Painting wainscoting or paneling requires a similar approach to that of baseboards. Cut in along the top and bottom edges where the wainscoting meets the wall and the floor, just as you did with the baseboard. Next, paint the indented panels and the molding around them. Paint tends to collect in the corners of these panels, so your brush strokes should be toward the center of the panel. On the raised surfaces around and between panels, work from the top down, and use up-and-down strokes on the verticals, back-and-forth strokes on the horizontals.