A user-programmable, head-supportable listening device with built-in WiFi media player is configured to provide user custom application programmability with higher fidelity sound provided by resident audio electronics and conduction speakers, in stereo and HD audio surround sound, the listening device having a user programmable electronics system assembly providing the ability to scan, detect, select and play audio and video from wired and wireless sources of audio and video signals, and from both residential media sources and online streaming music services, an audio media storage device to provide storage of user-selected media for accessing from the listening device or by an external wired and wireless device, which provides the user with control of speakers, wireless interfaces, automatic scanning capability and playing of audio-video media.