The influence of Shakespeare on American culture is unequivocal. And despite its youth, young adult literature has grown into a literary force majeure. Considering the widespread popularity of both Shakespeare and young adult literature, their pairing can offer teachers and students a wide array of instructional possibilities. Our collection offers secondary (6-12) educators engaging ideas and approaches for pairing Shakespeare’s most frequently taught plays alongside young adult novels which often provide a unique examination of a topic that teaching a single text could not afford. The pairings offered in each chapter allow for comparisons in some cases, for extensions in others, and for critique in some.