Abstract: A cutting attachment for use with a vegetation cutting device. The cutting attachment has a body with a generally planar coupling portion and a central axis of rotation. In one embodiment, the body further includes a conical central wall portion extending radially outwardly and in a first direction from the coupling portion and the axis and a circular outer wall portion adjoining the central wall portion and extending generally radially outwardly therefrom. The central wall portion defines a conically-shaped self-cleaning inner cavity disposed symmetrically about the axis. The outer wall portion has a generally smooth outer surface which serves as a skid plate. An outer self-cleaning cavity is formed by an outer surface of the central wall portion and an inner surface of the outer wall portion. A coupling assembly, which can include an adapter having first and second clamping elements, is carried by the coupling portion for coupling the body to the cutting device to cause rotation about the axis.