Footwear outsoles acquire characteristics unique to the individual wearing them over time. Forensic scientists largely rely on their skills and knowledge-gained through years of experience-to analyse such characteristics on a shoeprint. In this work, we present a deep learning model that, for the first time, can predict the wear pattern on a unique dataset of shoeprints that captures the life and wear of a pair of shoes. We also present an additional architecture able to reconstruct the outsole back to its original state on a given week, and provide empirical evaluations of the performance of both models.