20 movies like Clueless, ordered by similarity : Lady Bird(2017), American Pie Presents: Girls' Rules(2020), Gregory's Two Girls(1999), The Human Comedy(1943), Words and Pictures(2013), Beautiful Thing(1996), Rushmore(1998), Girls on Top(2001), Private School(1983), Alice, Upside Down(2007), Blockers(2018), My Father, the Hero(1994) ...
6.8/10
Comedy
USA
1995
97 Minutes
Alicia Silverstone Stacey Dash Brittany Murphy Paul Rudd Dan Hedaya Donald Faison Elisa Donovan Breckin Meyer Jeremy Sisto Aida Linares Wallace Shawn
popular girl outcast stepbrother single father teacher best friend cheery amusing high school shopping mall mansion party beverly hills, calif. social standing romance sex coming of age growing up love transformation
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.
7.4/10
Comedy, Drama
USA
2017
94 Minutes
Saoirse Ronan Laurie Metcalf Timothée Chalamet Lucas Hedges Tracy Letts Odeya Rush Jake McDorman Beanie Feldstein Lois Smith Stephen McKinley Henderson Jordan Rodrigues
mother daughter teenager high-school student best friend teacher father moving uplifting playful california high school catholic school sacramento, calif. family home university united states prom mother/daughter relationship coming of age
In 2002, an artistically inclined seventeen-year-old girl comes of age in Sacramento, California.
Comedy
2020
95 Minutes
Madison Pettis Lizze Broadway Natasha Behnam Piper Curda Darren Barnet Lucas Adams Lily Bleu Andrew Barry Bostwick
teen girl high-school student high school teacher love interest wild shocking offbeat high school party sex shop unrequited love sexual awakening love triangle growing up love transformation 2020s
Now that it's their senior year, Annie, Kayla, Michelle and Stephanie band together to harness their girl power to get what they want.
5.0/10
Comedy
UK|Germany
1999
116 Minutes
Gordon John Sinclair Carly McKinnon Dougray Scott Maria Doyle Kennedy Kevin Anderson Martin Schwab Fiona Bell Hugh McCue John Murtagh Matt Costello Jane Stabler
teacher student young girl businessman love interest friend amusing engaging witty playful lighthearted heartwarming school relationships love sexual fantasy heist adventure growing up forbidden love
Bill Forsyth returns to the romantic comedy of Gregory's Girl. Twenty years after his teenage crush on a football-mad schoolgirl, Gregory is back at his old school, teaching English. When ... See full summary »
7.0/10
Comedy, Drama
USA
1943
118 Minutes
Mickey Rooney Frank Morgan James Craig Jackie "Butch" Jenkins Marsha Hunt Fay Bainter Darryl Hickman Donna Reed Van Johnson
young boy young girl boss man woman brother heartwarming emotional amusing small town house high school track office europe world war ii home front young love family communication
Teenager Homer Macauley stays at home in small-town Ithaca to support his family while his older brother Marcus prepares to go to war.
6.6/10
Romance, Comedy, Drama
USA|Canada|Australia
2013
111 Minutes
Clive Owen Juliette Binoche Amy Brenneman Bruce Davison Keegan Connor Tracy Adam DiMarco Valerie Tian Eva Allan Janet Kidder David Lewis Josh Ssettuba
woman man teacher art teacher english teacher student brooding charming emotional intense moving quirky witty uplifting prep school school america competition love courtship
An art instructor and an English teacher form a rivalry that ends up with a competition at their school in which students decide whether words or pictures are more important.
7.5/10
Comedy
UK
1996
89 Minutes
Linda Henry Glen Berry Scott Neal Ben Daniels Tameka Empson Anna Karen John Benfield Jeillo Edwards Daniel Bowers Garry Cooper Sophie Stanton
teen boy friend mother boyfriend neighbor father tender playful quirky witty london housing project bedroom apartment sexual awakening homosexuality young love abuse adolescence mother/son relationship
Jamie is a shy teenager, often bullied at school. His neighbour Ste has a rough time at home, being beaten by his father and brother. This issues bring them together and they find that what they feel for each other is more than friendship.
