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French Silk Pie Cookies

These French Silk Pie Cookies have a super soft chocolate cookie base and are topped with a simple chocolate cream, whipped cream and chocolate shavings!
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Course: Dessert
Cuisine: American
Keyword: chocolate cookies, chocolate cream pie, chocolate cream pie cookies, french silk pie, french silk pie cookies
Prep Time: 20 minutes
Cook Time: 20 minutes
Assembly Time: 10 minutes
Total Time: 40 minutes
Servings: 14 cookies

Equipment

Ingredients

For the chocolate cookies

  • ½ cup unsalted butter softened
  • 8 ounces cream cheese softened
  • cups granulated sugar
  • 2 eggs
  • cup all-purpose flour
  • ¾ cup unsweetened cocoa powder
  • 2 teaspoons baking powder
  • ½ teaspoon salt

For the chocolate cream filling

  • 1 box instant chocolate pudding (3.9 ounce box)
  • 1 cup milk cold
  • 4 ounces cool whip (buy an 8 ounce container, reserve the other 4 ounces for topping)

For the topping

  • remaining cool whip (you may not use it all)
  • chocolate shavings optional

Instructions

To make the chocolate cookies

  • Preheat the oven to 350 degrees, use convection bake if you have it. Line the cookie sheets with parchment paper or grease well with baking spray. Set aside.
  • Add softened butter and cream cheese to a medium-sized mixing bowl and use a hand or a stand mixer to blend until smooth.
  • Add the granulated sugar and beat on medium-high speed for 1-2 minutes or until smooth. Scrape down the bowl once complete.
  • Add the eggs and mix until combined.
  • In a separate bowl, whisk together the dry ingredients (flour, cocoa powder, baking powder and salt).
  • Add the dry ingredients to the wet ingredients in 2-3 portions, mixing well after each addition. Scrape down the bowl once complete.
  • Use a large cookie scoop to spoon the cookie dough on to prepared cookie sheets, leaving at least 2 inches between each cookie.
  • Bake for 20-25 minutes or until the cookies begin to crack.
  • Remove them from the oven and use the cookie scoop or the back of a large spoon to immediately make an indent in each cookie. Allow the cookies to cool to room temperature before adding the filling.

To make the chocolate cream filling

  • In a medium mixing bowl, add the chocolate pudding mix and cold milk. Whisk together until it begins to thicken.
  • Use a silicone spatula to fold in 4 ounces of cool whip. Gently mix until fully incorporated.

To assemble the French Silk Pie Cookies

  • Spoon the chocolate cream into the small indent on each cookie.
  • Spread the remaining cool whip over the top of the chocolate cream.
  • Top with chocolate shavings or mini chocolate chips for garnish, if desired. Store these cookies in the fridge.