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‘O Brother’! Forget 'The 'Titans' – Let's Remember These 20 Movies Turning 20 In 2020

20 classic movies turning 20 in 2020
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Dec. 30 2019, Updated 9:42 a.m. ET

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Dude, want to feel old?

Dude, Where’s My Car, the movie that made Ashton Kutcher a star, celebrates its 20th anniversary in 2020.

Kutcher was just 21 years old when he co-starred in the stoner comedy alongside Seann William Scott. The two play best friends who find themselves unable to remember where they parked their vehicle after a night of craziness.

Of course, readers know Kutcher would spend the next 20 years living his own crazy life, complete with marriages to Demi Moore and Mila Kunis.

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Dude, Where’s My Car is just one of the cinematic greats turning 20 in 2020. From guilty pleasures and cult classics, like Bring It On and Miss Congeniality, to timeless award winners, such as Cast Away and Gladiator, 2000 was a year to remember for cinephiles.

While Y2K failed to materialize, movies in the new century continued to push boundaries. Special effects helped create new dazzling visuals never seen before, while tearjerker films touched both the heart and soul.

Take a look back at 20 of the most influential and memorable movies of 2000 in this special gallery, and let us know in the comments which were your favorites.

Almost Famous

Almost Famous 20 classic movies turning 20 in 2020
Source: Neal Preston/Dreamworks Llc/Kobal/Shutterstock

Cameron Crowe’s semi-autobiographical dramedy about a teenaged Rolling Stone journalist marked the breakout role for Kate Hudson.

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American Psycho

American Psycho 20 classic movies turning 20 in 2020
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In order to tackle the part of muscular serial killer Patrick Bateman, Christian Bale, famous for his drastic weight gains and losses in films, went on an all-lean protein diet.

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Bring It On

Bring It On 20 classic movies turning 20 in 2020-
Source: Ken Jacques/Universal/Beacon/Kobal/Shutterstock

Kirsten Dunst and Gabrielle Union played rival cheerleaders in the comedy, which inspired a 2012 Broadway musical with songs cowritten by Lin-Manuel Miranda. The flick also spawned countless sequels that continue to bring it to this day.

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Cast Away

Cast Away 20 classic movies turning 20 in 2020
Source: Francois Duhamel/20th Century Fox/Dreamworks/Kobal/Shutterstock

Tom Hanks earned an Academy Award nomination for Best Actor with his performance as a FedEx employee stranded in the Pacific after a cargo plane crash, but everyone knows the real star of the movie was a volleyball named Wilson.

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Charlie’s Angels

Charlie’s Angels’ 20 classic movies turning 20 in 2020
Source: Columbia Pictures

Long before Kristen Stewart’s reboot bombed at the box office, Drew BarrymoreLucy Liu and Cameron Diaz collaborated on a big-screen adaptation of the famous detective show, which went on to have two sequels.

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Coyote Ugly

Coyote Ugly 20 classic movies turning 20 in 2020
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According to published reports, both Britney Spears and Jewel were in the running for the part of Violet, but Piper Perabo beat them out. It didn’t matter that that Perabo couldn’t carry a tune since Leann Rimes’ vocals were dubbed in for her.

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Crouching Tiger, Hidden Dragon

20 classic movies turning 20 in 2020
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Among its many achievements, Crouching Tiger, Hidden Dragon was the first martial-arts film to be nominated for Best Picture, and it ended up scoring a total of 10 Academy Award nominations and four wins, including Best Foreign Language Film. In the U.S., it’s still the highest-grossing foreign-language film of all time, taking in more than $100 million.

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Dude, Where’s My Car?

Where's My Car? Dude 20 classic movies turning 20 in 2020
Source: 20th Century Fox/Kobal/Shutterstock

A sequel titled Seriously Dude, Where's My Car? was in development for years, but never materialized.

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Erin Brockovich

Erin Brockovich 20 classic movies turning 20 in 2020
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Julia Roberts won an Academy Award, a Golden Globe and a SAG Award for her role as the real-life activist profiled in the Steven Soderbergh movie.

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Girl, Interrupted

Girl Interrupted 20 classic movies turning 20 in 2020
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Although critics gave it mixed reviews, Angelina Jolie's performance received critical acclaim and won her the Academy Award for Best Supporting Actress, the Golden Globe Award for Best Supporting Actress, and the Screen Actors Guild Award for Outstanding Performance by a Female Actor in a Supporting Role.

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Gladiator 20 classic movies turning 20 in 2020
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Ridley Scott’s epic historical drama — starring Russell Crowe as a Roman general-turned-slave-turned-gladiator — took home the Best Picture prize at the Oscars.

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Love & Basketball

Love & Basketball 20 classic movies turning 20 in 2020
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Fourteen years after its release, Gabrielle Union, who played “Shawnee” in the film, would find her own “Love & Basketball” when she married NBA All-Star Dwyane Wade.

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Meet The Parents

Meet The Parents 20 classic movies turning 20 in 2020
Source: Phillip Caruso/Universal/Dreamworks/Kobal/Shutterstock

Steven Spielberg was originally the frontrunner to direct the comedy hit. He planned to do the movie with Jim Carrey as the lead. In fact, Carrey was the one who came up with the star character’s name “Gaylord Focker.” After the Ace Ventura star dropped out of the project, along with Spielberg, the name remained in the script.

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Miss Congeniality

Miss Congeniality 20 classic movies turning 20 in 2020
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April 25th is now known as “Miss Congeniality Day,” in tribute to Miss Rhode Island’s perfect answer to the question "What is your idea of a perfect date?”

"That's a tough one," said Heather Burns' character Cheryl Frasier. "I'd have to say April 25th. Because it's not too hot, not too cold, all you need is a light jacket."

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O Brother, Where Art Thou?

Oh Brother Where Art Thou 20 classic movies turning 20 in 2020
Source: Touchstone/Universal/Kobal/Shutterstock

Although shut out at the Oscars, the soundtrack to the Coen Brothers’ Odyssey-inspired tragicomedy — which combined original and traditional bluegrass, country, gospel, blues, and folk music — was the first movie soundtrack to win the Grammy for Album of the Year since 1994. More than eight million copies of the album sold.

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Remember the Titans

Remember The Titans 20 classic movies turning 20 in 2020
Source: Tracy Bennett/Walt Disney/Bruckheimer/Kobal/Shutterstock

Denzel Washington played real-life high school football coach Herman Boone in the sports film. On Wednesday, December 18, 2019, Boone passed away after a battle with cancer. He was 84.

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Scary Movie

Scary Movie 20 classic movies turning 20 in 2020
Source: Miramax/Dimension Films/Kobal/Shutterstock

The surprise box office hit was a parody of famous slasher films – and so much more. It also spawned four big screen sequels.

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Traffic 20 classic movies turning 20 in 2020
Source: Moviestore/Shutterstock

Just months after releasing Erin Brockovich, Steven Soderbergh released this drama about the illegal drug trade, a film that earned him the Best Director Oscar.

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What Women Want

What Women Want 20 classic movies turning 20 in 2020
Source: Andrew Cooper/Paramount/Kobal/Shutterstock

The film was originally titled Head Games and was pitched to Touchstone Pictures in 1996 as a star vehicle for Tim Allen.

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X-men 20 classic movies turning 20 in 2020
Source: Attila Dory/20th Century Fox/Marvel Ent Group/Kobal/Shutterstock

The 13-film X-Men series kicked off with this mutant superhero flick, which introduced to the world Hugh Jackman as Wolverine. And we have never been the same.



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