This paper reports the findings of an exploratory study examining the relationship between homelessness and delinquency in adolescents. Researchers collected data from interviews of 42 homeless youth contacted through a drop-in center in San Jose, California. Participants responded to a structured interview as well as two vignettes describing situations in which crimes were committed. The most striking findings are that (1) reported rates of delinquency are higher than expected based on past research, and (2) despite the high rates of delinquency, answers to a ''three wishes'' question describe wishes and ideals that are largely consistent with mainstream societal values. This paper provides a survey of existing research on homeless youth and delinquency, a comparison of our findings to those of previous studies, and two detailed case studies that highlight the patterns we observed in the broader survey.