Our central goal was to create automatic methods for semantic segmentation of human figures in images of fine art paintings. This is a difficult problem because the visual properties and statistics of artwork differ markedly from the natural photographs widely used in research in automatic segmentation. We used a deep neural network to transfer artistic style from paintings across several centuries to modern natural photographs in order to create a large data set of surrogate art images. We then used this data set to train a separate deep network for semantic image segmentation of genuine art images. Such data augmentation led to great improvement in the segmentation of difficult genuine artworks, revealed both qualitatively and quantitatively. Our unique technique of creating surrogate artworks should find wide use in many tasks in the growing field of computational analysis of fine art.