Mimi's Whoopie Pie Filled Chocolate Cupcakes

Recipe by Mimi in Maine

These are the most mouth-watering cupcakes you will ever have. They are very dark chocolate and very moist and are filled with a whipped whoopie pie filling. They crack open when you fill them. These have been much loved in our family for years--loved more than Whoopie Pies. The batter also makes a wonderful 9x13 cake.

Top Review by Lisa8979

OH MY GOODNESS! I am a treat snob and generally pooh pooh what I find, but this recipe can't be beat. I even registered on Food.com just to review this recipe! These are the very, very best cupcakes I have ever made or even tasted. I had heard legend of the cooked milk whoopie pie filling, but couldn't grasp what I was hearing. What, no Fluff? Why bother? I was sooooo wrong. Now that I've had this, I will never go back. I feel about this filling as I feel about getting air conditioning in a car, or a dog that doesn't shed. This cream filling is to die for, the cakes themselves are moist and chocolatey. THIS is a great recipe, a real keeper.

Ingredients Nutrition


  1. You will also need a parchment decorating bag (or bag of some kind) and a jelly donut filling tip (or long tip of some kind).
  2. In a large bowl mix all of the cake batter together except for the coffee.
  3. After it is mixed well, add the hot coffee, mixing well again.
  4. Put into paper-lined cupcake tins.
  5. Bake at 375 degrees for about 15-20 minute till done.
  6. Cool the cupcakes before filling.
  7. While cupcakes are baking prepare the filling.
  8. In a jar shake together the flour, milk, and salt.
  9. Put this into a saucepan, and on a medium heat, cook till you have a thick paste, stirring constantly.
  10. Let cool.
  11. In a mixer, combine the sugar, shortening, and vanilla and beat well, about 5-7 minutes so that the sugar and shortening are well blended.
  12. Add the flour paste and whip for another 5-7 minutes.
  13. The more you whip the fluffier it gets.
  14. Using parchment bags for cake decorating or other bag that you have and a jelly donut filling tip, fill the bag with the the filling.
  15. Insert the tip into the center of each cupcake and squeeze until the cupcake cracks open.
  16. Enjoy!

Join the Conversation

  • all
  • reviews
  • tweaks
  • q & a