21 Best Movies Like Cruel Intentions (1999)

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Cruel Intentions

Cruel Intentions (1999)

Cruel Intentions is a seductive teen drama set in the elite prep school world of New York’s wealthy Upper East Side. Inspired by Dangerous Liaisons, it follows manipulative step-siblings Kathryn and Sebastian, who play twisted games of seduction, betrayal, and revenge. Their target? The innocent and principled Annette. What begins as a heartless bet spirals into a genuine emotional struggle, with consequences that none of them expected. The film is known for its edgy tone, iconic soundtrack, and bold performances—especially...

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Do Revenge
▶ Watch Trailer
⭐
6.5
📅
September 16, 2022
🕒
107 minutes
👥
Teens, Young Adults
Do Revenge (2022)
Teen ComedyThriller
Story
Two high school girls team up to get revenge on each other’s bullies, leading to unexpected consequences.
Cast:
Camila Mendes, Maya Hawke, Austin Abrams, Alaina Hauriette
Directors:
Jennifer Kaytin Robinson
Writers:
Jennifer Kaytin Robinson
Producers:
Will Ferrell, Adam McKay
Available On
Netflix
Similar Movies →
The Clique
▶ Watch Trailer
⭐
4.7
📅
September 16, 2008
🕒
84 minutes
👥
Tweens, Teens
The Clique (2008)
Teen DramaComedy
Story
A new girl navigates a prestigious private school and clashes with the school’s popular and exclusive “clique.”
Cast:
Elizabeth McLaughlin, Ellen Marlow, Bridgit Mendler, Cheryl Hines
Directors:
Michael Lembeck
Writers:
Elisa Bell (based on the novel by Lisi Harrison)
Producers:
Leslie Morgenstein, Bob Levy
Available On
Not on OTT
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The Princess Diaries
▶ Watch Trailer
⭐
6.3
📅
August 3, 2001
🕒
115 minutes
👥
Families, Teens
The Princess Diaries (2001)
ComedyFamilyRomance
Story
A clumsy teenager discovers she’s heir to the throne of a European kingdom and must learn royal etiquette.
Cast:
Anne Hathaway, Julie Andrews, Hector Elizondo, Heather Matarazzo
Directors:
Garry Marshall
Writers:
Gina Wendkos (based on the novel by Meg Cabot)
Producers:
Whitney Houston, Debra Martin Chase
Available On
Not on OTT
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Booksmart
▶ Watch Trailer
⭐
7.2
📅
May 24, 2019
🕒
105 minutes
👥
Teens, Young Adults
Booksmart (2019)
Teen ComedyComing-of-Age
Story
Two academically driven best friends decide to cram four years of fun into one wild night before graduation.
Cast:
Beanie Feldstein, Kaitlyn Dever, Jessica Williams, Billie Lourd
Directors:
Olivia Wilde
Writers:
Emily Halpern, Sarah Haskins, Susanna Fogel, Katie Silberman
Producers:
Will Ferrell, Adam McKay
Available On
Not on OTT
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Gossip Girl
▶ Watch Trailer
⭐
7.5
📅
September 19, 2007
🕒
6 Seasons, 121 episodes
👥
Teens, Young Adults, Drama Fans
Gossip Girl (TV Series, 2007–2012)
Teen DramaRomance
Story
The lives of elite Manhattan prep school students are chronicled—and exposed—by a mysterious blogger known as “Gossip Girl.”
Cast:
Blake Lively, Leighton Meester, Penn Badgley, Chace Crawford, Ed Westwick
Directors:
Various
Writers:
Josh Schwartz, Stephanie Savage (based on novels by Cecily von Ziegesar)
Producers:
Josh Schwartz, Stephanie Savage
Available On
Not on OTT
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Freaky Friday
▶ Watch Trailer
⭐
6.3
📅
August 6, 2003
🕒
97 minutes
👥
Families, Teens, Young Adults
Freaky Friday (2003)
ComedyFamilyFantasy
Story
A mother and daughter magically switch bodies and must live each other’s lives for a day, learning empathy and understanding.
Cast:
Lindsay Lohan, Jamie Lee Curtis, Mark Harmon, Chad Michael Murray
Directors:
Mark Waters
Writers:
Heather Hach, Leslie Dixon (based on the novel by Mary Rodgers)
Producers:
Andrew Gunn
Available On
Not on OTT
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Wild Child
▶ Watch Trailer
⭐
6.1
📅
August 15, 2008
🕒
98 minutes
👥
Teens
Wild Child (2008)
Teen ComedyComing-of-Age
Story
A spoiled American teen is sent to a strict British boarding school, where she learns about discipline, friendship, and growing up.
Cast:
Emma Roberts, Alex Pettyfer, Natasha Richardson, Aidan Quinn
Directors:
Nick Moore
Writers:
Lucy Dahl
Producers:
Diana Phillips
Available On
Netflix
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John Tucker Must Die
▶ Watch Trailer
⭐
5.7
📅
July 28, 2006
🕒
87 minutes
👥
Teens, Young Adults
John Tucker Must Die (2006)
Teen ComedyRomanceRevenge
Story
Three girls team up with the new girl to take revenge on the charming high school player who cheated on them all.
Cast:
Jesse Metcalfe, Brittany Snow, Sophia Bush, Arielle Kebbel, Ashanti
Directors:
Betty Thomas
Writers:
Jeff Lowell
Producers:
Bob Cooper, Beau Flynn
Available On
Not on OTT
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Clueless
▶ Watch Trailer
⭐
6.9
📅
July 19, 1995
🕒
97 minutes
👥
Teens, Young Adults
Clueless (1995)
Teen ComedyRomance
Story
A rich, stylish high school girl plays matchmaker while learning about love and growing up.
