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Chocolate Pie Cookies Recipe

4.8 from 87 reviews

Delightfully rich and creamy Chocolate Pie Cookies that combine a soft chocolate cookie base with a luscious chocolate pudding filling, topped with a dollop of vanilla whipped cream. These cookies are perfect for chocolate lovers seeking a decadent treat with a homemade touch.

Ingredients

Scale

Cookie Dough

  • ½ cup salted butter (softened)
  • 1 cup brown sugar
  • 1 large egg
  • 1 teaspoon vanilla extract
  • 1 ¼ cups all-purpose flour
  • ¼ cup Dutch process cocoa powder
  • 1 teaspoon baking powder

Chocolate Pudding Filling

  • ½ cup instant chocolate pudding mix
  • 1 cup whole milk
  • ¼ cup heavy cream

Whipped Cream Topping

  • 1 cup heavy cream
  • 1 teaspoon vanilla extract

Instructions

  1. Cream Butter and Sugar: Add your butter and sugar to a large mixing bowl. Use an electric hand mixer to whisk the ingredients together for 3 minutes, or until smooth and creamy.
  2. Add Egg and Vanilla: Add in the egg and vanilla extract. Mix again for a few minutes, or until the mixture is smooth and the eggs are fully incorporated with the creamed butter.
  3. Incorporate Dry Ingredients and Chill Dough: Whisk in the flour, cocoa powder, and baking powder. Reduce the mixer speed to avoid splattering and ensure there are no pockets of dry ingredients. Cover the cookie dough with plastic wrap and chill in the refrigerator for 20 minutes. Meanwhile, preheat the oven to 350°F (175°C).
  4. Prepare Pudding Filling: While the cookie dough chills, whisk together the milk and instant pudding mix until smooth. Then whisk in the ¼ cup heavy cream. Cover the pudding with plastic wrap and set it in the freezer to chill.
  5. Scoop and Bake Cookies: Scoop out 1 ½ tablespoon-sized balls of cookie dough and roll them in your hands. Place them on a baking sheet, spacing at least 1 ½ inches apart. Bake for 12 minutes. Immediately after removing from the oven, use a small dish to gently press an indent in the center of each cookie for the filling.
  6. Cool Cookies: Allow the cookies to cool completely to room temperature before filling to ensure the filling does not melt.
  7. Fill Cookies: Spoon a few spoonfuls of the chilled chocolate pudding mixture into the indent of each cookie.
  8. Prepare Whipped Cream and Garnish: Beat the heavy cream and vanilla extract together for 3 to 5 minutes until stiff peaks form. Add a dollop of whipped cream on top of each filled cookie.
  9. Serve: Serve immediately and enjoy these rich, creamy chocolate pie cookies.

Notes

  • Chilling the cookie dough helps prevent spreading during baking, resulting in thicker cookies.
  • Press the indent immediately after baking to prevent cracking and to create a perfect well for the filling.
  • Use Dutch process cocoa powder for a deeper chocolate flavor and darker color.
  • The pudding filling can be made ahead and kept chilled to save time.
  • Ensure cookies are completely cooled before filling to preserve texture.

Keywords: chocolate pie cookies, chocolate cookies, pudding-filled cookies, homemade chocolate cookies, creamy chocolate desserts, easy chocolate treats