The Best Intelligent Teen Movies of All Time
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The Best Intelligent Teen Movies of All Time

Ranker Film
Updated May 3, 2024 66 items
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Vote up the best intelligent movies, or those that are smart, clever, etc.

Spearheading a new breed of cinema, intelligent teen movies defy expectations with their emotionally resonant and intellectually engaging narratives. These films showcase wit, emotional complexity, and compelling story arcs that resonate deeply with viewers, transcending the expectations of what a teen movie should be. So much so, that these films have become classics in their own right. 

The standout teen movies weave together timeless themes, dynamic characters, and unique ideologies while maintaining their youthful and relatable appeal. Such films not only entertain but also challenge viewers to delve into the intricacies of adolescence and human nature, demonstrating the transformative power of cinema. 

For instance, Mean Girls tackles the convoluted social dynamics within a high school through razor-sharp dialogue and incisive satire. Similarly, 10 Things I Hate About You brilliantly adapts Shakespeare's The Taming of the Shrew to a modern-day setting, exploring themes of romance, resistance, and self-discovery. And then there's Easy A, a sharp and witty exploration of reputation, identity, and societal pressures in the age of social media. These are just a few examples of exemplary intelligent teen movies that capture the essence of the given topic. 

Showcasing powerful storytelling and unparalleled depth, these teen films demonstrate that smart movies for teens can  transcend the conventions of their genre, all the while providing an engaging and thought-provoking cinematic experience. By redefining how we perceive teen movies, these films have cemented their status as some of the finest examples of this beloved category in film history. 

Most divisive: High School Musical
Over 500 Ranker voters have come together to rank this list of Good & Brilliant Teen Movies
  • 10 Things I Hate About You
    1
    Heath Ledger, Julia Stiles, Joseph Gordon-Levitt
    303 votes

    For Fans Of: Drive Me Crazy, She's All That, Clueless, Never Been Kissed, Can't Hardly Wait
    Why Should I Watch 10 Things I Hate About You: This modern adaptation of Shakespeare's The Taming of the Shrew offers a clever and humorous look at high school relationships, while showcasing career-defining performances from Julia Stiles and Heath Ledger. The film skillfully balances wit and genuine emotion, making it an exemplary piece of intelligent teen cinema.

    Welcome to 10 Things I Hate About You, a modern-day Shakespearean twist that dances on the line of teen romance and biting comedy. Set in an American high school, this late-90s gem revolves around two Stratford sisters: the rebellious Kat (Julia Stiles) and her popular younger sister, Bianca (Larisa Oleynik). When Cameron (Joseph Gordon-Levitt), a new student smitten by Bianca, learns of their father's strict dating rule, he hatches a plan involving bad boy Patrick Verona (Heath Ledger) to woo Kat. Amidst clever banter and unexpected romances, the characters navigate the labyrinth of teenage angst, love, and self-discovery. Noted for its memorable performances and sharp wit, this film is a charming exploration of young love and personal transformation.
  • Stand by Me
    2
    Wil Wheaton, River Phoenix, Corey Feldman
    231 votes

    For Fans Of: The Goonies, The Sandlot, The Outsiders, Lean on Me, The Breakfast Club
    Why Should I Watch Stand by Me: Based on Stephen King's novella The Body, this coming-of-age tale delves into the complexities of friendship and adolescence in a touching and timeless manner. With standout performances from a young River Phoenix, Wil Wheaton, Corey Feldman, and Jerry O'Connell, Stand by Me remains an essential viewing for fans of poignant teen dramas.

    In the engaging film Stand by Me, four young boys - Gordie Lachance (Wil Wheaton), Chris Chambers (River Phoenix), Teddy Duchamp (Corey Feldman), and Vern Tessio (Jerry O'Connell) - embark on an unforgettable quest. Their aim? To locate a missing teenager's body somewhere in the woods of Oregon. Directed by Rob Reiner, this coming-of-age drama is based on Stephen King's novella The Body. It's a gripping tale about friendship, adventure, and the harsh realities of growing up. The film, ripe with poignant performances and a captivating storyline, won critical acclaim upon its release in 1986.
  • Clueless
    3
    Alicia Silverstone, Stacey Dash, Brittany Murphy
    260 votes

    For Fans Of: Legally Blonde, Mean Girls, 10 Things I Hate About You, The Princess Diaries, She's All That
    Why Should I Watch Clueless: A smart satire on high school life in the '90s that subverts expectations with sharp humor and memorable dialogue, Clueless is anchored by Alicia Silverstone's pitch-perfect performance as Cher Horowitz. Its razor-sharp wit has ensured its place as a cultural touchstone that transcends its contemporaries.