Cast:
Alicia Silverstone, Paul Rudd, Stacey Dash, Brittany Murphy
Directors:
Amy Heckerling
Writers:
Amy Heckerling
Producers:
Scott Rudin, Robert Lawrence
Available On
Not on OTT
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Heathers
▶ Watch Trailer
⭐
7.2
📅
March 31, 1989
🕒
103 minutes
👥
Teens, Young Adults,
Heathers (1989)
Dark ComedyTeen DramaSatire
Story
A high school girl teams up with a rebellious new student to take down the popular clique, with deadly consequences.
Cast:
Winona Ryder, Christian Slater, Shannen Doherty, Lisanne Falk
Directors:
Michael Lehmann
Writers:
Daniel Waters
Producers:
Denise Di Novi
Available On
Not on OTT
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▶ Watch Trailer
⭐
7.0
📅
September 17, 2010
🕒
92 minutes
👥
Teens, Young Adults
Easy A (2010)
Teen ComedyRomance
Story
After a small lie spreads across her high school, Olive Penderghast embraces her new reputation and turns gossip into social currency, challenged by friendships, moral dilemmas, and her own identity.
Cast:
Emma Stone, Penn Badgley, Amanda Bynes, Thomas Haden Church, Patricia Clarkson, Stanley Tucci
Directors:
Will Gluck
Writers:
Bert V. Royal
Producers:
Zanne Devine, Will Gluck
Available On
Netflix
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10 Things I Hate About You
▶ Watch Trailer
⭐
7.3
📅
March 31, 1999
🕒
97 minutes
👥
Teens, Young Adults, Cult Fans
10 Things I Hate About You
Teen ComedyRomanceDrama
Story
Cameron can’t date his crush Bianca until her antisocial sister Kat does, so Cameron hires Patrick to woo her—leading to unexpected romance and lessons in self-awareness.
Cast:
Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik, David Krumholtz
Directors:
Gil Junger
Writers:
Karen McCullah, Kirsten Smith (based loosely on Shakespeare’s The Taming of the Shrew)
Producers:
Andrew Lazar
Available On
Not on OTT
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Legally Blonde
▶ Watch Trailer
⭐
6.4
📅
July 13, 2001
🕒
96 minutes
👥
Teens, Young Adults,
Legally Blonde (2001)
ComedyLegal DramaTeen
Story
A fashion-focused sorority girl enrolls at Harvard Law to win back her ex but discovers her potential in the process.
Cast:
Reese Witherspoon, Luke Wilson, Selma Blair, Jennifer Coolidge
Directors:
Robert Luketic
Writers:
Karen McCullah, Kirsten Smith (based on the novel by Amanda Brown)
Producers:
Marc Platt, Ric Kidney
Available On
Netflix
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▶ Watch Trailer
⭐
6.4
📅
March 17, 2006
🕒
105 minutes
👥
Teens, Young Adults
She’s the Man (2006)
Teen ComedySportsRomance
Story
A teenage girl disguises herself as her brother to join a boys' soccer team and prove her talent.
Cast:
Amanda Bynes, Channing Tatum, Laura Ramsey, Vinnie Jones
Directors:
Andy Fickman
Writers:
Ewan Leslie, Karen McCullah, Kirsten Smith (inspired by Shakespeare's Twelfth Night)
Producers:
Lauren Shuler Donner
Available On
Not on OTT
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Bring It On
▶ Watch Trailer
⭐
6.1
📅
August 25, 2000
🕒
98 minutes
👥
Teens, Cheer/Dance Fans
Bring It On (2000)
Teen ComedySports
Story
A champion cheerleading squad discovers their routines were stolen and must rebuild from scratch to win nationals with integrity.
Cast:
Kirsten Dunst, Eliza Dushku, Gabrielle Union, Jesse Bradford
Directors:
Peyton Reed
Writers:
Jessica Bendinger
Producers:
Marc Abraham, Thomas Bliss
Available On
Not on OTT
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The DUFF
▶ Watch Trailer
⭐
6.4
📅
February 20, 2015
🕒
101 minutes
👥
Teens, Young Adults
The DUFF (2015)
Teen ComedyRomance
Story
A high school senior learns she’s the “DUFF” (Designated Ugly Fat Friend) and sets out to reinvent herself.
Cast:
Mae Whitman, Robbie Amell, Bella Thorne, Ken Jeong
Directors:
Ari Sandel
Writers:
Josh A. Cagan (based on the novel by Kody Keplinger)
Producers:
McG, Mary Viola
Available On
Not on OTT
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Confessions of a Teenage Drama Queen
▶ Watch Trailer
⭐
4.7
📅
February 17, 2004
🕒
89 minutes
👥
Teens
Confessions of a Teenage Drama Queen (2004)
Teen ComedyMusicalComing-of-Age
Story
An aspiring actress moves from New York to suburban New Jersey and battles her new school’s queen bee while pursuing fame.
Cast:
Lindsay Lohan, Megan Fox, Adam Garcia, Glenne Headly
Directors:
Sara Sugarman
Writers:
Gail Parent (based on the novel by Dyan Sheldon)
Producers:
Robert Shapiro, Matthew Hart
Available On
Not on OTT
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Sydney White
▶ Watch Trailer
⭐
6.2
📅
September 21, 2007
🕒
108 minutes
👥
Teens, College-Age Viewers
Sydney White (2007)
Teen ComedyModern Fairy Tale
Story
A college freshman, rejected by a popular sorority, joins a group of outcasts and runs for student council to bring equality.
Cast:
Amanda Bynes, Sara Paxton, Matt Long, Jack Carpenter
Directors:
Joe Nussbaum
Writers:
Chad Gomez Creasey
Producers:
Mike Karz
Available On
Not on OTT
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