Bake cookies about 20-25 minutes or until browned. While still warm use the handle of a wooden spoon to press cookie dough down and towards side to reform the cups. Cool completely.
Meanwhile, put cinnamon chips and heavy cream in a microwave safe bowl. Microwave on half power in 30 second intervals, stirring after each interval, until smooth. Using a pastry brush or (new) paint brush, brush the melted cinnamon chips along the inside of each cookie cup. Cool completely.
Fill each cup with eggnog and whipped cream or with your favorite filling.
SNAPPY TIPS: If your pan is nonstick do not grease. If cookies stick a little run a butter knife around edges to loosen.SNAPPY SUBSTITUTIONS: You can substitute your favorite spices for the cinnamon, ginger, and cloves. Instead of cinnamon chips you could use your favorite chocolate chips.