Most Similar Movies to Love Don't Cost a Thing (2003)
If you are looking for movies like Love Don't Cost a Thing (2003), you might like movies tagged with keyword : teen, comedy, romance, high school, coming of age, friendship, dating, prom, american, remake, social class, school life, self-discovery, identity, 2000s, african american, family, humor, misunderstanding, reputation .
She's the Man (2006), It's a Boy Girl Thing (2006), She's Out of My League (2010), The Duff (2015), John Tucker Must Die (2006), The First Time (2012), Can't Buy Me Love (1987) ... Let's take a look at the following list...

She's the Man (2006)
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.
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It's a Boy Girl Thing (2006)
Sworn enemies find themselves in each other's bodies, and use this to ruin each other's lives.
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She's Out of My League (2010)
An average Joe meets the perfect woman, but his lack of confidence and the influence of his friends and family begin to pick away at the relationship.
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The Duff (2015)
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.
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John Tucker Must Die (2006)
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.
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The First Time (2012)
A shy senior and a down-to-earth junior fall in love over one weekend.
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Can't Buy Me Love (1987)
A nerdy outcast secretly pays the most popular girl in school one thousand dollars to be his girlfriend.
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The Kissing Booth (2018)
A high school student is forced to confront her secret crush at a kissing booth.
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Get Over It (2001)
A high school senior's girlfriend breaks up with him. His friends try to make him think of something else. His friend's sister Kelly helps him with the school musical. Spending time with Kelly has an effect.
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Down to You (2000)
A young man wins and loses the first serious love of his life. Al Connelly falls in love with the girl of his dreams. After the summer she breaks up with him. As he tries to recover Al goes to desperate measures.
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Tod@s Caen (2019)
Adán (Omar Chaparro) is a charming seducer who believes he knows how to make any woman swoon. He prepares to teach his friends the art of conquering women, using his array of bullet-proof rules of seduction. Mia (Martha Higareda) is an ambitious producer that dreams of having her own TV show on women empowerment called "Todos Caen," a strategic guide to dating that te...Read all
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Love, Simon (2018)
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.
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To All the Boys I've Loved Before (2018)
A teenage girl's secret love letters are exposed and wreak havoc on her love life.
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The Brothers (2001)
Four friends (Morris Chestnut, D.L. Hughley, Bill Bellamy) question women, relationships and honesty after one of them becomes engaged.
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What's Your Number? (2011)
A woman looks back at the past nineteen men she's had relationships with in her life and wonders if one of them might be her one true love.
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A Cinderella Story (2004)
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.
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Nobody's Fool (1986)
A sepia tinted weepie where a niave girl learns about men in more ways than one; a loss of innocence - but full of charm
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