Conformable spring-loaded earloops for over-the-ear style headsets are disclosed. The earloop for a headset generally comprises a prehensile member having a connecting member and a stabilizer portion and a ring integrally formed with and extending from the connecting member. The stabilizer portion is adapted to curve at least partially around and behind an ear to clip onto the ear in substantially a first plane. The ring is configured to removably receive and rotatably secure a receiver capsule of a headset therein and to direct the receiver capsule toward a concha of the ear. The prehensile member and the ring define an open-ended curved space to facilitate donning of the earloop. Upon application of an external force, the stabilizer portion is resiliently adjustable relative to the ring out of the first plane toward and away from the ear and/or in the first plane toward and away from the ring. The stabilizer portion returns to a static resting state configuration upon removal of external forces. The stabilizer portion has a larger cross-sectional dimension than the connecting member to facilitate the connecting member in functioning as a hinge for resiliently adjusting the stabilizer portion. The earloop further provides for adjusting the height between a center of the ring and the point along an interior surface of the stabilizer portion that rests upon the apex of the ear when worn. At least some of the inner portion of the stabilizer portion may be an elastomeric material.