This study introduces Emo-pathy, a smartwatch-based online emotion-sharing system that enables users to record and share their emotional states. Emo-pathy features unique empathetic and encouraging interactions inspired by face-to-face communication research. The system allows emotional states to be shared and responded to through “me too!” and “hug!” interactions. To evaluate the system’s impact on psychological well-being, 18 participants used Emo-pathy over a two-week period. Results suggest that the system fostered interpersonal connections and elicited short-term positive emotional effects such as joy and gratitude.