Classic teen movies
by goldenzebora | created - 13 Mar 2019 | updated - 10 Apr 2019 | Public- Instant Watch Options
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1. Easy A (2010)
PG-13 | 92 min | Comedy, Drama, Romance
When Olive lies to her best friend about losing her virginity to one of the college boys, a girl overhears their conversation. Soon, her story spreads across the entire school like wildfire.
Director: Will Gluck | Stars: Emma Stone, Amanda Bynes, Penn Badgley, Dan Byrd
Votes: 418,294 | Gross: $58.40M
2. Mean Girls (2004)
PG-13 | 97 min | Comedy
Cady Heron is a hit with The Plastics, the A-list girl clique at her new school, until she makes the mistake of falling for Aaron Samuels, the ex-boyfriend of alpha Plastic Regina George.
Director: Mark Waters | Stars: Lindsay Lohan, Jonathan Bennett, Rachel McAdams, Tina Fey
Votes: 435,611 | Gross: $86.06M
3. She's the Man (2006)
PG-13 | 105 min | Comedy, Romance, Sport
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: 175,933 | Gross: $2.34M
4. 10 Things I Hate About You (1999)
PG-13 | 97 min | Comedy, Drama, Romance
A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend. So, Cameron pays a mysterious boy, Patrick, to charm Kat.
Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik
Votes: 385,784 | Gross: $38.18M
5. Freaky Friday (2003)
PG | 97 min | Comedy, Family, Fantasy
An overworked mother and her daughter did 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: 152,695 | Gross: $110.23M
6. The Lizzie McGuire Movie (2003)
PG | 94 min | Adventure, Comedy, Family
Lizzie McGuire has graduated from middle school and takes a trip to Rome, Italy with her class. And what was supposed to be only a normal trip, becomes a teenager's dream come true.
Director: Jim Fall | Stars: Hilary Duff, Adam Lamberg, Clayton Snyder, Hallie Todd
Votes: 42,107 | Gross: $42.73M
7. The Perfect Man (2005)
PG | 100 min | Comedy, Family, Romance
A lonely mother begins receiving romantic e-mails from a secret admirer, unaware that this perfect man is really a creation of her daughter who is trying to cheer her up.
Director: Mark Rosman | Stars: Hilary Duff, Heather Locklear, Aria Wallace, Chris Noth
Votes: 32,091 | Gross: $16.25M
8. The Princess Diaries (2001)
G | 115 min | Comedy, Family, Romance
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: 163,774 | Gross: $108.25M
9. Clueless (1995)
PG-13 | 97 min | Comedy, Romance
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.
Director: Amy Heckerling | Stars: Alicia Silverstone, Stacey Dash, Brittany Murphy, Paul Rudd
Votes: 246,172 | Gross: $56.63M
10. The Last Song (2010)
PG | 107 min | Drama, Music, Romance
A rebellious girl is sent to a Southern beach town for the summer to stay with her father. Through their mutual love of music, the estranged duo learn to reconnect.
Director: Julie Anne Robinson | Stars: Miley Cyrus, Liam Hemsworth, Greg Kinnear, Bobby Coleman
Votes: 92,576 | Gross: $62.95M
11. LOL (Laughing Out Loud) (2008)
Not Rated | 103 min | Comedy, Romance
When Lola's boyfriend is unfaithful to her on his summer holiday, she dumps him and flirts with his best friend as punishment. But as their class prepares to leave on an excursion to London, the relationship heats up.
Director: Lisa Azuelos | Stars: Sophie Marceau, Christa Théret, Jérémy Kapone, Marion Chabassol
Votes: 9,635
12. LOL (2012)
PG-13 | 97 min | Comedy, Drama, Romance
As a new year at school begins, Lola's heart is broken by her boyfriend, though soon she's surprised by her best friend, promising musician Kyle, who reveals his feelings for her.
Director: Lisa Azuelos | Stars: Miley Cyrus, Douglas Booth, Ashley Greene, Demi Moore
Votes: 58,159 | Gross: $0.05M
13. 17 Again (2009)
PG-13 | 102 min | Comedy, Drama, Fantasy
Mike O'Donnell is ungrateful for how his life turned out. He gets a chance to rewrite his life when he tried to save a janitor near a bridge and jumped after him into a time vortex.
Director: Burr Steers | Stars: Zac Efron, Matthew Perry, Leslie Mann, Thomas Lennon
Votes: 216,507 | Gross: $64.17M
14. 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: 42,836
15. 13 Going on 30 (2004)
PG-13 | 98 min | Comedy, Fantasy, Romance
Unpopular schoolgirl Jenna Rink makes an unusual wish on her birthday. Miraculously, her wish comes true and the 13-year-old Jenna wakes up the next day as a 30-year-old woman.
