A multi-flanged earplug is provided, comprising a stem, a rounded flange positioned at a first end of the stem, and at least a second flange positioned between the first end portion of the stem and an opposing second end portion of the stem. In one embodiment, at least a portion of the first flange has a shape that is generally is generally convex with respect to the tip of the first end portion of the stem, while at least a portion of the second flange has a shape that is generally concave with respect to the tip of the first end portion of the stem. In another embodiment, an outer circumference portion of the second flange has an increased thickness relative to an inner, annular portion of the second flange. In another embodiment, an outer circumference portion of the second flange is provided with a protruding ridge.