This article focuses on how late Ming dramatists and publishers employed and interpreted dreamscapes to create affective realms. The literary trope of dreams features prominently on the theatrical stage and in the pages of illustrated publications of playscripts. This article examines the illustrations of male dreamscapes in such Ming dynasty theatrical texts as Autumn Nights for the Tang Emperor: Rain on the Parasol Trees, Romance of the Western Chamber, Sorrow in the Han Palace, and Dream of Yangzhou. This article first discusses the two most common modes of male dreamscape in Yuan and Ming operas. The first mode introduces a dream scenario as a means to recall a happier moment from earlier in the play, and the second mode imagines a new alternative reality that functions to supplant the more tragic circumstances depicted in the main storyline. Centered upon images, this study then elaborates on how the motif of the female gaze is used by male playwrights to visually transform female characters from an object of desire to a desiring subject. Through the depiction of the female gaze which traverses the boundary between dream and reality, these Ming illustrations became sites for men within and outside of the play to project their desire of being desired.