An ear tip is disclosed that comprises an annular flange having a first end tapering downwardly to a second end and having a teardrop curve lateral cross section running from approximately the upper end to the lower end. An inner body extends internally from the upper end within a hollow interior defined by the flange toward the lower end. An acoustic channel extends through the inner body. The flange at least partially occludes an ear canal from ambient noise and creates at least a partial air seal in the ear canal and the acoustic channel is configured to allow the passage of sound into the ear canal when the inner body is connected with a sound source.