Dessert | Food

Talk a Walk Down To Sesame Street with These Adorable Cookie Monster Cupcakes!

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Sesame Street was a huge favorite for me growing up, and it turns out it’s still such a mainstay for kids today! We were super inspired by Confessions of a Cookbook Queen's amazing recipe, we decided to try it out ourselves and switch it up a bit with some cookies and milk filling! These Cookie Monster Cupcakes are so perfect for a birthday party, and they’re so easy to make!

You won’t be able to get enough of the delicious cookies and cream theme going on with these cupcakes - and of course! What else would the Cookie Monster like to eat?! Have fun decorating and chowing down on these adorable cupcakes!

Shared Food


  • 24 Oreos
  • White cupcake or cake mix, plus ingredients on the box
  • 1 box chocolate chip cookies
  • 1/2 cup milk

For the cookies and cream frosting:

  • 2 sticks salted butter
  • 1 teaspoon vanilla
  • 1/4 cup heavy whipping cream
  • 4 cups powdered sugar
  • 10 Oreos, crushed very finely
  • Blue food coloring
  • 48 large candy eyes
  • 12 mini chocolate chip cookies


  1. Preheat oven to 350 degrees.
  2. Prepare cake or cupcake mix according to package directions.
  3. Line 24 cupcake tins with liners. Place an Oreo in the bottom of each liner.
  4. Fill each liner 2/3 full with batter. Bake cupcakes for 15 minutes or until tops spring back when lightly touched in the center. Remove from oven and let cool completely.
  5. For the filling, crush a few cookies and add a little bit of milk to soften. Using a small paring knife, cut the center out of each cupcake and fill with crushed milky cookie crumbs.
  6. For the cookies and cream frosting, in the bowl of a mixer, beat butter, cream, and vanilla on medium-low until smooth and well-combined. Slowly add powdered sugar. Once powdered sugar is barely mixed in, increase speed to medium-high and beat for 2 minutes. Fold in crushed Oreos. Add blue food coloring until desired shade is achieved. Pipe frosting on cupcakes.

Inspired By: Confessions of a Cookbook Queen

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