This is a serious illustration for a playful mask--could be the famous warrior Cochise. Guessing on the era. Might have been a promotional give-away from Dr. Pepper. The slogan under the logo is "Good for Life!" and a reminder to "Drink-a bite to eat At 10 to 2 and 4 o'clock." The little illustration shows a man in a top hat pointing the time for that first Dr. Pepper break.