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The story of the Winfield family at the turn of the 20th century, loosely based on the Penrod stories by Booth Tarkington.
The Winfield family moves into a new house in a small town in Indiana. Tomboy Marjorie Winfield begins a romance with William Sherman who lives across the street. Marjorie has to learn how to dance and act like a proper young lady. Unfortunately William Sherman has unconventional ideas for the time. His ideas include not believing in marriage or money, which causes friction with Marjorie's father, who is the local bank vice president
Marjorie Winfield's engagement to Bill Sherman, who has just arrived home from fighting in World War I, serves as the backdrop for the trials and tribulations of her family.