Cookie Monster Cupcakes

Serves: 24 people
Cooking Time: 1 hour


  • 24 Oreo cookies + plus 10 Oreo cookies, finely crushed
  • White cake mix, prepared according to package instructions
  • 2 sticks salted butter
  • 1 teaspoon vanilla
  • 1/4 cup heavy whipping cream
  • 4 cups powdered sugar
  • Blue food coloring
  • 24 mini chocolate chip cookies + 10 mini chocolate cookies, crushed
  • 4 to 6 tablespoons milk
  • 48 candy eyes


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These Cookie Monster Cupcakes are an adorable treat the whole family will love.
  1. Preheat oven to 350 degrees Fahrenheit. Prepare cake mix according to package instructions.
  2. Line 24 cupcake tins with cupcake liners. Place an Oreo cookie in the bottom of each liner. Fill each liner 2/3 full with batter. Bake cupcakes for 15 minutes, or until tops spring back when touched lightly in the center. Remove from oven and cool completely.
  3. While cupcakes cool, make the frosting. Beat together butter, vanilla and whipping cream on medium-low speed until smooth and combined. Gradually add in powdered sugar. Once it's all been added, beat on medium-high for 2 minutes. 
  4. Gently fold in crushed Oreos. Stir in 4 drops of blue coloring, adding more until the correct Cookie Monster color is achieved. Scoop into a piping bag or a ziplock bag with the corner cut off.
  5. To make the cupcake filling, combine crushed mini chocolate chip cookies with 4 tablespoons of milk. If it's too dry, add a little more milk. You want it to be thick. Cut out the center of each cupcake, fill with cookie crumbs, and top with cupcake piece you removed.
  6. Frost with blue frosting. Top each cupcake with 2 candy eyes and 1 mini chocolate chip cookie.
  7. Serve and enjoy!