In 1995, she began to doubt her career choice as she failed to get the parts for which she auditioned. She fled to her home in Newcastle for almost a year, during which she painted her mother's house. In 1996, director Shirley Barrett cast Otto as a shy waitress in the film Love Serenade. She played Dimity Hurley, a lonely young woman, who competes with her older sister Vicki-Ann for the attention of a famous DJ from Brisbane. She starred in the 1997 films The Well and Doing Time for Patsy Cline. When Otto received the film script for The Well, she refused to read it, fearing that she would not get the part. Otto believed that she could not convincingly play the role of Katherine, who is supposed to be 18, as she was 30 at the time. The film, directed by Samantha Lang, starred Otto as a teenager involved in a claustrophobic relationship with a lonely older woman. The Well received mixed reviews; critic Paul Fisher wrote that Otto's performance was not "convincing" as she was "playing another repetitious character about whom little is revealed", while Louise Keller stated that Otto had delivered "her best screen performance yet. " Otto earned her third Australian Film Institute nomination for the film. Later that year, she co-starred with Richard Roxburgh in the drama Doing Time for Patsy Cline. The low-budget Australian film required Otto to perform country music standards and also received mixed reviews from film critics.
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