A wireless earpiece may include a local memory for storing audio files that can be played back by the user. The wireless earpiece may fit entirely within the user's ear canal. Audio files, for example music files, may be loaded on the wireless earpiece by docking the wireless earpiece with a mobile device, which includes a larger memory storing the user's library of music files. The stored audio files may be received from a mobile device that were automatically selected from a library of music files by the mobile device without intervention from the user. To provide stereo sound, two wireless earpieces may be worn by the user and docked separately with the mobile device. Each of the two wireless earpieces may store a single channel of an audio file, which is separated by the mobile device during synchronization.