Embodiments can include Tri-comfort Tips comprising a set of leakage slits for in-ear breathability for infection prevention and maintaining dryness of an inner portion of a user's ear canal, wherein the Tri-comfort Tips are configured to reside in the user's ear canal within a first bend of the user's ear canal, wherein the Tri-comfort Tips comprise an end configured to reside in the user's ear canal at a distance less than 16 millimeters from the entrance of the user's ear canal.