Provided is an information processing system including an accumulating unit that accumulates an emotion history in which a level of a specific emotion calculated on a basis of a behavior history of a user, a date and time and a position at which the specific emotion occurs, and an associated keyword are associated, and a control unit that predicts a level of the specific emotion in a specific place at a specific date and time from a relation between at least any one of the specific date and time, the specific place, and a keyword associated with the date and time or the place and the emotion history accumulated in the accumulating unit.