Most Similar Movies to Pretty in Pink (1986)
If you are looking for movies like Pretty in Pink (1986), you might like movies tagged with keyword : teen, romance, comedy, coming of age, high school, 1980s, class divide, friendship, first love, rebellion, fashion, music, prom, social pressure, self-discovery, romantic comedy, emotional conflict, social class, independent woman, pop culture .
Valley Girl (1983), Say Anything... (1989), Some Kind of Wonderful (1987), Just the Way You Are (1984), No Small Affair (1984), Adventureland (2009), Starter for 10 (2006) ... Let's take a look at the following list...

Valley Girl (1983)
Julie, a girl from the valley, meets Randy, a punk from the city. They are from different worlds and find love. Somehow they need to stay together in spite of her trendy, shallow friends.
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Say Anything... (1989)
A noble underachiever and a beautiful valedictorian fall in love the summer before she goes off to college.
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Some Kind of Wonderful (1987)
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.
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Just the Way You Are (1984)
Despite her success as a professional flute player and the constant attention of men around her, Susan Berlanger (Kristy McNichol) feels insecure because of her lame right leg. During a European tour, Susan decides to cover her leg with a cast to see how people will react to her as a nondisabled person. At a French ski resort, Susan meets Peter Nichols (Michael Ontkean), an attractive photographer. As the two grow closer, Susan must decide whether to tell Peter about her disability.
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No Small Affair (1984)
16 y.o. Charles loves to photograph. A cute girl's photo ends up in his camera. He later sees the older Laura singing in a bar. He takes a lot more photos of her and ends seeing her again, wishing to help her career.
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Adventureland (2009)
In the summer of 1987, a college graduate takes a 'nowhere' job at his local amusement park, only to find it's the perfect course to get him prepared for the real world.
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Starter for 10 (2006)
Set in 1985, working-class student Brian Jackson (McAvoy) navigates his first year at Bristol University.
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The Incredibly True Adventure of Two Girls in Love (1995)
An adventurous love story between two young women of different social and economic backgrounds who find themselves going through all the typical struggles of a new romance.
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Loverboy (1989)
A Los Angeles couple's (Kate Jackson, Robert Ginty) collegiate son (Patrick Dempsey) brings special-delivery pizza to rich older women.
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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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Grease (1978)
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?
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Raju Ban Gaya Gentleman (1992)
Raju comes to Bombay chasing his dreams, but keeps losing out on opportunities. His love, Renu helps him find a job. Success goes to his head until one day a tragic accident destroys his reputation.
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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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Take Me Home Tonight (2011)
Four years after graduation, an awkward high school genius uses his sister's boyfriend's Labor Day party as the perfect opportunity to make his move on his high school crush.
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Loserville (2016)
An awkward high school outcast navigates the wildly confusing days of his senior year.
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Just Friends (2005)
While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with -- a woman whose rejection of him turned him into a ferocious womanizer.
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Mystic Pizza (1988)
Three teenage girls come of age while working at a pizza parlor in the Connecticut town of Mystic.
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