Various earbud embodiments comprise a sleeve portion, a base portion, a bell portion, and reinforcement members. The sleeve portion defines a central void extending from a proximal end to a distal end of the earbud. The base portion encircles the sleeve portion. The bell portion connects the sleeve portion to the base portion. The bell portion defines at least one aperture, and includes at least one web portion connected to the base portion at a connection point. At least one reinforcement member at each connection point extends from the base portion to the web portion to strengthen the structure at the connection point.