This is a question thats hard to answer without a picture. Ive sent a snapshot of my 41 Cadillac coupe to Tom, via e-mail but cant post it here.
The year 1939 was the return of two tones, at least for GM cars. There are some body designs that lend themselves to two-toning, and that years models do. The crease in the body at the belt is perfect for a color break. It does, as Tom has said, extend around the deck panel, beneath the backlight, and then forward along the doors, to the A-pillar. The doors above the crease also have the upper color. The color carries over the roof to the bottom of the A-pillar, but there is area along the cowl to be dealt with. It was customary to make a masked color break across the cowl, beneath the windshield. On my 41, and on the 39-61, they made the color break pass through the wiper transmission holes. Thus, the wiper transmissions are in the middle of the color break. It comes off quite well. The 60S would carry the lower color over the belt bead, with the upper color ending at the belt bead. The A-pillar and the cowl break would be the same on that body. Hope that this helps.
My 41-62 club coupe is the only car Ive ever two-toned, and it came out just great.