A deep insertion vented earpiece system is described including resilient earpieces shaped to a wearer's ear canal for a conformal fit. A receptacle is provided within the outer surface of each earpiece for releasably receiving an audio plug. The audio plugs include a miniature loudspeaker and a pair of external ribs for mating with a corresponding pair of grooves formed along the periphery of the receptacle. This rib and groove feature provides for a secure retention of the audio plugs while enabling a simple removal operation. Each earpiece includes an audio passage to conduct the audio signal from the loudspeaker and a vent passage to enable continuous venting of the wearer's ear to atmosphere.
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