Three studies tested the hypothesis that possessing a pessimistic outlook on life moderates the effects of perceiving sexism on emotions and self-esteem. Across all studies, a pessimistic outlook on life (either dispositionally held or experimentally induced) served as a source of emotional vulnerability among women (Studies 1-3) and men (Study 1) faced with evidence of sexism directed against their gender group. Study 3 demonstrated that one's outlook on life influences emotional adjustment to prejudice through the cognitive appraisal process. Relative to optimists, pessimists appraised sexism as more stressful and believed they possessed fewer resources for coping with it. This research emphasizes the importance of examining sources of vulnerability and resilience in understanding emotional responses to prejudice.