A demonstration system includes a demonstration processor including a wired audio output, a data interface, and an anchor point. A portable audio device includes a wireless interface for receiving first audio signals, a wired audio input for receiving second audio signals, a mixing circuit outputting third audio signals including audio content from both the first and second audio signals, an output audio transducer for receiving the third audio signals from the mixing circuit and outputting them as audible signals, a user interface, a data interface, and a programmable processor in communication with the user interface and the data interface. A cable bundle includes a security cable for connection between the anchor point and the portable audio device thereby preventing theft of the portable audio device, and electrical conductors connecting the wired audio output of the demonstration processor to the wired audio input of the portable audio device.