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. Fight Club

imdb.com

A 35 year old Brad, need I say more?

tumblr.com

tumblr.com

2. 10 Things I Hate About You

fasinfrankvintage.com

If you had this on DVD you were the coolest

tumblr.com

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

3. Big Daddy

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

4. American Pie

imdb.com

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

tumblr.com

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

5. Star Wars: Episode I

The first episode of Star Wars was finally released

archive.foolz.us

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

6. Runaway Bride

worldgallery.co.uk

We were still in that hardcore Julia Robert's era

7. Never Been Kissed

imdb.com

Truly the cutest girl-gets-the-boy story

Poor Josie Grosie

8. The Matrix

tumblr.com

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.

9. The Green Mile

impawards.com

tumblr.com

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.

10. American Beauty

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

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

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

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

12. Toy Story 2

pixartalk.com

The second film in the most anticipated animated series

tumblr.com

Tom Hanks and Tim Allen formed the most incredible duo

14. The Sixth Sense

Terrifying kids around the world since 1999

tumblr.com

Possibly the most iconic film quote of the year

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

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

16. Office Space

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

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

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

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

18. Superstar

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

google.com

Mary Katherine Gallagher everybody.

This one deserves two gifs

19. Notting Hill

goddessella.wordpress.com

Another Julia Roberts film

Nothing more needs to be said

20. Austin Powers: The Spy Who Shagged Me

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

Playing two characters at once - imagine the possibilities!

tumblr.com

YEAH BABY!!

Clearly 1999 was the best year in film

globalgoodgroup.com

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.