Soft, cakey cookies stuffed with homemade Oreo cream filling. I’ll take these homemade Oreo Whoopie pies over crunchy Oreo cookies any day!
Store-bought cookies. Usually crunchy, very sweet, and always taste better with milk. Even though they’re not a homemade cookie fresh from the oven, they have a special place in my heart. For some reason after I eat one pecan sandie cookie, I have to go back for another. Another good one is those sugar wafer cookies. You know, the ones that are either peanut butter, vanilla, chocolate, or strawberry?
This might be just me, but I always take them apart, layer by layer, and then lick the sugary stuff (It’s not really icing…) off before eating the wafers themselves. Am I the only one who does that? My grandpa always gets those for our vacation during the summer and we kids would sneak to grandma and grandpa’s cabin to eat wafer cookies and watch cartoons!
But whenever someone says “store-bought cookies”, my mind immediately goes to one particular type of cookie. One that is my favorite cookie to dip in milk! Can you guess what it is?
Well, if you guessed Oreos, you’re right! I love Oreos SO MUCH! Besides being delicious by themselves, they also serve to be a great way to make truffles! Like, the best truffles ever. Needless to say, Oreos are useful in many ways in the kitchen. But one thing we didn’t really think to do was to put them in icing. I know, I’m crazy for not thinking of this sooner!
When we were running out of ideas for what to put on some random brownies for a work party, Mom decided to make an Oreo frosting. She nailed it, for sure!
Using half shortening and half butter to make it taste more like an Oreo filling and about 15 Oreos, we created the ULTIMATE Oreo frosting! Seriously. This frosting tastes amazing.
Have you ever had an Oreo blizzard from somewhere like Dairy Queen, or McDonald’s? Well, this icing has that same sweetness and tastes just like the middle of an Oreo. But I like to think the icing tastes better than those ice cream blizzards, just because it’s homemade. 🙂 And it’s frosting! What could go wrong with frosting?
I’ve sort of spent this whole post talking about how good the frosting is. But are you one of those people that likes the Oreo cookie better than the Oreo frosting? I’m really undecided myself- the frosting is too sweet by itself, and the cookie is not sweet enough without the frosting. I guess I love them both together. But for you Oreo cookie fans, this chocolate cake recipe is SO much better than the Oreo cookie. I say cake, but this Oreo Whoopie Pie a little thicker than cake. Like a VERY cake-like cookie! Or a cake the size of a cookie. Whatever you want to call it, this cake/cookie goes perfectly with the delicious Oreo icing, to make the best Oreo whoopie pie ever!
And don’t forget to have a glass of milk with it. 😉
Oreo Whoopie Pies
For the cakes:
- 1 cup granulated sugar
- 1/4 teaspoon salt
- 1/2 cup butter , softened
- 1 teaspoon vanilla
- 1 large egg
- 2 cups all-purpose flour
- 1 teaspoon baking soda
- 1/2 cup cocoa
- 1/2 cup warm water
- 1/2 cup buttermilk
For the Oreo frosting:
- 1/2 cup butter softened
- 1/2 cup shortening
- 1 1/2 teaspoons vanilla
- 4 cups powdered sugar
- 6-7 tablespoons heavy cream or milk
- 15 Oreo cookies
- In a stand mixer, cream together the sugar, salt, butter, vanilla and egg.
- In a separate bowl, sift together the flour, baking soda and cocoa. Add this to the first mixture alternately with the water and buttermilk.
- Drop the batter by teaspoonfuls onto a greased cookie sheet and bake the cookies at 400 degrees for 7-8 minutes. Set the cakes aside to cool.
- For the Oreo frosting:
- In a stand mixer, whip the softened butter and shortening on medium speed for 2-3 minutes. Add the vanilla and powdered sugar. Mix on low speed until the powdered sugar is all incorporated.
- Add in the heavy cream, one tablespoon at a time, and beat the frosting on medium speed until the frosting has reached the consistency that you like. (I used 6-7 tablespoons of cream).
- Add the Oreo cookies to the frosting, 3 at a time, and beat on medium-low speed until they are all broken up and blended in.
- Choose two whoopie pies that are about the same size. Spread the Oreo frosting between the two cakes. This should make about 10-15 whoopie pies, depending on the size you make the cakes.