    In the heart of Beverly Hills, high schooler Cher Horowitz (Alicia Silverstone) reigns as a self-proclaimed fashionista and matchmaker. Clueless, a comedy-drama flick directed by Amy Heckerling, sees Cher navigating the tricky waters of adolescence while attempting to handle love interests and maintain her social status. Alongside Cher is her best friend Dionne Davenport (Stacey Dash), who aids in her various escapades. The film, an amusing modern adaptation of Jane Austen's Emma, cleverly taps into teenage angst and the complexities of young love. Despite its light-hearted tone, it subtly addresses pertinent social issues, making it a timeless classic.
  • Mean Girls
    4
    Lindsay Lohan, Rachel McAdams, Tina Fey
    274 votes

    For Fans Of: Clueless, Legally Blonde, Easy A, 10 Things I Hate About You, The Princess Diaries
    Why Should I Watch Mean Girls: Written by Tina Fey and featuring early breakout roles for Lindsay Lohan, Rachel McAdams, Amanda Seyfried, and Lacey Chabert, Mean Girls offers scathing commentary on high school cliques with a hilarious script that has become part of the pop culture lexicon. This film is not only laugh-out-loud funny but also provides valuable insights into teenage social dynamics.

    In the teen comedy Mean Girls, Cady Heron (Lindsay Lohan) is a naive newcomer to public school, having been homeschooled in Africa. She finds herself in the whirlwind of high school politics and cliques, especially when she crosses paths with Regina George (Rachel McAdams), the queen bee of North Shore High School's most popular clique, The Plastics. As Cady navigates this new terrain, she becomes entangled in The Plastics' manipulative games. Tina Fey, who also wrote the screenplay, stars as Ms. Norbury, a teacher who provides guidance for Cady. Mean Girls was nominated for multiple awards and won a Teen Choice Award for Choice Movie: Comedy.
  • The Princess Diaries
    5
    Julie Andrews, Anne Hathaway, Héctor Elizondo
    228 votes

    For Fans Of: Legally Blonde, The Princess Diaries 2: Royal Engagement, Mean Girls, 13 Going on 30, Ella Enchanted
    Why Should I Watch The Princess Diaries: A delightful Cinderella story that follows ordinary teenager Mia Thermopolis (Anne Hathaway) as she discovers her royal heritage and adapts to life as a princess under the tutelage of her regal grandmother (Julie Andrews). This charming coming-of-age tale emphasizes the importance of self-discovery and staying true to oneself amidst newfound fame and responsibilities.

    Stepping into the realm of teenage comedy, The Princess Diaries is a delightful tale that revolves around Mia Thermopolis (Anne Hathaway), a seemingly ordinary high school girl. Unbeknownst to her, she's actually royalty, a fact revealed by her regal grandmother, Queen Clarisse Renaldi (Julie Andrews). The transformation from clumsy teen to elegant princess isn't smooth sailing, with numerous comedic mishaps along the way. Trapped between two worlds, Mia must choose her path. Directed by Garry Marshall, this light-hearted film is an entertaining mix of comedy and romance, suitable for all ages.
  • The Princess Bride
    6
    Cary Elwes, Robin Wright, Mandy Patinkin
    226 votes

    For Fans Of: Enchanted, Stardust, Willow, Labyrinth, The Neverending Story
    Why Should I Watch The Princess Bride: A timeless fairy tale infused with adventure, romance, comedy, swordplay, and unforgettable characters such as Westley (Cary Elwes), Inigo Montoya (Mandy Patinkin), Fezzik (André the Giant), and Princess Buttercup (Robin Wright). Rob Reiner's classic film adaptation of William Goldman's novel has endeared itself to generations of fans with its blend of wit, charm, and intelligence.

    The Princess Bride is a whimsical blend of adventure, romance, and comedy. Westley (Cary Elwes), a humble farmhand-turned-pirate, embarks on an epic quest to rescue his beloved Buttercup (Robin Wright) from the clutches of the villainous Prince Humperdinck (Chris Sarandon). Alongside a colorful band of misfits including Inigo Montoya (Mandy Patinkin), who seeks revenge for his father's murder, and Vizzini (Wallace Shawn), a cunning Sicilian strategist, Westley must navigate treacherous terrain and outwit deadly foes. This timeless tale, peppered with memorable lines and unforgettable characters, won the People's Choice Award for Favorite Comedy Motion Picture in 1988. A film that transcends genre boundaries, it remains a classic in popular culture.
  • The Breakfast Club
    7
    Emilio Estevez, Molly Ringwald, Judd Nelson
    238 votes

    For Fans Of: Sixteen Candles, Ferris Bueller's Day Off, St. Elmo's Fire, Pretty in Pink, Clueless
    Why Should I Watch The Breakfast Club: John Hughes' seminal 1985 film brilliantly dissects high school stereotypes through the diverse personalities of five students forced to spend a Saturday together in detention. With standout performances from Molly Ringwald, Emilio Estevez, Judd Nelson, Anthony Michael Hall, and Ally Sheedy, this quintessential teen movie offers an insightful look at adolescence while tackling themes like identity and societal expectations.

