For the Cupcakes (makes 24):
Ingredients:
3 sticks (1.5 cups) unsalted butter at room temperature
1.5 cups light brown sugar
4 large eggs
2 2/3 cups all purpose flour (or a cup for cup GF blend)
1 teaspoon baking powder
1 teaspoon baking soda
1/4 teaspoon salt
1 cup milk
2 teaspoons vanilla
1 cup semisweet mini chocolate chips
Directions:
Preheat oven to 350 degrees F. Line cupcake pans with 24 liners. Using a stand mixer with paddle attachment, combine the butter and brown sugar on high speed until light and fluffy (3-4 minutes). Add eggs one at a time, mixing well after each addition and scraping sides of bowl down as needed. Combine flour, baking powder, baking soda, and salt in a bowl (I use a 4 cup measuring cup to make it easier to add to the wet ingredients). Add a third of the dry ingredients to the bowl of your stand mixer while mixing on low. Once combined add 1/2 cup milk, then another third of the flour mix, the remaining half cup of milk and finally the raining third of the flour blend mixing well after each addition and scraping down the bowl as needed. Blend in the 2 teaspoons of vanilla and then store in the cup of chocolate chips. Divide batter evenly among the cupcake liners (I use a cupcake scoop but two scoops from a cookie scoop also works very well) and bake for 18-20 minutes and a tester inserted in the center of the cupcake comes out clean. Cool in the pan for 5 minutes then remove to wire tack to cool completely. Once fully cooled use an apple corer to remove a core of the cupcake for filling, but only go 3/4 of the depth of the cupcake.
For the Filling (which you can also use a dip for apple slices, YUM!):
Ingredients:
1 stick of very soft unsalted butter
1/4 cup packed dark brown sugar
1 teaspoon vanilla
8 ounce package of cream cheese
1 cup powdered sugar
1/2 cup semisweet mini chocolate chips
Directions:
In a large bowl, beat together the butter and brown sugar until the sugar is mostly dissolved. Add the cream cheese, vanilla, and powdered sugar and beat until soft and fluffy. Stir in the chocolate chips and then pipe into the center of the cupcakes. You will have left over, definitely try it as a dip with apple slices!
For the Frosting:
Ingredients:
2 sticks (1 cup) softened unsalted butter
1/3 cup packed light brown sugar
1 teaspoon vanilla
3 cups powdered sugar
Directions:
In a large bowl cream together the butter and brown sugar, then add vanilla. Slowly add the powdered sugar until you reach the desired consistency. Then frost your cooled and filled cupcakes. (I added some royal blue food coloring to the frosting to make the cookie monster "fur").
Enjoy!
*Decorating note: I used Hershey's milk chocolate drops and uncolored frosting on the eyes, and just poured some drops to in the open "mouth".



