A headrest assembly including a plate attachable to a front side of a seat back, a flexible support structure attached to the plate, and a continuous fabric cover stretched over the flexible support structure and tensioned to create a hollow pocket behind the fabric cover and forward of the plate to allow the fabric cover to depress inward toward the plate in response to loading on a center portion of the fabric cover. The flexible support may be a flexible wire frame having symmetrical side portions angled away from the plate to induce a concave curve in the fabric cover to cradle the head of a seat occupant. The assembly may further include an adjustment mechanism for adjusting the position of the headrest relative to the seat back.