According to decades of research in educational psychology, learning is a social process that is enhanced when it happens in contexts that are familiar and relevant. But because of the skyrocketing popularity of data science, today we often work with students coming from an abundance of academic concentrations, professional, and personal backgrounds. How can our teaching account for the existing multiplicity of interests and be inclusive of diverse cultural, socioeconomic, and professional backgrounds? Music is a convenient medium that can engage and include. Enter "Playmeans," a novel web application ("app") that enables students to perform unsupervised learning while exploring music. The flexible user interface lets a student select "their favorite" artist and acquire, in real time, the corresponding discography in a matter of seconds. The student then interacts with the acquired data by means of visualizing, clustering, and, most importantly, listening to music--all of which are happening within the novel "Playmeans" app. Supplementary materials for this article are available online.