Communication between parents and adolescents about sexuality is important for the healthy development of young people. Stigmatizing attitudes towards HIV/AIDS may adversely impact this communication. The aim of this study was to identify stigmatizing attitudes towards HIV/AIDS among Puerto Rican parents and adolescents. This effort is part of the Cuídalos Project which aimed to test a web-based intervention to increase communication about sexuality and health among parents and adolescents through an experimental design with 458 parent/adolescent (13-17 years of age) dyads. For the purposes of this article we report descriptive statistics on HIV/AIDS stigma attitudes gathered as part of our baseline measurement. Both parents and adolescents manifested stigmatizing attitudes towards HIV/AIDS. In light of these results it is necessary to continue developing interventions to reduce stigma among this population. Parents can be an invaluable asset to reduce stigma among adolescents and to help prevent sexual risk behaviors and new infection.