Norman Rockwell's Triple Self-Portrait provided the perfect starting point for taking self-conscious teenagers on a personal journey into the intimidating world of introspective art. Asking students to find the three self-portraits in the Rockwell work was an easy way to draw them into painting. From the visual clues and objects meaningfully placed throughout the painting, students were able to discover many things about Norman Rockwell as a person--somewhat disorganized, sometimes careless, and maybe insecure--not unlike themselves. After almost an entire class period discussing the artwork, students were absorbed with the notion that self-portraits could reveal a lot more than just how an artist looks. Students were assigned to create a self-portrait that was not a single representational image of them. The work was to take the form of a quilt, a universal symbol of strength, unity, and comfort. Each quilt was to contain sixteen squares. Every square was to communicate, in pictures only, something about themselves. The lesson is described in this article.