When first encountering contemporary art, the viewer is confronted with particular challenges--the works can be both surprising in application of materials and provocative in presentation. Contemporary art can confound its audience as they attempt to decode and interpret its meaning. This Instructional Resource outlines an approach for art educators to engage their students with contemporary art through examining the works of two artists whose art is transformative, challenging us to connect and respond to the context of time and space in unique ways. Also in this IR are guiding questions and a suggested activity where students engage with all artistic processes to create art that is highly contextual, transformative, and wholly contemporary.