World's Best Maine Whoopie Pies – Ayuh

Step 1
Preheat the oven to 375 degrees F (190 degrees C). Cut and set aside 25 pieces of plastic wrap about 5 inches square.

Step 2
For cookies, beat 1/2 cup vegetable shortening, 2 cups milk, 2 cups sugar, the eggs, and 2 teaspoons vanilla extract together in a large mixing bowl until smooth and creamy.

Step 3
In a separate bowl, whisk 4 cups flour with 1/2 cup plus 2 tablespoons unsweetened cocoa, baking soda, and salt until thoroughly combined. Beat the flour mixture into the wet ingredients just until smooth.

Step 4
Scoop up the batter by teaspoons, and drop onto ungreased baking sheets in small round dollops about 2 inches apart. Recipe should make about 50 cookies. Cookies will rise and expand a lot.

Step 5
Bake in the preheated oven until cookies are set in the middle, 8 to 10 minutes. Allow to cool on baking sheets for several minutes before removing to finish cooling on racks.

Step 6
To make the filling, place 1 cup milk in a microwave-safe measuring cup, and microwave until hot but not simmering, 1 to 2 minutes.

Step 7
Pour heated milk into a large mixing bowl. Add 1 cup room temperature butter, 1 cup vegetable shortening, 2 cups sugar, 2 tablespoons flour, 2 teaspoons vanilla extract, and marshmallow creme. Beat the mixture on high speed until the frosting is fluffy, 5 to 10 minutes. At first the frosting will appear lumpy, but keep beating.

Step 8
To fill cookies, choose 2 cookies that are about the same size, and spread about 1 1/2 tablespoons of frosting onto the flat bottom of a cookie. Top with the other cookie, flat-side down, and wrap the filled cookie in a sheet of plastic wrap. Place filled cookie in the freezer. Repeat with remaining cookies and frosting, wrapping each whoopie pie in plastic wrap and freezing.

Step 9
To serve, remove whoopie pies from the freezer and allow to thaw until very cold but not frozen, 10 to 15 minutes.