Loneliness is often described as an experience that is about the absence of other people. But loneliness also has an important self-directed aspect: it is oneself one experiences as lonely. I begin by taking it that what the lonely person experiences as absent are not simply other people but rather certain kinds of social relationships with them. Loneliness then involves a disappointed self-relation, a form of estrangement from oneself. I substantiate this view by appeal to psychological model theory. Social agents (...) operate with triadic models of their environments that they themselves, together with the other person and the environment, help constitute. Social models are formed on the basis of intersubjective interaction and enable the social agent to contribute to these interactions. Conceptually more sophisticated versions of social models are at play in the conduct of complex social relationships like friendships or partnerships. Participants in these relationships regulate their social activities by applying the model to concrete situations and then acting so as to adjust the social situation to the model they entertain of it. The self thus features twice in the social agent’s experience, as a participant in the interaction and as an observing and regulating perceiver. Loneliness is the result of one way in which social reality can fail to be in tune with the model the person has of it. It involves a discrepancy between the model of her social life, including her own role in it, and how she perceives that social life to be. (shrink)