Director: Gary Winick | Stars: Jennifer Garner, Mark Ruffalo, Judy Greer, Andy Serkis
Votes: 217,169 | Gross: $57.23M
16. Coyote Ugly (2000)
PG-13 | 100 min | Comedy, Drama, Music
Aspiring songwriter Violet Sanford, after getting a job at a women-run NYC bar that teases its male patrons, comes out of her shell.
Director: David McNally | Stars: Piper Perabo, Adam Garcia, John Goodman, Maria Bello
Votes: 120,976 | Gross: $60.79M
17. The Spectacular Now (2013)
R | 95 min | Drama, Romance
A hard-partying high school senior's philosophy on life changes when he meets the not-so-typical "nice girl."
Director: James Ponsoldt | Stars: Miles Teller, Shailene Woodley, Kyle Chandler, Jennifer Jason Leigh
Votes: 161,439 | Gross: $6.85M
18. The First Time (I) (2012)
PG-13 | 95 min | Comedy, Drama, Romance
A shy senior and a down-to-earth junior fall in love over one weekend.
Director: Jonathan Kasdan | Stars: Dylan O'Brien, Britt Robertson, Victoria Justice, James Frecheville
Votes: 73,649 | Gross: $0.02M
19. The Girl Next Door (2004)
R | 109 min | Comedy, Drama, Romance
A teenager's dreams come true when a former porn star moves in next door and they fall in love.
Director: Luke Greenfield | Stars: Emile Hirsch, Nicholas Downs, Elisha Cuthbert, Timothy Olyphant
Votes: 240,017 | Gross: $14.59M
20. 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: 30,122
21. Endless Love (2014)
PG-13 | 104 min | Drama, Mystery, Romance
The story of a privileged girl and a charismatic boy whose instant desire sparks a love affair made only more reckless by parents trying to keep them apart.
Director: Shana Feste | Stars: Gabriella Wilde, Alex Pettyfer, Bruce Greenwood, Robert Patrick
Votes: 47,604 | Gross: $23.39M
22. The Sisterhood of the Traveling Pants 2 (2008)
PG-13 | 119 min | Comedy, Drama, Romance
Four college freshmen and best friends find that it may take more than a shared pair of jeans to help them stay in touch as their lives go in different directions.
Director: Sanaa Hamri | Stars: America Ferrera, Alexis Bledel, Amber Tamblyn, Blake Lively
Votes: 30,771 | Gross: $44.09M
23. That Awkward Moment (2014)
R | 94 min | Comedy, Romance
Three best friends find themselves where we've all been - at that confusing moment in every dating relationship when you have to decide "So...where is this going?"
Director: Tom Gormican | Stars: Zac Efron, Michael B. Jordan, Miles Teller, Imogen Poots
Votes: 107,459 | Gross: $26.05M
24. Wild Child (2008)
PG-13 | 98 min | Comedy
A rebellious Malibu princess is shipped off to a strict English boarding school by her father.
Director: Nick Moore | Stars: Emma Roberts, Aidan Quinn, Natasha Richardson, Lexi Ainsworth
Votes: 64,017 | Gross: $0.02M
25. Guess Who (2005)
PG-13 | 105 min | Comedy, Romance
A young woman, Theresa, brings her boyfriend, Simon, home to meet her parents and surprise them with the news of their engagement. Another surprise: Simon is white.
Director: Kevin Rodney Sullivan | Stars: Ashton Kutcher, Bernie Mac, Zoe Saldana, Judith Scott
Votes: 45,783 | Gross: $68.92M
26. Monte Carlo (2011)
PG | 109 min | Adventure, Comedy, Family
Three young women vacationing in Paris find themselves whisked away to Monte Carlo after one of the girls is mistaken for a British heiress.
Director: Thomas Bezucha | Stars: Selena Gomez, Leighton Meester, Katie Cassidy, Cory Monteith
Votes: 48,648 | Gross: $23.19M
27. The Princess Diaries 2: Royal Engagement (2004)
G | 113 min | Comedy, Family, Romance
Now settled in Genovia, Princess Mia faces a new revelation: she is being primed for an arranged marriage to an English suitor.
Director: Garry Marshall | Stars: Anne Hathaway, Callum Blue, Julie Andrews, Hector Elizondo
Votes: 89,005 | Gross: $95.17M
28. John Tucker Must Die (2006)
PG-13 | 89 min | Comedy, Romance
Three ex-girlfriends of a serial cheater set up their former lover to fall for the new girl in town so they can watch him get his heart broken.