7.7/10
Comedy
USA
1998
93 Minutes
Jason Schwartzman Bill Murray Olivia Williams Seymour Cassel Brian Cox Mason Gamble Sara Tanaka Stephen McCole Ronnie McCawley Keith McCawley Connie Nielsen
teenager teacher friend enemy father quirky heartwarming high school house library jail theater hospital young love deception jealousy coming of age obsession teen angst forbidden love
The extracurricular king of Rushmore Preparatory School is put on academic probation.
5.3/10
Comedy
Germany
2001
88 Minutes
Diana Amft Karoline Herfurth Felicitas Woll Andreas Christ Max Riemelt Martin Reinhold Max Richter Germain Wagner Alexandra Schiffer Frederic Welter Ulrike Kriener
best friend classmate lover boyfriend airy inspiring amusing hilarious emotional heartwarming school town gym first love sexual identity volleyball first date sexual awakening sexual conquests love
Inken (Diana Amft) is an eighteen-year-old girl, frustrated for not having had an orgasm yet with her boyfriend. Her two best friends are Vicky (Felicitas Woll), who is in the same ... See full summary »
5.3/10
Comedy
USA
1983
97 Minutes
Phoebe Cates Matthew Modine Betsy Russell Kathleen Wilhoite Michael Zorek Fran Ryan Ray Walston Sylvia Kristel Jonathan Prince Kari Lizer Richard Stahl
girl boy nemesis friend student love interest amusing wild hedonistic school locker room dormitory field bedroom relationships dating sex coming of age friendship love triangle
Chris from a girls' boarding school loves Jim from a nearby boys' boarding school. Jordan also wants Jim and plays dirty. Jim and 2 friends visit the girls' school posing as girls.
5.2/10
Comedy
France|USA
2007
91 Minutes
Alyson Stoner Lucas Grabeel Penny Marshall Luke Perry Parker McKenna Posey Dylan McLaughlin Bridgit Mendler Ashley Drane
girl brother single father teacher love interest friend amusing lighthearted frenetic endearing school st. louis store household growing up new town young love death father/daughter relationship imagination
Alice and Lester move to a new town, where their dad's bought a music store. Alice starts in 6th grade and joins the theater club, hoping to be the musical's princess. She's insecure but imagines herself cool, cute and confident.
6.2/10
Comedy
USA
2018
102 Minutes
Leslie Mann Ike Barinholtz John Cena Kathryn Newton Geraldine Viswanathan Gideon Adlon Graham Phillips Miles Robbins Jimmy Bellinger Ramona Young Jake Picking
parent daughter teenager friend teen boy teen girl cool confident amusing hilarious lighthearted playful prom house school limousine party parent/child relationship parenthood teen romance
Three parents try to stop their daughters from losing their virginity on prom night.
5.5/10
Comedy
France|USA
1994
90 Minutes
Gérard Depardieu Katherine Heigl Dalton James Lauren Hutton Faith Prince Stephen Tobolowsky Ann Hearn Robyn Peterson Frank Renzulli
father daughter love interest boyfriend lover ex-wife amusing hilarious cheeky cheery emotional heartwarming united states new york city paris bahamas vacation relationships coming-of-age father/daughter relationship
A teenage girl on vacation in the Bahamas with her divorced father tries to impress a potential boyfriend by saying that her father is actually her lover.
6.5/10
Comedy
USA
1985
100 Minutes
Joyce Hyser Clayton Rohner Billy Jayne Toni Hudson William Zabka Leigh McCloskey
high-school student college student reporter brother girl love interest amusing offbeat positive high school arizona locker room gender identity high school romance role reversal cross-dressing transformation love growing up
Terry feels discriminated against when the summer jobs at Sun Tribune go to 2 guys. She decides to do something about it. She dresses like a guy and gets a haircut. Will students at the other high school notice? Girls notice "him".
