Social interactions are fundamental to well-being, yet automatically detecting them in daily life-particularly using wearables-remains underexplored. Most existing systems are evaluated in controlled settings, focus primarily on in-person interactions, or rely on restrictive assumptions (e.g., requiring multiple speakers within fixed temporal windows), limiting generalizability to real-world use. We present an on-watch interaction detection system designed to capture diverse interactions in naturalistic settings. A core component is a foreground speech detector trained on a public dataset. Evaluated on over 100,000 labeled foreground speech and background sound instances, the detector achieves a balanced accuracy of 85.51%, outperforming prior work by 5.11%. We evaluated the system in a real-world deployment (N=38), with over 900 hours of total smartwatch wear time. The system detected 1,691 interactions, 77.28% were confirmed via participant self-report, with durations ranging from under one minute to over one hour. Among correct detections, 81.45% were in-person, 15.7% virtual, and 1.85% hybrid. We further developed a 15-second window-level audio-only model that enables faster interaction prediction, achieving a balanced accuracy of 90.39% and a sensitivity of 91.01% on 33,698 labeled windows. These results demonstrate the feasibility of real-world interaction sensing and open the door to adaptive, context-aware systems responding to users' dynamic social environments.

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