Abstract: A paint roller assembly primarily designed to paint a chain link fence or like structure formed from interengaging wire or like material strands. A paint roller is rotatably mounted on a frame-type handle and includes a base cover and a plurality of spaced apart segments formed of a flexible, resilient porous material wherein a seam is formed between adjacently positioned segments. The seam has an annular configuration of continuous length serving to at least partially separate adjacent segments and each seam includes an interior surface dimensioned and configured for disposition in surrounding and engageable relation with a wire strand passing within the seam such that paint is transferred to all sides of the wire strand thereby necessitating the painting of only one side of the chain link fence.