Mimi's Whoopie Pie Filled Chocolate Cupcakes

Total Time
Prep 40 mins
Cook 20 mins

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.

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!


Most Helpful

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.

Lisa August 29, 2010

Sooooo good! This recipe was very easy to follow and turned out great. These look like a lot more time went into them than actually did. I followed the recipe exactly, even though I was a little leery of the coffee. I had the sugar and shortening mixing while I stirred the milk and flour (which took about 9 minutes to form the paste). The cream really tasted like the Hostess Cupcake filling, but was a little thinner, but this might have been because I didn't know exactly how thick my paste should be. I even made a batch of mini cupcakes with the left over batter, and I cooked them about 7 minutes.

The Milocat March 02, 2010

Super tasty! I used butter in place of the shortening but kept the rest as written and they turned out GREAT! Neither the cake nor the icing is too sweet, and they come together nicely. Even my husband, who is not a big fan of icing, liked them. :-)

The Shimmy Cook June 06, 2008

Join the Conversation

  • all
  • reviews
  • tweaks
  • q & a