I have this thing I do. Basically, I bake a whole lot of sweets when it’s a birthday for any single one of my friends. Everyone gets a treat and celebrates the birthday girl’s special day together. But what’s kind of weird is I have a document that has my friend’s and family’s names on it filled with desserts that someday I want to make for that specific person based on their tastes and personalities. So when I’m surfing Pinterest, I jot down any dessert recipes that seem like a good fit for a specific friend or family member. I know that seems like a lot of work and is slightly creepy, but I find it really fun. Plus, I love to be organized, and this is a great way to organize recipes! So this specific friend’s favorite dessert is chocolate cake and she has this thing with Oreos, so what could be better for her birthday than Death-By-Oreo Cupcakes? Let’s get baking!
So this is pretty embarrassing (but when you’re on a time crunch it is worth it) but for this recipe I used a box of chocolate cake mix. But guess what? None of my friends noticed! So go ahead and use a box mix (I guarantee no one will notice)! Just follow the box’s instructions to create a chocolately batter.
To elevate the cake from chocolate to Oreo-chocolate, just add some coarsely chopped Oreos!
This recipe will make approximately 24 cupcakes (and there will be leftover frosting), so make sure to have enough cupcake liners. I had to make 2 batches as I only have one cupcake pan. Plop those liners in each cup, and place one whole Oreo to the bottom of each liner. Then add that chocolate-Oreo cake batter filling fill each cup 3/4 of the way. Pop it in your preheated oven and bake until a toothpick inserted into the center of one cupcake comes out clean (a few crumbs are okay).
While your gorgeous Oreo cupcakes are baking, whip up the Oreo frosting! Whip softened butter and softened cream cheese with a hand mixer or stand mixer.
Beat in the vanilla extract and slowly add in the powdered sugar until super fluffy and light.
Gently fold in crushed Oreos (just beat the life out of some Oreos in a Ziplock bag with a rolling-pin). And there you have it, super easy and super delicious Oreo frosting for your Oreo cupcakes!
Let the baked cupcakes cool on a wire rack, and once cooled, frost the cupcakes however you want! I don’t have fancy piping bags or special piping tips, so I just used a Ziplock bag and cut the tip off. Instant piping bag! If a plain piping tip isn’t fancy enough for you, add some tape to the tip of the bag you are planing to cut to reinforce it before cutting an X into the bag. This creates a star tip and a beautiful presentation for the frosting. You can also just use a spatula or knife to spread the frosting on. Simple!
And as a bonus, I will teach you the best way to eat these Death-By-Oreo Cupcakes. You know when you try to eat a cupcake, but the frosting gets all over your nose and you end up with a bite of just cake and no frosting? Well, I believe the best way to eat a cupcake and eliminate that whole scenario is to twist the bottom of the cupcake off and place it on top. Ta-da! Instant whoopie pie! This sandwich version ensures each bite of cake contains the perfect amount of frosting. Solution solved. And yes (in case you were wondering), the birthday girl (with her perfect French manicure) is modeling the best way to eat a cupcake. Yum!
Makes ~24 cupcakes
- 1 pkg. Oreo Cookies, regular size
- 1 pkg. chocolate cake mix (mix according to directions on box)
- 8 oz cream cheese, room temp.
- 1/2 c. butter (1 stick), room temp.
- 3 3/4 c. powdered sugar
- 1 tsp vanilla extract
- Cupcake liners
- Preheat oven to 350 degrees. Mix packaged cake mix according to directions (do not bake). Line cupcake tins w/ liner, place an Oreo cookie in the bottom of each liner. Take 1/2 of remaining cookies and chop coarsely and add to cake mix. Fill the cupcake tins. Bake for 15 minutes (or according to box directions). While cupcakes are baking make the frosting.
- Cream together butter and cream cheese. Add vanilla, then add powdered sugar slowly until blended well. Crush remaining regular-sized Oreos with a rolling-pin in a Ziplock bag. Add to frosting. After cupcakes have cooled, frost.