‘Clueless’: High School Cult Classic Turns 30, a Celebration

Alicia Silverstone’s near Oscar-worthy comedic turn almost defined her entire acting career, and with good reason—'Clueless’ is still great fun 30 years later.
‘Clueless’: High School Cult Classic Turns 30, a Celebration
(L–R) Tai Frasier (Brittany Murphy), Cher Horowitz (Alicia Silverstone), and Dionne Davenport (Stacey Dash) are best friends, in "Clueless." Paramount Pictures
Mark Jackson
Mark Jackson
Film Critic
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PG-13 | 1h 37m | High School Comedy | 1995

None other than William Shakespeare and Jane Austen inspired the best teen romance movies of the 1990s and early 2000s. “10 Things I Hate About You” reimagined Shakespeare’s “The Taming of the Shrew.” Amy Heckerling’s smartly written-and-directed screenplay “Clueless,” which satirized teen life in Beverly Hills, was an adaptation of Austen’s novel “Emma.”

This year marks the 30th anniversary of “Clueless,” which, other than the antediluvian technology (pagers, bread-loaf-sized mobile phones) holds up admirably. Because high school is always high school. And Alicia Silverstone achieved a high-school-movie perfect storm by being in the right place, at the right time, with the right stuff.

Cher Horowitz (Alicia Silverstone) after a satisfactory shopping spree, in "Clueless." (Paramount Pictures)
Cher Horowitz (Alicia Silverstone) after a satisfactory shopping spree, in "Clueless." Paramount Pictures

Silverstone had only been in a few things prior, most notably rock band Aerosmith’s 1994 cult-classic music video “Crazy,” along with the then still unknown Liv Tyler. The seeds of “Clueless” were sewn in “Crazy.” It depicts two naughty Catholic school girls ditching class and going on a road trip adventure. Along the way, they use their youthful beauty to beguile a 7-Eleven clerk and shamelessly shoplift with his cheerful benediction, blithely deflect leering dirty old men, and hide a tractor-driving farm boy’s clothes while skinny-dipping in a pond.

It’s all accompanied by Liv Tyler’s rock star dad Steven crooning on the microphone to lead guitarist Joe Perry’s nostalgic, lovelorn musings. One year later, Silverstone delivered the archetypal sweet-16 Valley Girl Cher Horowitz in “Clueless,” which put Silverstone on the fast track to stardom.

Her acting career quickly started going off the rails, though, with her next project, 1997’s “Excess Baggage” (with Benicio Del Toro). It hit a brick wall that same year with “Batman & Robin.” So indelible was Silverstone’s turn as Cher, that only now at age 48 is she finally starting to break free of it.

Cher

Cher is the penultimate, stereotypical California Valley Girl. By far the most popular girl in school, her scary litigator father (Dan Hedaya) is the nightmare dad no high school boy ever wants to meet when picking up her for a date at the Horowitz mansion.
Cher Horowitz (Alicia Silverstone) has answers, in "Clueless." (Paramount Pictures)
Cher Horowitz (Alicia Silverstone) has answers, in "Clueless." Paramount Pictures

Given her family’s considerable wealth, Cher is spoiled, entitled, and clueless about anything not having to do with fashion and high school social status. She is, however, a whole lot smarter than she looks, being, after all, a lawyer’s daughter.

She knows she can afford to not pay attention in class, because if, heaven forbid, she gets a bad grade, she’s got the brains, charm, flattery, and looks to wrap teachers around her little finger and talk her way from a C- to an A. Her legal shark dad thinks this skill set is every bit as good as Cher actually doing her homework.

There’s only one reason Cher gets away with all this rule-breaking, corner-cutting, and ruling of the Bronson Alcott High social roost. While she’s capable of snappy, mean-girl comebacks, putdowns, and has the power to make or break classmates’ social rankings, she’s also (deep-down) kindhearted, sweet, and self-deprecating. Add to that her mischievousness and killer sense of humor, and it becomes impossible not to like her and cheerfully let her get away with stuff.

