CHOICES (Choosing Healthy Options In our Community, Environment, and Schools) for Youth in Detention is an innovative outreach effort dedicated to improving the health and wellbeing of incarcerated teens. The program visits the St. Louis Juvenile Detention Center weekly, and each student volunteer presents a health topic about once per month. Our hour-long sessions are structured as conversations rather than a formal lectures, and we foster engagement through example cases and demonstrations. We currently have presentations on safe sex, mental health, toxic stress, healthy relationships, and addiction, though student volunteers are encouraged to add their own topics. In addition to giving WUSM students the unique opportunity of working with this marginalized and underserved population, our program provides them with a powerful introduction to disparities in health literacy, obstacles in health education, and issues in correctional medicine.