This chapter discusses how the interactive illustrations of Alice’s Adventures in Wonderland made possible by mobile software application technologies of the 2010s both depart from and continue the traditions of paper pop-up books, how they change the ways in which consumers engage with illustrated literature, the anxieties that these changes have produced, how they continue the rhetoric of earlier discourses regarding new media forms and technologies, and how designers and developers of Alice ad-app-tations also continue the rhetoric of earlier adaptation discourses amid new technologies. The chapter concludes by envisioning what new adaptation discourses such interactive apps enable. Apps discussed include Alice for the iPad (Atomic Antelope, 2010), Alice in New York (Atomic Antelope, 2011), Alice in Wonderland, Arthur Rackham (A1000castles, 2014) the Alice App (Emmanuel Paletz Corporation, 2015), Wonderland AR (Live Animations Corporation, 2017), and Alice in Wonderland AR Quest (Avatarico LLC, 2017).