    In the film The Breakfast Club, five high school students, each representing a different stereotype, meet in detention. There's the brainy Brian Johnson (Anthony Michael Hall), the athletic Andrew Clark (Emilio Estevez), the rebel John Bender (Judd Nelson), the princess Claire Standish (Molly Ringwald), and the outcast Allison Reynolds (Ally Sheedy). As they spend a Saturday together under supervision of the strict assistant principal Richard Vernon (Paul Gleason), they gradually open up to one another, revealing their deeper selves beneath their public personas. This 1985 coming-of-age comedy-drama directed by John Hughes explores themes of identity, peer pressure, and adolescence within its 97-minute runtime. To this day, it remains a classic in teen cinema.
  • Cruel Intentions
    8
    Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon
    164 votes

    For Fans Of: Dangerous Liaisons, The Skulls, Gone Girl, Breakfast at Tiffany's, Gossip Girl
    Why Should I Watch Cruel Intentions: A darkly seductive modern take on Choderlos de Laclos' Dangerous Liaisons set within Manhattan's elite prep school scene, Cruel Intentions boasts memorable performances from Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, and Selma Blair. The film masterfully weaves themes of lust, manipulation, deceit, betrayal – all while showcasing how power struggles can corrupt even the most innocent individuals.

    In the riveting drama, Cruel Intentions, a game of seduction unfolds within Manhattan's elite teen circle. Kathryn Merteuil (Sarah Michelle Gellar) and Sebastian Valmont (Ryan Phillippe), step-siblings known for their manipulative tricks, set their sights on innocent Annette Hargrove (Reese Witherspoon). The plot thickens as Sebastian, initially viewing Annette as a mere conquest, finds himself entangled in unexpected emotions. This film, a modern take on the classic French novel 'Les Liaisons dangereuses', delves into themes of deception, love and the high stakes of teenage gamesmanship. It's a thrilling exploration of manipulation cloaked in youthful innocence and affluence.
  • Easy A
    9
    Emma Stone, Penn Badgley, Amanda Bynes
    232 votes

    For Fans Of: Mean Girls, Juno, Friends with Benefits, Pitch Perfect, The DUFF
    Why Should I Watch Easy A: Drawing inspiration from Nathaniel Hawthorne's The Scarlet Letter while adding contemporary humor and satire to create a distinctive voice for itself, Easy A features a star-making turn by Emma Stone as she navigates the perilous waters of teenage gossip. Boasting sharp wit and an engaging story, this film offers a fresh and intelligent take on the high school comedy genre.

    In the cleverly comedic film Easy A, Emma Stone stars as Olive Penderghast, a high school student who finds herself tangled in a web of rumors and half-truths. After a small lie about losing her virginity gets out, she sees her life paralleling Hester Prynne's from The Scarlet Letter, which she is studying in school -- until she decides to use the rumor mill to advance her social and financial standing. Penn Badgley, Amanda Bynes, and Thomas Haden Church co-star in this engaging tale that takes a humorous look at the serious subject of reputation and the rapid spread of gossip in a digital era.
  • The Outsiders
    10
    Matt Dillon, C. Thomas Howell, Ralph Macchio
    172 votes

    For Fans Of: Stand By Me, River's Edge, That Was Then... This is Now, Rumble Fish, American Graffiti
    Why Should I Watch The Outsiders: Adapted from S.E. Hinton's novel, Francis Ford Coppola's film delves into the rivalries between two groups of teenagers – the Greasers and the Socs – in 1960s Oklahoma. With a star-studded cast including C. Thomas Howell, Rob Lowe, Emilio Estevez, Matt Dillon, Ralph Macchio, Patrick Swayze, and Tom Cruise, this coming-of-age drama deftly explores themes like loyalty, conflict resolution, and the importance of family.

    In the heartland of 1960s Oklahoma, The Outsiders tells the story of a group of underprivileged teenagers known as the Greasers. Ponyboy Curtis (C. Thomas Howell), an introspective youth, and his friends Johnny Cade (Ralph Macchio) and Dallas Winston (Matt Dillon) navigate their way through social inequalities and personal struggles. This coming-of-age drama, directed by Francis Ford Coppola, is built on themes of friendship, societal pressure, and the harsh realities of socio-economic divisions. The film has been recognized for its authentic portrayal of teen angst amidst class conflicts.
  • Bring It On
    11
    Kirsten Dunst, Eliza Dushku, Jesse Bradford
    192 votes

    For Fans Of: Mean Girls, She's All That, 10 Things I Hate About You, Legally Blonde, Clueless
    Why Should I Watch Bring It On: A lively and entertaining exploration of the competitive world of high school cheerleading, this film offers a fresh take on teen rivalry and personal growth. Starring Kirsten Dunst and Eliza Dushku, Bring It On delivers an energetic mix of humor, romance, and impressive choreography that makes it a must-watch for fans of intelligent teen films.

