In this paper, we focus on public and private procurement organizations in the area of textiles (and chemical risks). We ask how private and public procurement organizations struggle to develop feasible practices in their efforts to achieve responsible (sustainable) procurement. The paper focuses on the interaction between procurement organizations and their suppliers and sub-suppliers. It pays attentions to such aspects as dissemination of information, learning, development of (reflective) trust, communication (barriers/bridges), and social and environmental monitoring. We refer to literatures on environmental governance, risk communication, and commodity chains. The paper builds on, firstly, a series of semi-structured interviews of staff responsible for environment, procurement, and CSR within Swedish public and private buyers, and secondly, detailed case studies of three organizations, one private and two public, which were selected because they had serious ambitions to engage in responsible procurement (challenges identified among these organizations are thus likely to be general).