Comedy
1989
97 Minutes
Tony Danza Catherine Hicks Ami Dolenz Wallace Shawn Dick O'Neill Laura Mooney Derek McGrath Dana Ashbrook Matthew Perry
father daughter sister love interest teen girl teenager amusing charming cheeky cheery heartwarming hilarious united states house school coming-of-age teen romance father/daughter relationship growing up first crush
A Los Angeles radio-station manager's (Tony Danza) girlfriend (Catherine Hicks) shows his teenage daughter (Ami Dolenz) how to be sexy.
6.5/10
Comedy, Drama
USA
2005
120 Minutes
Amber Tamblyn Alexis Bledel America Ferrera Blake Lively Jenna Boyd Bradley Whitford Nancy Travis Rachel Ticotin Mike Vogel Michael Rady Leonardo Nam
teen girl friend love interest father grandfather grandmother amusing emotional maryland south carolina mexico greece friendship family romance traveling coming of age teen angst transformation discovery
Four best girlfriends hatch a plan to stay connected with one another as their lives start off in different directions: they pass around a pair of secondhand jeans that fits each of their bodies perfectly.
5.8/10
Comedy, Drama
USA
2013
91 Minutes
Julianne Moore Michael Angarano Greg Kinnear Lily Collins Nathan Lane Norbert Leo Butz Jessica Hecht Charlie Saxton Nikki Blonsky
teacher student colleague headmaster father love interest amusing playful quirky lighthearted high school stage theater united states unlikely romance teaching theater second chance performance student-teacher relationship
An English teacher's life is disrupted when a former student returns to her small town after failing as a playwright in New York.
7.3/10
Comedy
USA
1999
97 Minutes
Heath Ledger Julia Stiles Joseph Gordon-Levitt Larisa Oleynik David Krumholtz Andrew Keegan Susan May Pratt Gabrielle Union Larry Miller Daryl Mitchell Allison Janney
teen boy teen girl friend counselor teacher love interest witty charming quirky seattle washington, d.c. high school family home party romance love-hate relationship teen angst dating schemes sister relationship
A pretty, popular teenager can't go out on a date until her ill-tempered older sister does.
7.7/10
Comedy
USA
1983
84 Minutes
Woody Allen Mia Farrow Garrett M. Brown John Buckwalter Marvin Chatinover Stanley Swerdlow Howard Erskine Michael Jeter Mary Louise Wilson Alice Beardsley Ellen Garrison
patient doctor psychiatrist man love interest quirky playful amusing party hospital new york city germany fame love media medicine historical events rise love transformation
"Documentary" about a man who can look and act like whoever he's around, and meets various famous people.
6.4/10
Romance, Comedy, Drama
USA
2014
100 Minutes
Keira Knightley Chloë Grace Moretz Sam Rockwell Ellie Kemper Mark Webber Jeff Garlin Gretchen Mol Kaitlyn Dever Daniel Zovatto Jodi Thelen Dylan Arnold
woman boyfriend classmate girl friend teacher amusing charming cheeky quirky grocery store house bedroom school office car growing up life responsibility love
In the throes of a quarter-life crisis, Megan panics when her boyfriend proposes, then, taking an opportunity to escape for a week, hides out in the home of her new friend, 16-year-old Annika, who lives with her world-weary single dad.
7.1/10
Comedy, Drama
UK
2019
101 Minutes
Martin Donaghy Brian Ferguson Ryan Fletcher Laura Fraser Rachel Jackson Neil Leiper Lorn Macdonald Kevin Mains
scottish person teenager best friend parent partygoer amusing emotional engaging frenetic gutsy unrestrained scotland home city party rave street friendship rave culture drugs
Two teenage boys in Scotland in 1994, best friends with no control over their lives, risk everything to attend an illegal rave, hoping for the best night of their boring lives.
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