Penile skin grafting is an effective technique for managing skin deficiency resulting from a variety of causes. A thorough understanding of penile anatomy and the pathophysiology of the underlying condition being treated are essential. We provide an overview of penile anatomy as well as the pathophysiology of conditions that may lead to penile skin deficiency, as a result of either the underlying condition or its management. The conditions discussed include lichen sclerosus, buried penis, hidradenitis suppurativa, lymphedema, necrotizing fasciitis, cancer, and trauma. We also discuss surgical technique for penile skin grafting with an emphasis on technical considerations unique to the penis. Finally, we review the available literature on penile skin grafting.