Musically contextual audio advertisements

A computer program product for following a first song with an advertisement, the computer program product comprising computer executable code stored in a non-transitory memory that, when executing on one or more computing devices, performs the steps of:

• accessing a musical preference of a user of a music service, the musical preference including a preferred genre of music;
• accessing metadata for a first song being played through the music service on a music playback device;
• accessing a voice-over content item created for use in advertisements to follow songs played through the music service, the voice-over content item including a spoken advertisement produced without music;
• selecting a non-song musical content item for use in an advertisement based on one or more of (i) a similarity between the first song and the non-song musical content item, and (ii) the musical preference of the user, the non-song musical content item including accompanying music expressly created for advertisements;
• combining the voice-over content item and the non-song musical content item into an advertisement for playback after the first song;
• and
• in response to determining that the first song is at or near its end of playback, transitioning to the advertisement.