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Oliver (Alex Wolff) is a Queens high school senior who is madly in love with Violet, the girl of his dreams. Oliver's older brother, Jack (Nat Wolff), is not so lucky with his love life, having made a real connection with a girl who suddenly dropped him without any explanation. When Jack comes home from college for a special celebration of Stella, the family's beloved but aging dog, he soon discovers that the girl who broke his heart is the very same Violet who has stolen Oliver's heart. A series of comic complications ensue as the romantic rivalry between the brothers escalates, Violet wavers between the two equally appealing siblings, and the entire family tries to get through the emotional upheaval of Stella's impending "last hurrah."
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