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1. The Diary of a Teenage Girl (2015)

R | 102 min | Comedy, Drama, Romance

87 Metascore

A teen artist living in 1970s San Francisco enters into an affair with her mother's boyfriend.

Director: Marielle Heller | Stars: Bel Powley, Alexander Skarsgård, Kristen Wiig, Christopher Meloni

Votes: 27,187 | Gross: $1.48M

2. Sierra Burgess Is a Loser (2018)

PG-13 | 105 min | Comedy, Drama, Romance

60 Metascore

A case of mistaken identity results in unexpected romance when the most popular girl in high school and the biggest loser must come together to win over their crushes.

Director: Ian Samuels | Stars: Shannon Purser, Kristine Froseth, RJ Cyler, Noah Centineo

Votes: 27,893

3. Some Kind of Wonderful (1987)

PG-13 | 95 min | Drama, Romance

55 Metascore

When Keith goes out with Amanda, the girl of his dreams, Amanda's ex-boyfriend plans to get back at Keith. Meanwhile, Keith's best friend, tomboy Watts, realizes she has feelings for Keith.

Director: Howard Deutch | Stars: Eric Stoltz, Mary Stuart Masterson, Lea Thompson, Craig Sheffer

Votes: 24,860 | Gross: $18.55M

4. To All the Boys I've Loved Before (2018)

TV-14 | 99 min | Drama, Romance

64 Metascore

A teenage girl's secret love letters are exposed and wreak havoc on her love life.

Director: Susan Johnson | Stars: Lana Condor, Noah Centineo, Janel Parrish, Anna Cathcart

Votes: 64,740

5. The Kissing Booth (2018)

TV-14 | 105 min | Comedy, Romance

A high school student is forced to confront her secret crush at a kissing booth.

Director: Vince Marcello | Stars: Joey King, Jacob Elordi, Joel Courtney, Megan du Plessis

Votes: 45,681

6. Drive Me Crazy (1999)

PG-13 | 91 min | Comedy, Drama, Romance

42 Metascore

Nicole and Chase used to be BFFs, then junior high happened. The high school centennial dance is coming but Nicole gets dumped. So does Chase. They stage a relationship to get at their exes. They visit each other's worlds. Love in the air?

Director: John Schultz | Stars: Melissa Joan Hart, Adrian Grenier, Stephen Collins, Mark Metcalf

Votes: 17,068 | Gross: $17.85M

7. The Duff (2015)

PG-13 | 101 min | Comedy, Romance

56 Metascore

A high school senior instigates a social pecking order revolution after finding out that she has been labeled the DUFF - Designated Ugly Fat Friend - by her prettier, more popular counterparts.

Director: Ari Sandel | Stars: Mae Whitman, Bella Thorne, Robbie Amell, Allison Janney

Votes: 75,328 | Gross: $34.02M

8. Sixteen Candles (1984)

PG | 93 min | Comedy, Romance

61 Metascore

A girl's "sweet" sixteenth birthday becomes anything but special, as she suffers from every embarrassment possible.

Director: John Hughes | Stars: Molly Ringwald, Anthony Michael Hall, Justin Henry, Michael Schoeffling

Votes: 94,671 | Gross: $23.69M

9. She's All That (1999)

PG-13 | 95 min | Comedy, Romance

51 Metascore

A high school jock makes a bet that he can turn an unattractive girl into the school's prom queen.

Director: Robert Iscove | Stars: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard, Paul Walker

Votes: 78,672 | Gross: $63.37M

10. Bring It On (2000)

PG-13 | 98 min | Comedy, Romance, Sport

52 Metascore

A champion high school cheerleading squad discovers its previous captain stole all their best routines from an inner-city school and must scramble to compete at this year's championships.

Director: Peyton Reed | Stars: Kirsten Dunst, Eliza Dushku, Jesse Bradford, Gabrielle Union

Votes: 81,448 | Gross: $68.38M

11. The Breakfast Club (1985)

R | 97 min | Comedy, Drama

62 Metascore

Five high school students meet in Saturday detention and discover how they have a lot more in common than they thought.

