Social trust is linked to a host of positive societal outcomes, including improved economic performance, lower crime rates and more inclusive institutions. Yet, the origins of trust remain elusive, partly because social trust is difficult to document in time. Building on recent advances in social cognition, we designed an algorithm to automatically generate trustworthiness evaluations for the facial action units (smile, eye brows, etc.) of portraits in large historical databases. Our results show that trustworthiness in portraits increased over the period 1500 – 2000 paralleling the decline of interpersonal violence and the rise of democratic values observed in Western Europe. Further analyses suggest that this rise of trustworthiness displays is associated with increased living standards.