This if from the 1959 Better Homes and Gardens Holiday Cook Book.
4 medium oranges
7 licorice candy drops
1 to 1 1/2 quarts lime sherbet
4 maraschino cherries with stems
With a sharp knife, cut off thin slice of peel from one end of each orange to make it stand firmly. For hat, cut off thick slice, about 1/4 to 1/3 way down from top. With spoon, scoop out pulp and white membrane from rest of orange (save to use in fruit cup or salad). use licorice drops for the eyes, whole cloves for nose and mouth.
Fill orange shells with sherbet, mounding above rim. Place hats atop sherbet at jaunty angle. With toothpick, stick maraschino cherry in hat; anchor end of toothpick in sherbet. Place in freezer until serving time. Makes 4. (Yet the photo has 5).