The role of rejection sensitivity as a critical diathesis moderating the link between adolescent relational stressors and depressive symptoms was examined using multi-method, multi-reporter data from a diverse community sample of 173 adolescents, followed from age 16 to 18. Relational stressors examined included emotional abuse, maternal behavior undermining adolescents' autonomy and relatedness, and lack of support from close peers. As hypothesized, multiple relational stressors were found to predict the future development of depressive symptoms, but as hypothesized predictions existed primarily for adolescents who were highly rejection sensitive. Results are discussed in terms of a diathesis-stress model of depression and suggest that though relational stressors have previously shown consistent modest links to depressive symptoms, understanding pre-existing intrapsychic vulnerabilities of the adolescent may be critical to identifying the processes by which such stressors lead to depressive symptoms.