    Bring It On, a comedy-drama, is driven by the fiery spirit of high school cheerleading. Torrance Shipman (Kirsten Dunst), captain of the cheerleading squad at Rancho Carne High School, discovers her team's routines were stolen from the East Compton Clovers, led by Isis (Gabrielle Union). The ensuing rivalry between the squads forms the crux of the narrative. Directed with verve by Peyton Reed, this film explores themes of integrity, competition, and friendship. Notably, Bring It On bagged nominations for multiple Teen Choice Awards, underscoring its appeal to young audiences.
  • Freaky Friday
    12
    Jamie Lee Curtis, Lindsay Lohan, Mark Harmon
    169 votes

    For Fans Of: The Parent Trap, 13 Going on 30, Big, 17 Again, Little
    Why Should I Watch Freaky Friday: This creative body-swap comedy starring Jamie Lee Curtis and Lindsay Lohan provides both laughs and heartfelt moments as a mother and daughter learn to understand each other by experiencing life from the other's perspective. The clever premise combined with strong performances make this film a standout in the genre, offering valuable insights into family dynamics.

    In the comedic family film, Freaky Friday, an uncanny event propels a mother-daughter duo, Tess (Jamie Lee Curtis) and Anna (Lindsay Lohan), into a whirlwind of swapped lives. A simple wish on a peculiar fortune cookie triggers the switch, compelling them to navigate each other's worlds with newfound perspectives. As Tess grapples with high school drama and Anna juggles adult responsibilities, they strive to reverse their circumstances. Amidst uproarious moments and chaos, this enchanting tale explores familial bonds and understanding in an extraordinary way.
  • Heathers
    13
    Winona Ryder, Christian Slater, Shannen Doherty
    169 votes

    For Fans Of: Mean Girls, Jawbreaker, Clueless, 10 Things I Hate About You, Cruel Intentions
    Why Should I Watch Heathers: A darkly satirical look at high school cliques, Heathers stars Winona Ryder as Veronica Sawyer, a girl caught up in an escalating cycle of violence with her sociopathic boyfriend J.D. (Christian Slater). With its biting wit and twisted humor, this cult classic deftly critiques teenage social hierarchies while exploring themes of power, control, and morality.

    In the dark comedy Heathers, high school senior Veronica Sawyer (Winona Ryder) finds herself entangled in an unusual relationship with the mysterious new kid, J.D. (Christian Slater). Amidst the social pressures of Westerburg High School, dominated by a clique of girls all named Heather, Veronica and J.D. embark on a rebellious journey against the popular crowd. Their actions quickly spiral into a series of disturbing events that blur the line between teenage rebellion and criminal activity. This 1988 cult classic explores themes of popularity, power, and the chilling lengths some will go to leave their mark on society.
  • The Parent Trap
    14
    Lindsay Lohan, Dennis Quaid, Natasha Richardson
    171 votes

    For Fans Of: Freaky Friday, Cheaper by the Dozen, Home Alone, Matilda, The Princess Diaries
    Why Should I Watch The Parent Trap: Featuring a delightful double performance from Lindsay Lohan as twins separated at birth who conspire to reunite their divorced parents (Dennis Quaid and Natasha Richardson), this charming remake captures the magic of childhood innocence while addressing themes such as love, family unity, and self-discovery. Its timeless appeal ensures it remains a beloved favorite among generations of viewers.

    In the delightful family comedy The Parent Trap, Hallie Parker and Annie James (both played by Lindsay Lohan), are identical twin sisters separated shortly after birth by their divorced parents. Unaware of each other's existence, they serendipitously meet at a summer camp. Swiftly recognizing their uncanny resemblance, they hatch a plan to switch places in an attempt to reunite their estranged parents, Elizabeth James (Natasha Richardson) and Nick Parker (Dennis Quaid). The movie unfolds as a light-hearted caper filled with heartwarming moments and humorous hijinks.
  • Juno
    15
    Elliot Page, Michael Cera, Jennifer Garner
    175 votes

    For Fans Of: Little Miss Sunshine, Easy A, Garden State, Thumbsucker, Mean Girls
    Why Should I Watch Juno: Diablo Cody's Oscar-winning screenplay serves as the foundation for this quirky yet sincere coming-of-age tale about teen pregnancy, friendship, love, growing up under challenging circumstances. Ellen Page shines as the titular character alongside an impressive supporting cast, including Michael Cera, Jennifer Garner, and Jason Bateman. Juno's witty dialogue and heartfelt storytelling make it a must-watch for fans of intelligent teen cinema.

