Title: Generative Adversarial User Privacy in Lossy Single-Server Information Retrieval. Abstract: We consider the problem of information retrieval from a dataset of files stored on a single server under both a user distortion and a user privacy constraint. Specifically, a user requesting a file from the dataset should be able to reconstruct the requested file with a prescribed distortion, and in addition, the identity of the requested file should be kept private from the server with a prescribed privacy level. The proposed model can be seen as an extension of the well-known concept of private information retrieval by allowing for distortion in the retrieval process and relaxing the perfect privacy requirement. We initiate the study of the tradeoff between download rate, distortion, and user privacy leakage, and show that the optimal rate-distortion-leakage tradeoff is convex and that it allows for a concise information-theoretical formulation in terms of mutual information in the limit of large file sizes. Moreover, we propose a new data-driven framework by leveraging recent advancements in generative adversarial models which allows a user to learn efficient schemes in terms of download rate from the data itself. Learning the scheme is formulated as a constrained minimax game between a user which desires to keep the identity of the requested file private and an adversary that tries to infer which file the user is interested in under a distortion constraint. In general, guaranteeing a certain privacy level leads to a higher rate-distortion tradeoff curve, and hence a sacrifice in either download rate or distortion. We evaluate the performance of the scheme on a synthetic Gaussian dataset as well as on the MNIST dataset. For the MNIST dataset, the data-driven approach significantly outperforms a proposed general achievable scheme combining source coding with the download of multiple files.