In this paper, we develop a statistical approach to create a mathematical representation of a line drawing or a silhouette. The representation allows for the imagery to be manipulated across time and space using a mathematical programming language. The approach uses a digital pencil to create a bitmap of a drawing and then uses the statistical programming language called R. We present two applications. The first, uses the representation to make a tessellation in which a silhouette is transformed into the negative space of the silhouette. The second makes a digital representation of an etching by Matisse. The R code is publicly available.