Kelsey, my little “sister” (as in the younger friend, mentee sense) and fellow baker, showed me a Pillow Cookie on Pinterest and I fell in love with not only the idea but the challenge of the recipe. It’s a pretty impressive idea, a baked good within a baked good, but it’s one of the few things that I literally could not stop eating. The cookies are massive, simply massive, so only one cookie per serving should do you right. Make sure you leave plenty of time for this project, though – start to finish, it took me about 90 minutes. And I take no credit for this recipe – it’s all Bakerella. Bless you, dear. Thank you for this gem of an idea.
Brownie Pillow Cookies
1 package brownie mix
1 cup butter, room temperature
1 1/2 cups packed light brown sugar
2 large eggs, plus 1 egg yolk
1 tablespoon vanilla
2 1/2 cups all purpose flour
2 teaspoons baking powder
1/2 teaspoon salt
1/2 teaspoon baking soda
12 oz. bag miniature semi-sweet chocolate chips
Make brownies according to the package’s directions. Cool completely, and cut into one inch squares. You’ll only use about a quarter of the brownies, so find something else to do with them (I suggest your neighbors). For the chocolate chip cookie dough, beat butter until creamy. Add brown sugar, and beat until smooth. Add eggs, yolk and vanilla. Beat until smooth. Combine flour, baking powder, soda and salt in a medium bowl with a fork. Add flour to butter mixture and beat until combined. Stir in mini chips. Let dough chill for at least an hour. Preheat oven to 350 degrees.
It’s easiest to do this part with parchment paper. Scoop about 1/2 cup of cookie dough out onto the paper. Push down with your thumb an indentation, place a brownie in the indentation and surrounding it with cookie dough. You can do this by shaping the dough around it with your hands. Place six cookies onto a large cookie sheet, baking for 18 minutes. While they bake, place the dough back in the refrigerator. Cool for four minutes on the sheet, then about 5 minutes on the wire rack until they set completely. Yield about 10.