    Juno is a heartwarming drama-comedy that revolves around the life of Juno MacGuff (Elliot Page), a witty and independent 16-year-old who becomes pregnant by her friend, Paulie Bleeker (Michael Cera). Instead of opting for an abortion, she decides to give the baby up for adoption. The prospective parents are Mark and Vanessa Loring (Jason Bateman and Jennifer Garner), a seemingly perfect couple. As the story unfolds, Juno navigates through pregnancy while dealing with school, relationships, and the impending reality of motherhood. The film won an Academy Award for Best Original Screenplay and was nominated for three others including Best Picture.
  • Girl, Interrupted
    16
    Winona Ryder, Angelina Jolie, Clea Duvall
    162 votes

    For Fans Of: The Virgin Suicides, Prozac Nation, The Hours, Boys Don't Cry, Requiem for a Dream
    Why Should I Watch Girl, Interrupted: Based on Susanna Kaysen's memoir, this emotionally charged drama delves into the lives of young women in a mental institution during the 1960s. Featuring powerhouse performances from Winona Ryder and Angelina Jolie (in her Oscar-winning role), the film provides a thought-provoking look at mental health issues while showcasing the complexities of female friendship amid adversity.

    In the drama Girl, Interrupted, Susanna Kaysen (Winona Ryder) finds herself in a 1960s psychiatric hospital after a failed suicide attempt. Among the institution's eclectic mix of patients is sociopath Lisa Rowe (Angelina Jolie), who proves to be both an intimidating presence and an unlikely friend. As Susanna navigates her turbulent journey towards self-discovery, she encounters complex characters battling their own demons. The film, directed by James Mangold, earned Angelina Jolie an Academy Award for Best Supporting Actress, underscoring the powerful performances and compelling narrative that make Girl, Interrupted an engaging watch.
  • Pitch Perfect
    17
    Anna Kendrick, Skylar Astin, Rebel Wilson
    164 votes

    For Fans Of: Mean Girls, Bring It On, Step Up, High School Musical, Easy A
    Why Should I Watch Pitch Perfect: This infectious musical comedy shines a spotlight on the world of college a cappella competitions while offering valuable lessons about teamwork, self-expression, and finding one's voice. With Anna Kendrick leading an ensemble cast full of engaging characters, Pitch Perfect delivers equal parts humor and heart – all set to a catchy soundtrack that will have viewers singing along.

    College student Beca (Anna Kendrick) knows she does not want to be part of a clique, but that's exactly where she finds herself after arriving at her new school. Thrust in among mean gals, nice gals and just plain weird gals, Beca finds that the only thing they have in common is how well they sing together. She takes the women of the group out of their comfort zone of traditional arrangements and into a world of amazing harmonic combinations in a fight to the top of college music competitions.
  • Little Women
    18

    Little Women

    Saoirse Ronan, Emma Watson, Florence Pugh
    146 votes

    For Fans Of: Pride and Prejudice, Sense and Sensibility, Emma, Mansfield Park, The Age of Innocence
    Why Should I Watch Little Women: Greta Gerwig's critically acclaimed adaptation of Louisa May Alcott's novel captures the timeless spirit of sisterhood and self-discovery while providing fresh perspectives on its beloved characters. Boasting exceptional performances from Saoirse Ronan, Emma Watson, Florence Pugh, Eliza Scanlen, Laura Dern, Timothée Chalamet, Meryl Streep – Little Women offers a satisfying balance between warmth and intelligence that makes it essential viewing for fans of both classic literature adaptations and coming-of-age stories.

    A poignant rendition of Louisa May Alcott's classic novel, Little Women is an enchanting drama set in the backdrop of Civil War-era Massachusetts. The narrative revolves around the March sisters - spirited Jo (Saoirse Ronan), nurturing Meg (Emma Watson), shy Beth (Eliza Scanlen), and charming Amy (Florence Pugh) - as they navigate life's joys and sorrows. Helmed by Greta Gerwig, this 2019 adaptation won an Oscar for Best Costume Design. It skillfully portrays the sisters' individual pursuits of love, art, and purpose while highlighting their unyielding bond amidst societal expectations.
  • Remember the Titans
    19
    Denzel Washington, Will Patton, Donald Faison
    131 votes

    For Fans Of: Friday Night Lights, The Blind Side, Coach Carter, The Express, Invincible
    Why Should I Watch Remember the Titans: This inspiring sports drama based on a true story tackles themes such as racial integration and overcoming prejudice through camaraderie among high school football players under Coach Herman Boone (Denzel Washington). Its powerful message about unity in the face of adversity resonates with audiences, making it a timeless classic for fans of intelligent teen movies.

