How can art function as a medium through which to re(view) the self and others? This article explores this central question through an interdisciplinary classroom experiment that brought theories of identity development in a multiculturalism classroom together with principles of portraiture present in an introductory drawing class. Interview analysis with a dozen participants suggests that such disciplinary interactions can create space for the exploration of stereotypes and "flash judgments" as well as lead to intense awareness of risk-taking and vulnerability so necessary to multicultural education.