Music listening is considered one of the most ubiquitous activities in everyday life, and one of the main reasons why people listen is to affect and regulate their mood. The vast availability and unlimited access of music has made it difficult to find relevant music that fits both the context and the preferences of the music listener. The aim of this project was to investigate the personalized relationship between music and mood using everyday technologies, focusing on how a listening experience could be adapted to the desired affect of a music listener while also taking the user’s individual listening history into account. In large, the project concentrated on the possibility of using context-aware music recommendation to generate personalized playlists by focusing on the audio features and corresponding mood of the music. A web-based application was developed to act as a prototype for the study, where the application allowed users to connect to Spotify, pick a desired mood and generate a playlist. By allowing people to access music in this personalized way, a user study could be conducted in order to investigate their music listening while incorporating this recommendation tool. The findings showed that the users’ found the experience to be engaging in that they could use the application as a companion to everyday tasks in addition to it being a tool for getting new, personalized music recommendations. Overall, the participants also found the generated playlists to be accurate to their music preferences and desired affective state.