This article explores how adolescents feel and think about contexts of moral conflict and social exclusion. We asked twelve-year-old adolescents how they would feel about intentionally harming another peer, omitting a prosocial duty, and excluding another peer. We then asked them to explain the reasoning behind their feelings and report on levels of sympathy. In all contexts, adolescents anticipated a variety of negative emotions for reasons of fairness and empathy. However, more feelings of guilt were reported in contexts of intentional harm than in other contexts. Adolescents with high levels of sympathy reported more guilt, for reasons of fairness and empathy, than adolescents with low levels of sympathy. These findings provide a window into adolescents' emotions and reasoning regarding moral and social issues. (Contains 2 figures and 29 notes.)