Social communication is a crucial factor influencing human social life. Quantifying the degree of difficulty an individual faces in social communication is necessary to understand developmental and neurological disorders and to create systems for automatic screening as well as assistive methods such as social skills training (SST). As discussed elsewhere in this book, SST by experienced human trainers is a well-established method. In this chapter, we describe interaction in social skills training. Specifically, we present an analysis of the human social skills training dataset, the development of virtual SST, and the acceptability of this approach.