Systems, apparatuses and methods may provide for an earpiece that includes an audio subsystem and a longitudinal housing that is bendable between a substantially straight shape and a substantially curved shape. The longitudinal housing may contain the audio subsystem and include a flexible material. Additionally, a speaker may be coupled to the audio subsystem and positioned at an end of the longitudinal housing. In one example, the earpiece also includes a controller coupled to the flexible material, wherein the controller generates one or more control signals that cause the flexible material to automatically complete a bend of the longitudinal housing to the substantially curved shape.