Abstract: A backpack assembly having a backpack, and a pad and a retaining strap, both connected to the backpack. The backpack has a front panel secured to a back panel, with a chamber defined between the panels, the front panel having a top, a bottom, and opposite sides. The backpack includes a pair of shoulder straps secured to the backpack such that, with the straps positioned over the shoulders of a person, the front panel faces and is generally parallel to the back of the person while the backpack is worn. The pad includes a first face and a second face, with the pad being connected to the backpack by at least one pad strap, such that the pad is movable between a first position, where the first face contacts the front panel, and a second position, where the first face is placed on a chair seat and the backpack rests upon a horizontal support surface. The retaining strap includes a fixed end connected to the backpack adjacent the top of the front panel, and a free end.