We develop an optimization based framework to automatically illustrate poems and songs. Our method is able to produce both semantically relevant and visually coherent illustrations, all while matching a particular user selected visual style. We demonstrate our method on a selection of 200 popular poems and songs collected from the internet and operate on around 14M Flickr images. A user study evaluates variations on our optimization procedure. Finally, we present two applications, identifying textual style, and automatic music video generation.