    Based on a true story, Remember the Titans is a compelling sports drama. Set in 1971, it tells the tale of a newly integrated high school football team in Virginia. The African American coach Herman Boone (Denzel Washington) and his assistant Bill Yoast (Will Patton), who is white, must work together to unite their racially divided team. As they battle prejudice and adversity both on and off the pitch, their struggles culminate in a high-stakes championship game. This inspiring film won the Black Reel Award for Network/Cable - Best Film in 2001.
  • Bend It like Beckham
    20
    Parminder Nagra, Keira Knightley, Anupam Kher
    132 votes

    For Fans Of: She's the Man, Mean Girls, 10 Things I Hate About You, A League of Their Own, Whip It
    Why Should I Watch Bend It Like Beckham: This British comedy-drama offers an insightful exploration of the intersection of culture, gender expectations, and personal dreams as it follows two young women (Parminder Nagra and Keira Knightley) who defy societal norms to pursue their passion for soccer. The film's humor and heart make it a crowd-pleasing favorite that continues to resonate with viewers seeking stories about empowerment and self-fulfillment.

    Bend It Like Beckham, a British comedy-drama, weaves the story of Jesminder Bhamra (Parminder Nagra), a young Sikh woman smitten with football. Amidst cultural clashes and family expectations, she nurtures her passion clandestinely, inspired by her idol David Beckham. Her talent catches the eye of Jules Paxton (Keira Knightley), leading to an unlikely alliance in a local women's team. Directed by Gurinder Chadha, this film won the BBC's Britain's Best Film award. It explores themes of identity, aspiration, and friendship, against the backdrop of multicultural London. Multilayered yet accessible, it's a unique blend of sports and social commentary.
  • Sixteen Candles
    21
    Molly Ringwald, Anthony Michael Hall, Michael Schoeffling
    158 votes

    For Fans Of: The Breakfast Club, Pretty in Pink, Ferris Bueller's Day Off, Say Anything..., Clueless
    Why Should I Watch Sixteen Candles: Another John Hughes classic, this coming-of-age comedy captures the essence of teenage angst and self-discovery through the eyes of Samantha Baker (Molly Ringwald) as she deals with her forgotten birthday on top of other high school dilemmas. Featuring memorable performances from Anthony Michael Hall and an iconic 80s soundtrack, Sixteen Candles remains a treasured piece of teen cinema for its humor and heart.

    Sixteen Candles is a classic 1984 coming-of-age comedy directed by John Hughes. The film centers around the character of Samantha Baker, (Molly Ringwald), who's celebrating her 16th birthday but feels ignored by her family who are preoccupied with her sister's wedding. Jake Ryan (Michael Schoeffling), the high school heartthrob, is the object of Samantha's affection while she is relentlessly pursued by a nerdy freshman named Ted, (Anthony Michael Hall). As the day unfolds, hilarious and heartfelt moments ensue, culminating in a memorable birthday that Samantha didn't expect. This film marks an important milestone in teenage films for its honest depiction of adolescent life.
  • She's All That
    22
    Freddie Prinze, Rachael Leigh Cook, Matthew Lillard
    149 votes

    For Fans Of: 10 Things I Hate About You, Never Been Kissed, Clueless, Mean Girls, Drive Me Crazy
    Why Should I Watch She's All That: This charming take on the Pygmalion story shines a light on superficial judgments and the importance of self-confidence, featuring endearing performances from Freddie Prinze Jr., Rachael Leigh Cook, and Paul Walker. With its blend of romance, humor, and genuine emotion, She's All That offers a nostalgic yet relevant look at high school dynamics that continues to resonate with audiences.

    She's All That is a 1999 romantic comedy, directed by Robert Iscove. The film centers around high school jock Zack Siler (Freddie Prinze Jr.) who, after being dumped by his girlfriend, makes a bet that he can turn any girl into prom queen within six weeks. Enter Laney Boggs (Rachael Leigh Cook), an introverted art student, the subject of Zack's transformation experiment. As Zack navigates the challenges of this undertaking, unexpected feelings begin to emerge. This lighthearted film explores themes of popularity, authenticity, and the unpredictability of love in the high school setting.
  • Pretty in Pink
    23
    Molly Ringwald, Jon Cryer, Andrew McCarthy
    131 votes

    For Fans Of: Sixteen Candles, The Breakfast Club, Dirty Dancing, Say Anything..., Clueless
    Why Should I Watch Pretty in Pink: Another John Hughes-written gem starring Molly Ringwald, this film tackles themes of class disparity and social pressures while delivering a heartfelt love story between working-class outcast Andie Walsh (Ringwald) and wealthy popular boy Blane McDonough (Andrew McCarthy). Its nuanced characters and depiction of teenage struggles make Pretty in Pink an essential addition to any intelligent teen movie watchlist.

