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Stress forecasting is the cognitive process of anticipating and preparing to respond to future stress experiences based on one's own perceived future stress. Though it may seem intuitive that stress forecasting predicts stress, competing theories exist that indicate the relationship is not so inherent. In this paper we conducted two studies which both examine the relationships between stress forecasting and day stress, examining two different stress domains (appraisal and coping). Participants in Study 1 (n = 143 working adults) and Study 2 (n = 60 undergraduate students) completed 4 and 14 days, respectively, of ecological momentary assessment reports of stress appraisal forecasting, stress coping forecasting, stress appraisal reports, and stress coping reports, for a combined total of 5280 completed assessments. Exploratory analysis in Study 2 examined the importance of morning forecast discrepancy in relation to evening recalls of day stress. Results indicate that within domain (e.g., stress appraisal to appraisal reports), or domain specific, stress forecasting is predictive of day stress, and that across domains (e.g., stress appraisal to coping reports), or domain crossover, was consistent between stress appraisal forecasting and stress coping reports. Results suggest that magnitude of bias and day outlook (i.e., being either optimistic or pessimistic) about one's coping ability matters for day stress outcomes. Findings have implications for developing challenge‐based thinking interventions and further understanding cognitive processes for building stress management strategies. [ABSTRACT FROM AUTHOR]