Individuals with high-functioning autism spectrum disorders (HFASD) have very individualistic needs, abilities, and are surrounded by very different social contexts. Consequently, special education and therapeutic interventions often need to be adapted to a particular individual. We are interested in developing systems that can help adolescents with HFASD rehearse and learn social skills with reduced aide from parents, guardians, teachers, and therapists. We describe a social skill learning game that utilizes social scenarios. Because of the individualistic needs and abilities of our target users, we describe ongoing work on AI to assist caregivers with the authoring of tailored social scenarios.