    In Pretty in Pink, a classic '80s teen drama, high school senior Andie Walsh (Molly Ringwald) navigates the social divide between wealth and poverty. Andie, from a modest background, finds herself torn between her childhood friend Duckie Dale (Jon Cryer), who harbors unrequited feelings for her, and affluent Blane McDonough (Andrew McCarthy). As prom night approaches, Andie must wrestle with the class differences that threaten to keep her and Blane apart while also dealing with Duckie's romantic advances. A poignant exploration of love and socio-economic disparity, this film remains a beloved staple of its genre.
  • Sky High
    24
    Michael Angarano, Kurt Russell, Kelly Preston
    123 votes

    For Fans Of: Disney's Descendants, Camp Rock, High School Musical, Teen Beach Movie, The Incredibles
    Why Should I Watch Sky High: This inventive superhero comedy offers a refreshing twist on the teen movie formula by placing its young heroes in a high school for super-powered beings. With clever humor, exciting action sequences, and engaging characters played by Kurt Russell, Kelly Preston, Danielle Panabaker, Michael Angarano – Sky High proves that even extraordinary individuals must navigate the familiar challenges of adolescence.

    Sky High, a unique blend of teen drama and superhero action, whisks us to an extraordinary high school in the sky. Will Stronghold (Michael Angarano), son of world-renowned superheroes The Commander (Kurt Russell) and Jetstream (Kelly Preston), grapples with his yet-to-surface powers. Simultaneously navigating adolescent challenges and superhuman expectations, he befriends other hero support students like Layla (Danielle Panabaker). When danger looms, these unlikely heroes must rise to the occasion. With memorable characters and inventive storytelling, Sky High explores identity, friendship, and heroism within a vibrant comic-book universe.
  • She's the Man
    25
    Amanda Bynes, James Kirk, Channing Tatum
    125 votes

    For Fans Of: Mean Girls, 10 Things I Hate About You, Bend It like Beckham, Clueless, Bring It On
    Why Should I Watch She's the Man: Inspired by Shakespeare's Twelfth Night but set within the context of a modern-day high school, this clever gender-bending comedy stars Amanda Bynes as a determined soccer player who disguises herself as her brother to join the boys' team. With its witty script and appealing performances, She's the Man offers a fun and engaging exploration of identity, friendship, and ambition.

    In the comedy film She's the Man, Viola (Amanda Bynes) takes on a bold endeavor. When her soccer team gets cut, she disguises herself as her twin brother Sebastian (James Kirk), enrolling in his place at a rival school to play on their boys' team. Duke (Channing Tatum), her unsuspecting roommate, becomes an unexpected ally in her high-stakes charade. As Viola navigates this testosterone-driven world, comedic chaos ensues. The film draws inspiration from Shakespeare's Twelfth Night, adding a modern twist to the classic tale of mistaken identities and unanticipated romance.
  • Weird Science
    26
    Kelly LeBrock, Anthony Michael Hall, Ilan Mitchell-Smith
    113 votes

    For Fans Of: Ferris Bueller's Day Off, Sixteen Candles, The Breakfast Club, Back to the Future, Real Genius
    Why Should I Watch Weird Science: This offbeat John Hughes production explores themes of teenage wish fulfillment, social anxiety, and self-realization through the zany story of two high school outcasts (Anthony Michael Hall and Ilan Mitchell-Smith) who create their ideal woman (Kelly LeBrock) using computer technology. The film's blend of quirky humor and heartfelt moments makes it an enduring favorite among teen movie aficionados.

    In the comedic science fiction film Weird Science, high school geeks Gary Wallace (Anthony Michael Hall) and Wyatt Donnelly (Ilan Mitchell-Smith) decide to take their fate into their own hands. Using a home computer and some old-fashioned teenage ingenuity, they create Lisa (Kelly LeBrock), a stunningly beautiful woman with a mind of her own. However, the boys soon learn that their creation is more than they bargained for, leading to a series of hilarious and unexpected events. This John Hughes-directed movie artfully combines humor and fantasy, providing an entertaining exploration of adolescent dreams gone awry.
  • Almost Famous
    27
    Billy Crudup, Frances McDormand, Kate Hudson
    109 votes

    For Fans Of: Dazed and Confused, High Fidelity, The Virgin Suicides, The Perks of Being a Wallflower, Garden State
    Why Should I Watch Almost Famous: A semi-autobiographical ode to rock 'n' roll from acclaimed writer-director Cameron Crowe, this coming-of-age tale follows 15-year-old aspiring journalist William Miller (Patrick Fugit) as he tours with fictional band Stillwater in the 1970s. Featuring standout performances from Kate Hudson, Billy Crudup, and Frances McDormand – Almost Famous is an endearing exploration of music, love, friendship, and personal growth that resonates with fans of intelligent teen films.

