Wearable sensors enable continuous monitoring of physiological signals, offering opportunities for the early detection of metabolic dysfunction. In this study, we propose the use of cross-fuzzy entropy (X-FuzzEn) to quantify the dynamic coupling between wearable-derived time series, i.e., heart rate (HR), electrodermal activity (EDA), and body acceleration (ACC), across four clinically relevant glucose ranges. Analysis revealed differences in signal coordination across both metabolic and demographic groups. Prediabetic individuals exhibited elevated X-FuzzEn between HR and EDA during hypoglycemia compared to normoglycemic individuals, indicating potential autonomic dysregulation. Males showed lower X-FuzzEn compared to females, indicating more coherent and adaptive autonomic regulation. A similar pattern was observed in HR–ACC coupling, with lower X-FuzzEn in males during hypoglycemia. These findings suggest that cross-fuzzy entropy may serve as a sensitive, non-invasive biomarker of physiological resilience and autonomic stability in response to metabolic stress.