Human face perception is a finely tuned, specialized process. When comparing faces between species, therefore, it is essential to consider how people make these observational judgments. Comparing facial expressions may be particularly problematic, given that people tend to consider them categorically as emotional signals, which may affect how accurately specific details are processed. The bared-teeth display (BT), observed in most primates, has been proposed as a homologue of the human smile (J. A. R. A. M. van Hooff, 1972). In this study, judgments of similarity between BT displays of chimpanzees ( Pan troglodytes ) and human smiles varied in relation to perceived emotional valence. When a chimpanzee BT was interpreted as fearful, observers tended to underestimate the magnitude of the relationship between certain features (the extent of lip corner raise) and human smiles. These judgments may reflect the combined effects of categorical emotional perception, configural face processing, and perceptual organization in mental imagery and may demonstrate the advantages of using standardized observational methods in comparative facial expression research.