People spontaneously infer other people’s psychology from faces, encompassing inferences of their affective states, cognitive states, and stable traits such as personality. These judgments are known to be often invalid, but nonetheless bias many social decisions. Their importance and ubiquity have made them popular targets for automated prediction using deep convolutional neural networks (DCNNs). Here, we investigated the applicability of this approach: how well does it generalize, and what biases does it introduce? We compared three distinct sets of features (from a face identification DCNN, an object recognition DCNN, and using facial geometry), and tested their prediction across multiple out-of-sample datasets. Across judgments and datasets, features from both pre-trained DCNNs provided better predictions than did facial geometry. However, predictions using object recognition DCNN features were not robust to superficial cues (e.g., color and hair style). Importantly, predictions using face identification DCNN features were not specific: models trained to predict one social judgment (e.g., trustworthiness) also significantly predicted other social judgments (e.g., femininity and criminal), and at an even higher accuracy in some cases than predicting the judgment of interest (e.g., trustworthiness). Models trained to predict affective states (e.g., happy) also significantly predicted judgments of stable traits (e.g., sociable), and vice versa. Our analysis pipeline not only provides a flexible and efficient framework for predicting affective and social judgments from faces but also highlights the dangers of such automated predictions: correlated but unintended judgments can drive the predictions of the intended judgments.