18. My Girl (1991)

Directed by Howard Zieff and starring Macaulay Culkin, Jamie Lee Curtis, and others, this coming-of-age romantic drama is about an 11-year-old intelligent and hypochondriacal girl, Vada (Anna Chlumsky), who becomes agitated after her widowed father begins dating a new person. The film explores children’s emotions as Vada tries to disrupt her father’s relationship while also forming a bond with a young boy. The movie has a heartbreaking ending, which should not be watched on Valentine’s Day.
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Edited by Zainab Shaikh