This article introduces the notion of pleasant musical imagery (PMI) for denoting everyday phenomena where people want to cherish music ‘‘in their heads.’’ This account differs from current para- digms for studying musical imagery in that it is not based a priori on (in)voluntariness of the experience. An empirical investigation of the structure and experi- ential content in 50 persons’ experiences of PMI applied the elicitation interview method. Peer judgments of the interviews helped to bridge a phenomenological inves- tigation of particular experiences with systematic between-subjects analysis. Both structural features of the imagery (e.g., Looseness of structure or Looping) and content features of the imagery (e.g., Embodied evoca- tiveness and Object-directedness) showed significant associations with participants’ individual characteris- tics, personality, and/or cognitive style. The approach taken suggests a new paradigm for studying musical imagery—one that is based on tracing the interactional and enactive processes of ‘‘inner listening.’’