The Report Card

When Cher delivers the following “debate” monologue in class, her resulting grade is not exactly to her liking. The topic is more current and apropos now than it was in 1995:

Mr. Hall (Wallace Shawn): “Should all oppressed people be allowed refuge in America? Amber will take the con position, Cher will be pro—Cher, two minutes.”

Cher: “So, okay, like, right now, for example, the Hate-ee-yins (Haitians) need to come to America. But some people are all, “What about the strain on our resources?”

But it’s like, when I had this garden party for my father’s birthday, right? I said, “RSVP!” because it was a sit-down dinner. But people came, that, like, did not RSVP. So I was, like, totally buggin'. I had to haul *ss to the kitchen, redistribute the food, and squish in extra place settings. But, by the end of the day it was, like—the more the merrier!

And so, if the government could just get to the kitchen, rearrange some things, we could certainly party with the Hate-ee-yins! And in conclusion, may I please remind you that it does not say “RSVP” on the Statue of Liberty. Thank you very much.”

Promotional poster for "Clueless." (Paramount Pictures)
Promotional poster for "Clueless." Paramount Pictures
Cher gets a “C,” not for her liberal views, but for the air-headed, “I-didn’t-study-for-the-assignment” delivery, and Cher’s dad blows a gasket. What to do? Cher and best friend Dionne snatch the dowdy, clueless history teacher, Ms. Geist (Twink Caplan), give her a makeover, send her roses and fake love letters from Mr. Hall, and socially engineer and match-make a marriage between the two frumpy instructors. The entire student body lauds Cher at recess for their vastly improved grades (Cher’s included, of course) and Cher curtsies cutely in the courtyard.

Dionne

Dionne Davenport (Stacey Dash, L) and Cher Horowitz (Alicia Silverstone) are best friends and partners in altruistic makeovers in "Clueless." (Paramount Pictures)
Dionne Davenport (Stacey Dash, L) and Cher Horowitz (Alicia Silverstone) are best friends and partners in altruistic makeovers in "Clueless." Paramount Pictures
Cher’s best friend is Dionne Davenport (Stacey Dash). As Cher explains, “Dionne and I were both named after great singers of the past who now do infomercials.”  Dionne is dating Murray (Donald Faison of “Scrubs”). Cher is disdainful of high school boys.
Writer-director Amy Heckerling apparently did some research and made up high school lingo exclusively for the movie. When boys, say, grab Cher and smooch her because they simply cannot help themselves, she wriggles free, rolls her eyes, and indignantly squeaks, “Ew!! As if!?!!” Along with “As if,” thanks to exposure from “Clueless,” the single-most beloved-of-teens and parentally despised term ever coined—“whatever”—also entered the cultural lexicon.

Although affluent and educated, Murray affects saggy, ghetto, pants-below-butt style, and calls Dionne “Woman,” which she despises:

Murray: “Woman, lend me fi' dollahz.” Dionne: “Murray, I have asked you repeatedly not to call me “woman!” Murray: “’Scuse me—Ms. Dionne!” Dionne: “Thank you.” Murray:  “But Miss Dionne! Street slang is an increasingly valid form of expression—most of the feminine pronouns do have mocking, but not necessarily with misogynistic undertones.”

Big grins, kiss and makeup.

Murray (Donald Faison) and girlfriend Dionne Davenport (Stacey Dash), in "Clueless." (CBS Photo Archive/CBS/Getty Images)
Murray (Donald Faison) and girlfriend Dionne Davenport (Stacey Dash), in "Clueless." CBS Photo Archive/CBS/Getty Images

Josh

While Cher can date anyone she wants, she seems to enjoy the nonstop bickering and squabbling with her annoying, collegiate former step-brother, Josh Lucas (Paul Rudd). Their mutual dad divorced Josh’s mom but explains to Cher that you don’t divorce children.  Josh takes potshots at Cher’s ego every opportunity he gets, but when a classmate (Justin Walker) takes Cher to a party, Josh is suddenly overcome with a deep and perplexing need to chaperone.

