A device and method for enabling an individual located on a bed to sustain a side-sleeping orientation on either a left or right side. The device comprises a light weight, elongated pillow having a longitudinal axis and being configured to assume a rest position at a back side of the individual and proximate to an adjacent surface of a bed when reclined in a side-sleeping orientation. The pillow includes a hinge-like attachment structure which is positioned along a longitudinal edge of the pillow to secure the pillow to the individual's bed clothing. The attachment structure provides sufficient rotation to allow the pillow to rotate to the rest position in response to the force of gravity, ready to be engaged in a partial captured configuration between the individual's back and bed surface upon initial rotation of the individual from the side-sleeping orientation toward a supine sleeping position.