Users may engage with content that may invoke various emotions. For example, a user may find an image as inspirational, a social network post as funny, etc. Accordingly, content may be labeled with user emotion labels, specified by users that engaged with the content, to create labeled content (e.g., the image may be labeled as inspirational). Emotional transition triggers may be defined for users (e.g., 30 minutes of a user writing a school report using a word processing application). Responsive to a triggering of an emotional transition trigger, labeled content may be provided to a user (e.g., the image may be provided to the user as an inspirational break from writing the school report). In this way, content may be labeled based upon emotions that the content invokes in users, and such labeled content may be provided to users in a contextually relevant manner (e.g., a study break).