The history of art is replete with technological advancements. Rather, the progression of human technology can be watched by how and with what we shape our artworks—the two movements are parallel. In one sense, this is what legitimizes the Egyptian wing of the Metropolitan Museum of Art alongside the Modern wing: the tools at the disposal of those disparate artworks’ creators represent the struggles of expression for that age. With that in mind, it is an inevitable force of nature to watch artwork develop digitally, as the tools of the creative class become more streamlined, faster, and more entrenched in cultural conversation. Digital art, too, has its advancements. Though the progress has been much more accelerated between HTML 1.0 and 2.0 (as opposed to between the Bronze Age and Iron Age) the differences are no less remarkable. Here are 15 Innovations That Have Defined Digital Art.