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Clueless poster

Movies that feel likeClueless (1995)

Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.

If you loved Clueless, the closest films we have are Gregory's Girl (1980), American Pie (1999) and A Summer's Tale (1996). All three share Clueless' witty and playful feel, which is what we rank on before quality.

Seen the big three already? The under-the-radar pick below is Show Me Love (1998).

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If Clueless hit the spot, these will too

Gregory's Girl poster
Gregory's Girl
1980 · dir. Bill Forsyth
🍅 95%★ 7.1comedy · romance

The same preoccupation in both: growing up

A teenager falls hard for the female soccer player who has replaced him on the team and attempts to pursue her.

American Pie poster
American Pie
1999 · dir. Paul Weitz
🍅 62%★ 7comedy · romanceParamount+

One thread runs through both: growing up

At a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before college. To motivate themselves, they enter a pact to all "score" by their senior prom.

A Summer's Tale poster
A Summer's Tale
1996 · dir. Éric Rohmer
🍅 98%★ 7.6romance · drama · comedyMax

Witty where it counts, playful underneath

The difference: Sits closer to drama than Clueless does

Awaiting his girlfriend Léna’s arrival at the Breton seaside resort of Dinard, Gaspard befriends — and flirts heavily with — two other women, the companionable ethnology student Margot and the sensual townie Solène, making for a rather complicated situation when Léna finally arrives.

It's Kind of a Funny Story poster
It's Kind of a Funny Story
2010 · dir. Anna Boden
🍅 58%★ 7.1comedy · drama · romance

The same mix in both: romance, then wistfulness

The difference: Leans harder into drama than Clueless does

A clinically depressed teenager gets a new start after he checks himself into an adult psychiatric ward.

Show Me Love poster
Show Me Love
1998 · dir. Lukas Moodysson
🍅 93%★ 7.5comedy · romance · drama

Witty comedy, and it commits to that

Two teenage girls in small-town Sweden. Elin is beautiful, popular, and bored with life. Agnes is friendless, sad, and secretly in love with Elin.

Ferris Bueller's Day Off poster
Ferris Bueller's Day Off
1986 · dir. John Hughes
🍅 85%★ 7.8comedyApple TV+Paramount+

Both are built on the same subject: high school

The difference: Easier on the romance than Clueless

After high school slacker Ferris Bueller successfully fakes an illness in order to skip school for the day, he goes on a series of adventures throughout Chicago with his girlfriend Sloane and best friend Cameron, all the while trying to outwit his wily school principal and fed-up sister.

Booksmart poster
Booksmart
2019 · dir. Olivia Wilde
🍅 96%★ 7.1comedyRent or buy

Both keep coming back to the same thing: high school

The difference: 24 years apart, and the 2010s show

Two academic teenage superstars realize, on the eve of their high school graduation, that they should have worked less and played more. Determined to never fall short of their peers, the girls set out on a mission to cram four years of fun into one night.

Look Who's Talking poster
Look Who's Talking
1989 · dir. Amy Heckerling
🍅 56%★ 6comedy · romance

Both are Amy Heckerling's work, and they rhyme

After a single, career-minded woman is left on her own to give birth to the child of a married man, she finds a new romantic chance in a cab driver. Meanwhile, the point-of-view of the newborn baby is narrated through voice-over.

The Spectacular Now poster
The Spectacular Now
2013 · dir. James Ponsoldt
🍅 92%★ 7comedy · drama · romanceMax

Romance with a pulse of play, in both cases

Sutter, a popular party animal, unexpectedly meets the introverted Aimee after waking up on a stranger's lawn. As Sutter deals with the problems in his life and Aimee plans for her future beyond school, an unexpected romance blossoms between them.

10 Things I Hate About You poster
10 Things I Hate About You
1999 · dir. Gil Junger
🍅 72%★ 7.4comedy · romance · dramaDisney+

Both lean on romance more than on comedy

On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.

13 Going on 30 poster
13 Going on 30
2004 · dir. Gary Winick
🍅 65%★ 6.3comedy · fantasy · romanceNetflix

Romance built on wistfulness, twice over

After total humiliation at her thirteenth birthday party, Jenna Rink wants to just hide until she's thirty. Thanks to some magic wishing dust, Jenna's prayer has been answered. With a knockout body, a fabulous wardrobe, an athlete boyfriend, a dream job, and superstar friends, this can't be a better life. But soon Jenna realizes that adult life isn’t as easy as she hoped for.

Juno poster
Juno
2007 · dir. Jason Reitman
🍅 93%★ 7.4comedy · drama · romance

Common ground: puberty

Faced with an unplanned pregnancy, sixteen year old high-schooler, Juno MacGuff, makes an unusual decision regarding her unborn child.

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The best-reviewed films that share Clueless’ defining feeling.