Director: John Hughes | Stars: Emilio Estevez, Judd Nelson, Molly Ringwald, Ally Sheedy

Votes: 320,382 | Gross: $45.88M

12. The Edge of Seventeen (2016)

R | 104 min | Comedy, Drama

77 Metascore

High-school life gets even more unbearable for Nadine when her best friend, Krista, starts dating her older brother.

Director: Kelly Fremon Craig | Stars: Hailee Steinfeld, Haley Lu Richardson, Blake Jenner, Kyra Sedgwick

Votes: 88,846 | Gross: $14.26M

13. Angus, Thongs and Perfect Snogging (2008)

PG-13 | 100 min | Comedy, Drama, Romance

The story centers on a 14-year-old girl who keeps a diary about the ups and downs of being a teenager, including the things she learns about kissing.

Director: Gurinder Chadha | Stars: Georgia Groome, Aaron Taylor-Johnson, Karen Taylor, Alan Davies

Votes: 23,995

14. A Cinderella Story (2004)

PG | 95 min | Comedy, Family, Romance

25 Metascore

Routinely exploited by her wicked stepmother, the downtrodden Sam Montgomery is excited about the prospect of meeting her Internet beau at the school's Halloween dance.

Director: Mark Rosman | Stars: Hilary Duff, Chad Michael Murray, Jennifer Coolidge, Dan Byrd

Votes: 75,398 | Gross: $51.44M

15. She's the Man (2006)

PG-13 | 105 min | Comedy, Romance, Sport

45 Metascore

When her brother decides to ditch for a couple weeks, Viola heads over to his elite boarding school, disguised as him, and proceeds to fall for his school's star soccer player, and soon learns she's not the only one with romantic troubles.

Director: Andy Fickman | Stars: Amanda Bynes, Laura Ramsey, Channing Tatum, Vinnie Jones

Votes: 137,602 | Gross: $2.34M

16. Aquamarine (2006)

PG | 104 min | Comedy, Family, Fantasy

51 Metascore

Two teenage girls discover a mermaid in their beach club's swimming pool.

Director: Elizabeth Allen Rosenbaum | Stars: Emma Roberts, JoJo, Sara Paxton, Jake McDorman

Votes: 35,769 | Gross: $18.60M

17. It's a Boy Girl Thing (2006)

PG-13 | 95 min | Comedy, Fantasy, Romance

Sworn enemies find themselves in each other's bodies, and use this to ruin each other's lives.

Director: Nick Hurran | Stars: Samaire Armstrong, Kevin Zegers, Sherry Miller, Robert Joy

Votes: 37,391

18. Saved! (2004)

PG-13 | 92 min | Comedy, Drama

62 Metascore

When a girl attending a Christian high school becomes pregnant, she finds herself ostracized and demonized, as all of her former friends turn on her.

Director: Brian Dannelly | Stars: Jena Malone, Mandy Moore, Macaulay Culkin, Patrick Fugit

Votes: 43,216 | Gross: $8.94M

19. Heathers (1988)

R | 103 min | Comedy, Crime

72 Metascore

In order to get out of the snobby clique that is destroying her good-girl reputation, an intelligent teen teams up with a dark sociopath in a plot to kill the cool kids.

Director: Michael Lehmann | Stars: Winona Ryder, Christian Slater, Shannen Doherty, Lisanne Falk

Votes: 78,869 | Gross: $1.11M

20. Clueless (1995)

PG-13 | 97 min | Comedy, Romance

68 Metascore

A rich high school student tries to boost a new pupil's popularity, but reckons without affairs of the heart getting in the way.

Director: Amy Heckerling | Stars: Alicia Silverstone, Stacey Dash, Brittany Murphy, Paul Rudd

Votes: 158,036 | Gross: $56.63M

21. Never Been Kissed (1999)

PG-13 | 107 min | Comedy, Drama, Romance

60 Metascore

A newspaper reporter enrolls in high school as part of research for a story.

Director: Raja Gosnell | Stars: Drew Barrymore, David Arquette, Michael Vartan, Molly Shannon

Votes: 77,949 | Gross: $55.47M

22. The Princess Diaries (2001)

G | 111 min | Comedy, Family, Romance

52 Metascore

Mia Thermopolis has just found out that she is the heir apparent to the throne of Genovia. With her friends Lilly and Michael Moscovitz in tow, she tries to navigate through the rest of her sixteenth year.

