Homemade Oreo-Style Cookies (Printable Version)

Homemade dark chocolate sandwich cookies with a creamy vanilla center, nostalgic and perfect for dunking.

# What You Need:

→ Chocolate Cookie Wafers

01 - 1 cup (125 g) all-purpose flour
02 - ¾ cup (70 g) unsweetened Dutch-process cocoa powder
03 - 1 cup (200 g) granulated sugar
04 - ½ teaspoon baking soda
05 - ¼ teaspoon salt
06 - ½ cup (115 g) unsalted butter, softened
07 - 1 large egg
08 - 1 teaspoon vanilla extract

→ Vanilla Cream Filling

09 - ¼ cup (60 g) unsalted butter, softened
10 - ¼ cup (55 g) vegetable shortening
11 - 1½ cups (180 g) powdered sugar, sifted
12 - 1 teaspoon vanilla extract
13 - Pinch of salt

# How To Make:

01 - Preheat the oven to 350°F. Line two baking sheets with parchment paper.
02 - Sift together the flour, cocoa powder, baking soda, and salt in a medium bowl. Set aside.
03 - In a separate bowl, beat the butter and granulated sugar together until light and fluffy. Add the egg and vanilla extract, beating until fully incorporated.
04 - Gradually add the dry ingredient mixture to the wet ingredients, mixing until a stiff, uniform dough forms.
05 - Roll the dough into 1-inch balls and place them 2 inches apart on the prepared baking sheets. Flatten each ball slightly using the palm of your hand or the bottom of a glass.
06 - Bake for 10 to 12 minutes until the cookies are set and slightly firm to the touch. Let cool on the baking sheets for 5 minutes, then transfer to a wire rack to cool completely.
07 - Beat together the butter, vegetable shortening, powdered sugar, vanilla extract, and salt in a bowl until smooth and fluffy.
08 - Pipe or spread about 1 tablespoon of filling onto the flat side of half the cookies. Top with the remaining cookies, flat side down, to create sandwiches. Press gently to spread the filling evenly to the edges.
09 - Allow the assembled cookies to set for 10 to 15 minutes at room temperature before serving.

# Expert Advice:

01 -
  • The dark cocoa dough bakes into cookies that actually snap when you break them, unlike the soft packaged kind.
  • That creamy center is absurdly easy to make and tastes like vanilla frosting had a better day than usual.
02 -
  • Do not try to assemble these while the cookies are even slightly warm or your filling will melt into a puddle of regret.
  • The dough will seem alarmingly stiff and dry at first, but keep mixing and it will come together into a workable ball.
03 -
  • Dip the bottom of your glass in cocoa powder instead of flour when flattening the dough balls so you never leave white streaks on the cookies.
  • Chill the assembled cookies for 20 minutes before serving and the filling will slice cleanly like a dream for photos.