Cookie Crazy Cupcakes

These fun cupcakes give you 3 cookies in one! I call them Cookie Crazy Cupcakes!

So I have an invention, y’all.

I wish I could keep it a secret, but I suck at secrets.

So don’t go stealing my idea, kay?

It’s called a “psycho-sensor”.

Here’s the back-story on my invention…

At the ripe old age of thiry-something-ish I made the executive decision to banish all crazy people from my life.


When I was younger I had more time for drama…well, maybe not time, but I allowed it around me more often than not.  I didn’t have it in me to tell the drama creators to “go scratch”.

But, I hit my thirties and suddenly didn’t have the time or patience for crazy.  Certainly they sneak through the cracks every now and then…or sometimes you just WANT someone to be a good person, but all the will in the land can’t force them from the dark side.

So.  I have to say that life is calmer, more fun and people know where you stand when you don’t “do crazy”.  It’s a fact.

But here’s the problem…sometimes people like to disguise as normal, when really they are imposters.  We’ll call them undercover crazies…all normal and such on the outside, all Real Housewife on the inside.

That’s why you need a patented psycho-sensor.  I will soon be selling it on QVC…just you wait.

In my mind’s eye it looks like a headlamp…that way people can see you’re crazy-busting-butt from a mile away.

So, block the crazies, ditch the crazies or drop kick those crazies right out of your hair…they cause frizz for real…and only allow crazy in the form of a cupcake into your inner circle.

And do I have one for you today.

Oh yes siree.

This cupcake has got it goin’ on…

Oreos? Check.

Chocolate Chip Cookie?  Check?

Biscoff?  Checkity check check.

That’s 3 cookies in one cupcake.


Cupcake with a scoop of frosting and a quarter of an oreo cookie on top

Here are the dirties…

Make some cookie dough.  I used the recipe for the dough from THIS sweet girl’s post.

Form the dough into heaping tablespoon sized balls.Cookie dough in a measuring spoon

Freeze the dough-balls for at least an hour…you want them to be TOTALLY frozen solid so the dough doesn’t cook inside the cupcake.
Cookie dough balls on a parchment-lined baking sheetWhen the dough is frozen you can start assembling the cupcakes.
I used a vanilla boxed cake mix for the cupcake portion, but feel free to get all scratchy on me, I won’t be mad.
Line your muffin tin with cupcake liners and drop a whole Oreo in there.
A paper-lined muffin tin with an oreo cookie in each cupFill your cupcake liner with 1/8 cup batter…with the Oreo in there you will need less than usual.
Then plop a frozen dough ball right in the batter.
A cookie dough ball being placed in batter in a muffin tinYour dough will poke it’s head out a little bit. No worries.
A muffin tin filled with batter and a ball of cookie dough in each cupBake the cupcakes for 20 minutes. They will look like this.
Vanilla cupcakes with a cookie dough ball in the middle of eachThen you need to make some frosting. To complete the trifecta of cookies I used Biscoff cookie spread in my frosting. If you aren’t able to find Biscoff in your supermarket, you can certainly order some…OR sub peanut butter in it’s place. Ahh, yes, peanut butter would be good here.
Peanut butter in a measuring cupThen frost those crazies.
Cupcakes with peanut butter frosting and a quarter of an Oreo cookie on topAnd then eat.
That’s why we’re here, yes?
Halved cupcake with an Oreo cookie, cookie dough, and peanut butter frostingPsycho-sensor activate!


Cookie Crazy Cupcakes


makes 24 cupcakes



Cookie Dough Filling

  • 1 cup butter, room temperature
  • 1 cup brown sugar
  • 1/2 cup granulated sugar
  • 1/4 cup milk
  • 2 tsp vanilla
  • 2 1/2 cups all purpose flour
  • 1 tsp salt
  • 1 cup mini chocolate chips


  • 1 box vanilla cake mix, prepared according to package directions
  • 24 Oreo Cookies, plus more for garnish, if desired.


  • 1 cup butter, room temperature
  • 1 cup Biscoff cookie spread or peanut butter
  • 4 cups powdered sugar
  • 34 Tbsp milk


For Cookie Dough Filling

  1. In stand mixer cream together butter and both sugars until fluffy, turn mixer to low and add in milk and vanilla, speed mixer back up to medium for approximately 30 seconds until smooth. Turn mixer back down to low and stir in flour and salt until incorporated. Fold in mini chocolate chips.
  2. Scoop out dough in heaping tablespoon sized portions and roll into balls. Place on a parchment or wax paper lined baking sheet and place in freezer for at least an hour.


