Digital facial portrait photographs make up a massive portion of photos in the web. A number of methods for evaluating the aesthetics of photographs have been proposed recently. However, there have been a little work in the research community to address the aesthetics of targeted image domain, such as portraits. This paper introduces a new compositional-based augmentation scheme for aesthetic evaluation of portraits by well-known deep convolutional neural network (DCNN) models. We present a set of feature augmentation methods that take into account compositional photographic rules to ensure that the aesthetic in portraits are not hindered by standard transformations used for DCNN models. On a portrait subset of the large-scale AVA dataset, the proposed approach demonstrated a reasonable improvement in classification performance over the baseline and vanilla deep learning approaches.