what you could try is pentooling around the edge and stroke the path with like a 2-3px brush. uhm you could also try blurring the edges(or geassian at like 0.2-0.3) of the reebok image so they aren't as sharp when you use the stroke layer effect and maybe duplicate the reebok layer so the stroke is on a blurred version of the original below the actual lettering. The second one is easier by far since its simply using the blur filters and duplicating the reebok