  1. Preheat oven to 350°
  2. Prepare cupcake batter according to package directions. Line 2 (12 count) muffin tins with cupcake liners and place an Oreo cookie in the bottom of each.
  3. Fill each tin with 1/8 cup of cake batter. (This will fill the cupcake liner approx 2/3 full)
  4. Place a ball of frozen cookie dough in the batter. It will not be submerged.
  5. Bake the cupcakes for 20 minutes. The edges will be set and golden.
  6. Allow to cool completely before frosting.


  1. Cream butter and Biscoff or peanut butter in your stand mixer until smooth. Turn mixer to low and slowly add in your powdered sugar and milk. Turn mixer to medium and mix until smooth.
  2. Frost cupcakes.


cookie dough filling adapted from Kevin & Amanda

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Hi! I’m Shelly and I’m an addict. Of the buttercream sort. I started this site a few years ago as a way to justify my sugary, buttery obsession with desserts. It has worked out well for me so far, because as it turns out you guys all love sugary, buttery desserts too! It feels good to know you're not alone, doesn’t it?

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Jan 13, 2014 11:18 pm

Just wondering what if you didn’t freeze the cookie would it cook then?

carol stafford
Nov 13, 2013 9:38 am

Could you use cocoa in the icing instead of peanutbutter? Or maybe a cookie icing also. I have a niece who is allergic to peanuts.

Nov 11, 2013 1:29 pm

Looks great, but does the dough cook in the cupcake?

Mary Sadowski
Oct 27, 2013 11:06 am

OMG!!!! You know I will be making these this week! Shelly you are crazy in the best way 🙂

Sep 22, 2013 10:13 am

Wow you have certainly hit the nail on the head with this post! I definitely need a crazy sensor and some cup cakes immediately!!

Aug 18, 2013 9:57 pm

I just made a modified version of these with a chocolate cupcake recipe and vanilla icing. These have to be the best things I have ever tasted.

carol stafford
Nov 13, 2013 9:41 am
Reply to  DylanV

Thank you for the comment. I just asked if you could use cocoa instead of peanut butter. Or a cookie icing. Then I seen your post.

Jul 18, 2013 8:56 pm

I made these cupcakes before and they were wonderful. However, I used a eletric oven, which I am used to, but this time I am using a gas oven. Is there a difference in time and temperature?

Jul 7, 2012 1:22 pm

I made these for my birthday, out of control! So sweet and delicious!

Jul 3, 2012 1:11 pm

I made these this past weekend for my husband’s birthday. They are sooooooooooooooo delicious! I’ve been eating them for breakfast and lunch…and maybe I had one for an early dinner yesterday. The Biscoff frosting is to…die…for…
Gotta go exercise now…no kidding…

Jun 21, 2012 4:00 pm

I have never had a cookie-dough filled cupcake of any kind, but I don’t know how much longer I can hold out after seeing these! Wow!

Jun 19, 2012 2:20 pm

Oh MY Gosh!!!! I love this post! I’ve too gotten rid of some impostors who were creeping in and around my life…2!!!!
I plan to make these crazy sensor cupcakes!!! I plan to follow you! I think you are so fun and I love your blog site!!! It’s fun and crazy true!!!! Love ya…my New BF!!!!:)

Debra Kapellakis
Jun 19, 2012 9:11 am

My goodness…Maybe those little bits of pleasure should be against the law…YUM!

Jun 18, 2012 4:07 pm

I just made these! I was worried all the ingredients wouldn’t fit into the cupcake tin but they magically did! I couldn’t find the Biscoff spread at the store and since I plan to send these to work with my husband, I may just leave them unfrosted, they look so pretty without the frosting!

Jun 16, 2012 9:15 am

I will make thesebecause they look like somehthing my friends would like. but I’m also thinking with the bicoff, I might just try the biscoff cookies(I currently have a package and would have to break them in two to make them fit, but that’s okay) and cinnamon chips. Does that sound good?

Jun 15, 2012 9:14 pm

Sometimes your posts make me angry because they are so amazing and decadent! I get “crazy” mad that I did not come up with something so fantastic. But then I get happy because I realize that you actually help make become more creative. You definetly inspire!

Shelly Hi! I’m Shelly and I’m an addict. Of the buttercream sort. I started this site a few years ago as a way to justify my sugary, buttery obsession with desserts. It has worked out well for me so far, because as it turns out you guys all love sugary, buttery desserts too! It feels good to know you're not alone, doesn’t it?

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