    Almost Famous is a semi-autobiographical comedy-drama directed by Cameron Crowe. It follows the journey of 15-year-old William Miller (Patrick Fugit), an aspiring rock journalist who gets his big break when he lands an assignment for Rolling Stone magazine. He goes on tour with emerging band Stillwater, led by charismatic frontman Russell Hammond (Billy Crudup) and experiences the highs and lows of the '70s rock scene. The film won an Academy Award for Best Original Screenplay and features a breakout performance from Kate Hudson as groupie-with-a-heart-of-gold, Penny Lane.
  • Can't Buy Me Love
    28
    Patrick Dempsey, Amanda Peterson, Courtney Gains
    120 votes

    For Fans Of: She's All That, Sixteen Candles, Pretty in Pink, The Breakfast Club, Clueless
    Why Should I Watch Can't Buy Me Love: This romantic comedy starring Patrick Dempsey as a nerdy high schooler who pays a popular cheerleader (Amanda Peterson) to pretend to be his girlfriend examines the nature of popularity while offering valuable lessons about authenticity and self-worth. Its engaging blend of humor and sincerity makes Can't Buy Me Love a worthy entry in any list dedicated to intelligent teen cinema.

    In Can't Buy Me Love, Ronald Miller (Patrick Dempsey) is a high school nerd yearning for popularity. Cindy Mancini (Amanda Peterson), the school's cheerleader queen, unexpectedly becomes his ticket to the in-crowd. When her mother's expensive outfit gets ruined, desperate Cindy agrees to Ronald's proposition: he will pay for the dress if she pretends to be his girlfriend. As they navigate through teenage hierarchies and social expectations, this 80s teen comedy-drama explores themes of acceptance, authenticity, and love beyond superficiality. The movie boasts engaging performances from its leads and offers a charmingly nostalgic trip back to high school life in the Reagan era.
  • The Princess Diaries 2: Royal Engagement
    29
    Anne Hathaway, Julie Andrews, Héctor Elizondo
    123 votes

    For Fans Of: The Princess Diaries, Mean Girls, Clueless, 10 Things I Hate About You, Legally Blonde
    Why Should I Watch The Princess Diaries 2: Royal Engagement: In this charming sequel, Anne Hathaway and Julie Andrews reprise their roles as Mia Thermopolis and Queen Clarisse, tackling new challenges related to royal responsibility, love, and self-discovery. The film's emphasis on personal growth and empowerment makes it a delightful addition to the pantheon of intelligent teen movies that continue to inspire viewers.

    In The Princess Diaries 2: Royal Engagement, Mia Thermopolis (Anne Hathaway) is thrust into a whirlwind of regality and responsibility. Now a graduate, she's set to take the throne of Genovia from her grandmother, Queen Clarisse Renaldi (Julie Andrews). A hitch arises - an old law stipulates a princess must be married before coronation. A parade of suitors jostle for her hand. Among them, Nicholas Devereaux (Chris Pine), who seems to have ulterior motives. The film is a lighthearted romantic comedy, brimming with royal politics and palace intrigue, with no shortage of laughter and love.
  • Saved!
    30
    Jena Malone, Mandy Moore, Macaulay Culkin
    123 votes

    For Fans Of: Juno, Mean Girls, Easy A, Heathers, Clueless
    Why Should I Watch Saved!: This satirical comedy set at a Christian high school offers a thought-provoking exploration of faith, morality, and personal identity through the eyes of its diverse cast of characters played by Jena Malone, Mandy Moore, Macaulay Culkin, and Patrick Fugit. With its clever script and engaging performances, Saved! serves as an entertaining yet insightful examination of teenage life amid religious expectations.

    In Saved!, Mary (Jena Malone), a devout high school student, experiences a crisis of faith when she becomes pregnant after attempting to save her gay boyfriend. She navigates the tumultuous waters of teenage life and religious fervor with her rebellious friend Cassandra (Eva Amurri), the only Jewish girl in their Christian school. Striding between satire and teen drama, this movie humorously unravels notions of faith, friendship, and acceptance in an evangelical world. Mandy Moore shines as the holier-than-thou Hilary Faye, while Macaulay Culkin adds intrigue as Roland, Hilary's wheelchair-bound brother.