with girl scenario and the nerdy girl wins the day

ID: 1508573

Academy Award winner Anna Paquin also makes an appearance as Freddie Prinze Jr.’s little sis

ID: 1508584

34. 18. Superstar

SNL Alums Molly Shannon and Will Ferrel took this Saturday Night skit and made it into a cult comedy

ID: 1508597

Mary Katherine Gallagher everybody.

ID: 1508602

This one deserves two gifs

ID: 1508603

37. 19. Notting Hill

Another Julia Roberts film

ID: 1508606

Nothing more needs to be said

ID: 1508614

39. 20. Austin Powers: The Spy Who Shagged Me

Another SNL character. The film grossed over $300 million in 1999!

ID: 1508661

Playing two characters at once - imagine the possibilities!

ID: 1508706


ID: 1508675

42. Clearly 1999 was the best year in film

Oh! And Britney Spears released Baby One More Time, Christina Aguilera debuted her first self-titled album, and Millennium by the Backstreet Boys was released.

ID: 1508718

Check out more articles on BuzzFeed.com!

This post was created by a member of BuzzFeed Community, where anyone can post awesome lists and creations. Learn more or post your buzz!

  Your Reaction?


    Now Buzzing