Director: Garry Marshall | Stars: Julie Andrews, Anne Hathaway, Hector Elizondo, Heather Matarazzo

Votes: 117,092 | Gross: $108.25M

23. Bend It Like Beckham (2002)

PG-13 | 112 min | Comedy, Drama, Romance

66 Metascore

The daughter of orthodox Sikh rebels against her parents' traditionalism and joins a football team.

Director: Gurinder Chadha | Stars: Parminder Nagra, Keira Knightley, Jonathan Rhys Meyers, Anupam Kher

Votes: 99,468 | Gross: $32.54M

24. Easy A (2010)

PG-13 | 92 min | Comedy, Drama, Romance

72 Metascore

A clean-cut high school student relies on the school's rumor mill to advance her social and financial standing.

Director: Will Gluck | Stars: Emma Stone, Amanda Bynes, Penn Badgley, Dan Byrd

Votes: 332,278 | Gross: $58.40M

25. Say Anything... (1989)

PG-13 | 100 min | Comedy, Drama, Romance

85 Metascore

A noble underachiever and a beautiful valedictorian fall in love the summer before she goes off to college.

Director: Cameron Crowe | Stars: John Cusack, Ione Skye, John Mahoney, Lili Taylor

Votes: 76,886 | Gross: $20.78M

26. 10 Things I Hate About You (1999)

PG-13 | 97 min | Comedy, Drama, Romance

70 Metascore

A pretty, popular teenager can't go out on a date until her ill-tempered older sister does.

Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik

Votes: 271,356 | Gross: $38.18M

27. The Outsiders (1983)

PG | 91 min | Crime, Drama

41 Metascore

The rivalry between two gangs, the poor Greasers and the rich Socs, only heats up when one gang member kills a member of the other.

Director: Francis Ford Coppola | Stars: C. Thomas Howell, Matt Dillon, Ralph Macchio, Patrick Swayze

Votes: 68,394 | Gross: $25.60M

28. Booksmart (2019)

R | 102 min | Comedy

84 Metascore

On the eve of their high school graduation, two academic superstars and best friends realize they should have worked less and played more. Determined not to fall short of their peers, the girls try to cram four years of fun into one night.

Director: Olivia Wilde | Stars: Kaitlyn Dever, Beanie Feldstein, Jessica Williams, Jason Sudeikis

Votes: 27,803 | Gross: $22.09M

29. Juno (2007)

PG-13 | 96 min | Comedy, Drama

81 Metascore

Faced with an unplanned pregnancy, an offbeat young woman makes an unusual decision regarding her unborn child.

Director: Jason Reitman | Stars: Ellen Page, Michael Cera, Jennifer Garner, Jason Bateman

Votes: 467,487 | Gross: $143.50M

30. Grease (1978)

PG-13 | 110 min | Musical, Romance

70 Metascore

Good girl Sandy and greaser Danny fell in love over the summer. When they unexpectedly discover they're now in the same high school, will they be able to rekindle their romance?

Director: Randal Kleiser | Stars: John Travolta, Olivia Newton-John, Stockard Channing, Jeff Conaway

Votes: 212,161 | Gross: $188.76M

31. Freaky Friday (2003)

PG | 97 min | Comedy, Family, Fantasy

70 Metascore

An overworked mother and her daughter do not get along. When they switch bodies, each is forced to adapt to the other's life for one freaky Friday.

Director: Mark Waters | Stars: Jamie Lee Curtis, Lindsay Lohan, Mark Harmon, Harold Gould

Votes: 115,839 | Gross: $110.23M

32. Pleasantville (1998)

PG-13 | 124 min | Comedy, Drama, Fantasy

71 Metascore

Two 1990s teenage siblings find themselves in a 1950s sitcom, where their influence begins to profoundly change that complacent world.

Director: Gary Ross | Stars: Tobey Maguire, Jeff Daniels, Joan Allen, Reese Witherspoon

Votes: 114,942 | Gross: $40.57M

33. Dazed and Confused (1993)

R | 102 min | Comedy

78 Metascore

The adventures of high school and junior high students on the last day of school in May 1976.

Director: Richard Linklater | Stars: Jason London, Wiley Wiggins, Matthew McConaughey, Rory Cochrane

Votes: 147,763 | Gross: $7.99M



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