“I’ll watch her for you” he says to litigator stepdad, who, organizing depositions for an upcoming trial, suppresses a smile and says, faux-absentmindedly, “You do that.” Josh is planning to be a lawyer, after all.

Cher (Alicia Silverstone) and her annoying older stepbrother Josh (Paul Rudd), in "Clueless." (Paramount Pictures)
Cher (Alicia Silverstone) and her annoying older stepbrother Josh (Paul Rudd), in "Clueless." Paramount Pictures

Josh’s newfound, still perplexing appreciation of Cher skyrockets while picking her up one night. Cher got herself stranded in the middle of nowhere after a party by a date who drove off and left her when she wouldn’t kiss him. Josh fetches her with a pretentious, beret-wearing co-ed girlfriend in tow, who gives Josh patronizing life advice: “It’s like Hamlet said, “To thine own self be true.” From the back seat Cher pipes up:

Cher: “Uh, he didn’t say that.” Josh’s girlfriend: “(Snicker) I think I know my Shakespeare?” Cher:  “(Snicker) well, I know my Mel Gibson? And he didn’t say that—that Polonius guy did.”
Josh stifles a guffaw. He finds Cher’s offhanded ditzy, diamond-in-the-rough intelligence (while being simultaneously clueless) perplexingly irresistible.

In Conclusion

What will happen to Cher and Josh and all this bickering? Will Cher and Dionne’s new project of giving new student Tai Frasier (Brittany Murphy) a makeover work a bit too well, and see Tai become more popular than Cher? Will Cher prove Josh’s prediction wrong—that her only direction in life is ... towards the mall?
(L–R) Cher Horowitz (Alicia Silverstone), Tai Frasier (Brittany Murphy), and Dionne Davenport (Stacey Dash) are the most popular high school girls, in "Clueless." (Paramount Pictures)
(L–R) Cher Horowitz (Alicia Silverstone), Tai Frasier (Brittany Murphy), and Dionne Davenport (Stacey Dash) are the most popular high school girls, in "Clueless." Paramount Pictures

Amy Heckerling’s update of Jane Austen’s “Emma” was a once-in-a-generation comedy. It must be said that, while charming, very funny, and adorable—the 1995 PG-13 rating would have easily rated at least an “R” in the 1960s, ‘70s, and ’80s, due to the X-rated sexual concepts flying out of teen mouths with a fair degree of regularity.

It’s also a bit sobering to think that Murray’s teen low-rider, sagging pants “fashion” is now 30 years old. Back in 1980, actually, a woman from Baltimore told me that that whole “style” began in Baltimore 10 years prior. Which means the kids-wearing-pants-below-their-behinds trend is actually now 55 years old. As my mom used to say, “The world’s going to hell in a hand-basket.”

Best not to worry about all that. It’s best to focus on how Cher, due to Josh’s teasing, decides to become a better, more altruistic person. Hope springs eternal!

Promotional poster for "Clueless." (Paramount Pictures)
Promotional poster for "Clueless." Paramount Pictures
“Clueless” will be back in theaters to celebrate its 30th anniversary on June 29th and 30th, 2025.
‘Clueless’ Director: Amy Hecklerling Starring: Alicia Silverstone, Stacey Dash, Brittany Murphy, Paul Rudd, Dan Hedaya MPAA rating: PG-13 Running Time: 1 hour, 37 minutes Release Date: July 19, 1995 Rating: 4 stars out of 5
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Mark Jackson
Mark Jackson
Film Critic
Mark Jackson is the senior film critic for The Epoch Times and a Rotten Tomatoes-approved critic. Mark earned a bachelor's degree in philosophy from Williams College, followed by classical theater conservatory training, and has 20 years' experience as a New York professional actor. He narrated The Epoch Times audiobook "How the Specter of Communism Is Ruling Our World," available on iTunes, Audible, and YouTube. Mark is featured in the book "How to Be a Film Critic in Five Easy Lessons" by Christopher K. Brooks. In addition to films, he enjoys Harley-Davidsons, rock-climbing, qigong, martial arts, and human rights activism.