A qualitative research study documents the progress of an adult male art student enrolled in a grade nine art class of adult males in a federal, maximum security penitentiary. Analog drawings were used as part of the curriculum. An analog drawing is a symbolic drawing expressing one's emotions, ideas, and feelings, often used to identify and help solve problems. A framework of art education and art therapy research and practice was used. The central research question was whether the subject, along with the other inmate art students, could be taught analog drawing and then be taught how to interpret the meaning of their drawn symbols. The results of the study suggest that teaching analog drawing in a constrained prison setting is possible, and that art students can learn to formulate a problem, draw it in an artistic way, and then interpret their analog art and understand its meaning in relation to their life. (DB)