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1996 - Flip Phones, The Spice Girls and Game of Thrones are born, Tupac dies and Bill Clinton wins the Presidency. In Wisconsin a 15-year-old preppy girl finds out she is pregnant; what will become of her and the world in which she lives? 25 years later the world has changed completely, and our 40-year-old protagonist is a suicidal NYC hot shot attorney whose life is in turmoil. Having an affair with a married man and about to lose her law license, her court appointed attorney sends her home to Wisconsin to her conservative family in order to examine the roots of her psychological struggles. New York and Wisconsin, Liberal and Conservative, 1996 and 2021, preppy and chic all come crashing together for better or for worse in this self-discovery and female empowerment film for the ages.