Make the Cake mix according to the box directions.
Mix in the 2 tbsp Cinnamon and 2 tbsp Sugar into the cake mix.
Place cupcake liners in the cupcake pan.
Pour ⅓ cup of the cupcake mixture into each cupcake liner.
Cook according to the directions on the Cake Box and allow to cool completely before frosting.
For the Frosting
Pour the pudding mix in a medium sized bowl and add the milk and vanilla. Whisk (or beat) the ingredients together until they’re blended and the mixture begins to thicken.
Fold the Cool Whip, Cinnamon and Sugar into the pudding mixture. DO NOT over mix. You just want to fold it softly until it's combined.
Pipe onto the cupcakes using a piping bag or ziplock bag (with the corner cut off).