Director: Betty Thomas | Stars: Jesse Metcalfe, Ashanti, Arielle Kebbel, Sophia Bush
Votes: 88,166 | Gross: $41.01M
29. White Chicks (2004)
PG-13 | 109 min | Comedy, Crime
Two disgraced FBI agents go way undercover in an effort to protect hotel heiresses the Wilson sisters from a kidnapping plot.
Director: Keenen Ivory Wayans | Stars: Marlon Wayans, Shawn Wayans, Busy Philipps, Maitland Ward
Votes: 163,399 | Gross: $70.83M
30. The Hot Chick (2002)
PG-13 | 104 min | Comedy, Fantasy
An attractive and popular teenager, who is mean-spirited toward others, finds herself in the body of an older man, and must find a way to get back to her original body.
Director: Tom Brady | Stars: Rob Schneider, Rachel McAdams, Anna Faris, Matthew Lawrence
Votes: 102,679 | Gross: $35.08M
31. Loser (2000)
PG-13 | 98 min | Comedy, Romance
A college student, branded a loser by his roommates and booted from the dorm, falls in love with a coed who has eyes for their condescending professor.
Director: Amy Heckerling | Stars: Jason Biggs, Mena Suvari, Zak Orth, Thomas Sadoski
Votes: 30,367 | Gross: $15.62M
32. Raise Your Voice (2004)
PG | 103 min | Family, Music, Musical
Terri Fletcher is a small town girl with the voice of a big-time singer. When personal tragedy interrupts her steady life, Terri defies her father's wishes and secretly heads off to spend a summer at a Los Angeles performing arts academy.
Director: Sean McNamara | Stars: Hilary Duff, John Corbett, Rebecca De Mornay, Oliver James
Votes: 28,907 | Gross: $10.41M
33. A Cinderella Story (2004)
PG | 95 min | Comedy, Family, Romance
Routinely exploited by her wicked stepmother, the downtrodden Samantha 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: 94,046 | Gross: $51.44M
34. Aquamarine (2006)
PG | 110 min | Comedy, Family, Fantasy
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: 45,156 | Gross: $18.60M
35. Just My Luck (2006)
PG-13 | 103 min | Comedy, Fantasy, Romance
Manhattanite Ashley is known to many as the luckiest woman around. After a chance encounter with a down-and-out young man, however, she realizes that she's swapped her fortune for his.
Director: Donald Petrie | Stars: Lindsay Lohan, Chris Pine, Samaire Armstrong, Bree Turner
Votes: 61,619 | Gross: $17.32M
36. The DUFF (2015)
PG-13 | 101 min | Comedy, Romance
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: 101,661 | Gross: $34.03M
37. To All the Boys I've Loved Before (2018)
TV-14 | 99 min | Comedy, Drama, Romance
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: 123,968
38. Sierra Burgess Is a Loser (2018)
PG-13 | 105 min | Comedy, Drama, Romance
A case of mistaken identity results in unexpected romance when the most popular girl and the biggest loser in high school must unite to win over their crushes.
Director: Ian Samuels | Stars: Shannon Purser, Kristine Froseth, RJ Cyler, Noah Centineo
Votes: 41,171
39. Crossroads (I) (2002)
PG-13 | 93 min | Comedy, Drama, Romance
Three childhood friends embark on a cross-country adventure to pursue dreams they once put aside, taking risks that are sure to change their lives forever.
Director: Tamra Davis | Stars: Britney Spears, Anson Mount, Zoe Saldana, Taryn Manning
Votes: 44,159 | Gross: $37.19M
40. Everything, Everything (2017)
PG-13 | 96 min | Drama, Romance
A teenager who's spent her whole life confined to her home falls for the boy next door.
Director: Stella Meghie | Stars: Amandla Stenberg, Nick Robinson, Anika Noni Rose, Ana de la Reguera
Votes: 42,502 | Gross: $34.00M
41. Love, Simon (2018)
PG-13 | 110 min | Comedy, Drama
Simon Spier keeps a huge secret from his family, his friends and all of his classmates: he's gay. When that secret is threatened, Simon must face everyone and come to terms with his identity.
Director: Greg Berlanti | Stars: Nick Robinson, Jennifer Garner, Josh Duhamel, Katherine Langford
Votes: 125,975 | Gross: $40.83M
42. Win a Date with Tad Hamilton! (2004)
PG-13 | 95 min | Comedy, Romance
A small-town girl wins a date with a male celebrity through a contest. When the date goes better than expected, a love triangle forms between the girl, the male celebrity, and the girl's best friend.
Director: Robert Luketic | Stars: Kate Bosworth, Josh Duhamel, Topher Grace, Nathan Lane
Votes: 29,443 | Gross: $17.07M
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