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10 Movies Like "Clueless"

Updated on November 18, 2015
10 Movies Like Clueless
10 Movies Like Clueless

Clueless is an American romance comedy film written and directed by Amy Heckerling. The movie is released on July 19, 1995, with Alicia Silverstone, Stacey Dash and Brittany Murphy as the main cast. Heckerling comes up with the story after being inspired by Jane Austen's novel Emma. It tells the story of Cher, a pretty, rich popular blonde who can get anyone to do anything. When she finally meets the man of her dreams, she realizes that money and fame aren’t the most important in this world, love is.

The following are movies like “Clueless” that will surely make you realize that there is more to life than meets the eye.


1. Never Been Kissed

Release Date: April 9, 1999

Director: Raja Gosnell

Cast: Drew Barrymore, David Arquette, Michael Vartan

Journalist Josie Gellar of Chicago Sun Times is determined to get a life, leave her copy editing job, and pursue her ultimate dream of becoming a reporter. Her chance comes when the newspaper’s owner sends her into a new mission: to secretly cover a scene in her old high school. Frustrated and nerdy Josie then gets a big make-over from her own brother, the effortlessly funny Rob. At the high school, Josie meets Sam Coulson, a handsome, single, sensitive teacher who appears to be keeping information to himself. As the coverage progresses, more complications arise. And unless she sacrifices her job, her secret coverage will never be a secret anymore.


2. Bring It On

Release Date: August 25, 2000

Director: Peyton Reed

Cast: Kirsten Dunst, Eliza Dushku, Jesse Bradford

Rancho Carne High School’s Toro cheerleading squad has won many national championships. Everyone in San Diego agrees that they can win again this year, and that is because of their almost perfect choreography. That’s exactly what the newly-elected team captain Torrance thinks. Until she discovers that their former team captain stole their killer routines from the hip-hop squad Clovers. As the championship approaches, the Toros rush to come up with new stunts, while the Clovers, led by Isis, scramble to collect money for their fare. Pressure is rising, time is running out. The Toros want to save their reputation, while the Clovers want to be recognized. But only one squad shall win.


3. She's All That

Release Date: January 29, 1999

Director: Robert Iscove

Cast: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard

High school hottie Zack Siler is dumped by his famous, prom-queen girlfriend. Feeling humiliated, he swears to his synthetic-beauty ex-girlfriend that he can find a pretty, prom queen-material girl. To do that, he must turn a simple, less-than-attractive girl into being one. Dean, Zack’s friend, suggested the nerdy-looking Laney Boggs for him to make over. They succeeded in transforming Laney, but Zack fails to keep himself from feeling something for her. Looking at how beautiful Laney has become, Zack realizes that he is indeed in the winning run.


4. The Sweetest Thing

Release Date: April 12, 2002

Director: Roger Kumble

Cast: Cameron Diaz, Thomas Jane, Christina Applegate

Christina Walters and her best friend Courtney Rockcliffe are experts when it comes to helping out broken-hearted souls. They avoid looking for ‘Mr. Right’ and focus instead on finding ‘Mr. Right Now,’ until Christina comes across Peter Donahue. He is attractive, and she really likes him. But it turns out that Peter isn’t the man for her, and she simply cannot accept that. After missing out her opportunity with love, Christina starts avoiding men. But just when she is living a loveless life, her Mr. Right suddenly comes – and again, it’s Peter. This time, she will never stop until he finally falls in her hands.


5. Uptown Girls

Release Date: August 15, 2003

Director: Boaz Yakin

Cast: Brittany Murphy, Dakota Fanning, Heather Locklear

Rich Molly Gun is a grown-up woman who keeps her immature acts and instincts. Her father was a famous rock star, who was killed with her mother in a plane crash. When she celebrates her birthday in a club, she bumps into Lorraine ‘Ray’ Schleine. Ray is a mean young girl who acts like an adult. She lives with her irresponsible parents in an uptown apartment. When her accountant stole her one-hundred-million-dollar inheritance, Molly is left with nothing. Without any experience, she drags herself to work as a nanny to Ray. And as they get together, everything starts falling into their right places.


6. Drive Me Crazy

Release Date: October 1, 1999

Directors: John Schultz

Cast: Melissa Joan Hart, Adrian Grenier, Stephen Collins

After being left by her perfect prom date, Brad, famous high school senior Nicole Maris comes up with a plan to keep her status: to find a cute, nice guy that she can flaunt to the prom and who can make Brad, the one who cheated on her, jealous. Nicole makes a scheme with Chase Hammond, her trouble-maker, prankster neighbor. She does her best to transform him according to what she believes is the image of a perfect date. Chase, on the other hand, agrees because he wants to make his girlfriend jealous as well. What they don’t see is the possibility of falling for each other.


7. Heathers

Release Date: March 31, 1989

Director: Michael Lehmann

Cast: Winona Ryder, Christian Slater, Shannen Doherty

In order for her to survive high school and to avoid the mean clique that threatens to ruin her good-girl image, brilliant teen Veronica chooses to stick with the Heather, a group of three popular, sociopath girls at school. When she meets JD, who is yet another sociopath, Veronica’s life becomes even more complicated. But she won’t endure being around the Heather for no reason at all. Just like any other at school, Veronica has a dark secret: that is to murder these kids who think that they are cool and untouchable. That’s her ultimate revenge.


8. 10 Things I Hate About You


Release Date: March 31, 1999

Director: Gil Junger

Cast: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt

Cameron is a new student at Padua High. When he sets his eyes for the first time on Bianca Stratford, he immediately had a big crush on the beautiful sophomore. There’s one big problem, though: she is not allowed to date. Bianca’s big sister Katarina, who is a senior, isn’t allowed to date as well. That’s basically their dad’s rule, until he changes it. Bianca can now date… if Kat will date as well. So, for him to be able to take Bianca out, Cameron makes bad boy Patrick date Kat. Will these two gentlemen succeed in winning the siblings’ heart?


9. Legally Blonde

Release Date: July 13, 2001

Director: Robert Luketic

Cast: Reese Witherspoon, Luke Wilson, Selma Blair

Elle Woods is a woman who has it all. She is a sorority leader, Miss June at her school, and most especially, a legally, naturally blonde. She is dating the most good-looking frat boy on campus, Warner Huntington. The only thing that hinders Warner to ask for Elle’s hand in marriage is the fact that Elle is too blonde. Sure, being blonde means something in LA, but it appears nothing to Warner’s family, which consists of blue-blood persons. After learning that Warner goes to Harvard Law and dates his ex-girlfriend, Elle collects her money and enters Harvard, too. Law school turns out to be hard, but she’ll continue the fight for herself, for her man, and for all the blondes.


10. Footloose

Release Date: October 14, 2011

Director: Craig Brewer

Cast: Kenny Wormald, Julianne Hough, Dennis Quaid

From the huge city of Boston, Ren MacCormack migrates to a small, silent town in the south after his divorced mother died from leukemia. The life in that town is very different. When an accident killed five teenagers after a night party, the local officials ban dancing and loud music. This is supported by the town’s Reverend Shaw Moore, the father of Ren’s crush Ariel Moore. But Ren’s free-spirited attitude will soon shake the townspeople and their new rule. Will Ren be able to get the music back in town? Will the Reverend allow her daughter to date the rebellious guy?

Which movie like Clueless will you watch next?

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