Crazy Cooking Challenge - OREO STUFFED Chocolate Chip Cookies

I'm participating in this month's Crazy Cooking Challenge organized by Mom's Crazy Cooking. It's pretty interesting - over 100 bloggers are signed up to publish a blog of a recipe - that came from another blog - on one food item all on the same day! The first month they did Macaroni & Cheese (here's the winner) but this month it's CHOCOLATE CHIP COOKIES. So you can find over 100 new chocolate chip cookie recipes today - RIGHT NOW! 


Since I try to be a little unique and crazy - I couldn't just go with any old ordinary chocolate chip cookie recipe! I had to go for something unique and with a bit of the WTF-factor. And thanks to the girls at The Sisters Cafe - I found it!!!! 

Honestly - when I saw this recipe I couldn't decide if I was in love or completely grossed out. But here goes:


You heard me right. Oreo. Stuffed. Chocolate. Chip. Cookies. WTF?! 

I'm going to say right off the bat - I'm not a baker. That's one gene I did not get from my mom. My sister got it - not me. I have a jacked up $10 mixer and one of the thingies where you plug in the beater is broken - so I can only beat with one beater. There's no fancy KitchenAid in Casa de Food Hussy! I'm also a disaster - I use probably 3X as many bowls, spoons, spatulas and measuring cups as are actually needed. I should have taken an "after" photo of the kitchen! 

But these cookies needed to be made as I had a church picnic coming up (I sound so June Cleaver!). 

First - I creamed butter, granulated sugar and brown sugar. The butter really does have to be softened I found out. Creaming hard butter = mess! I ended up having to take the butter (which was covered in sugar) out and defrost it in the microwave for 30 seconds first!

See - look how pretty it is! Okay - the pictures suck - I know. My sister scolded me for using the flash all the time so now I try to use this auto-setting but that sucks in my dimly lit galley kitchen. Bear with me. The money shot at the end is drool-worthy!

It's impossible to photograph yourself beating in flour with a jacked up $10 one beater mixer. Look at that lonely beater.

After that I stirred in chocolate & peanut butter chips - decided to be a bit wacky! Then I had to take an oreo and wrap the dough around it.

Mind you - Larry walked in during this part of the process and gasped at how huge the cookies were. But just think - I had to wrap a whole Oreo inside! You can't be dainty when you're eating a cookie stuffed with a cookie!!

I baked them for about 9-11 minutes - I had two pans of them so it took a little longer and they were ginormous.

And there you go - an Oreo Stuffed Chocolate Chip Cookie! I can't say they're the best cookies I've ever had but they were gone in an instant at the church picnic. Kids (and adults) eyes lit up when they were told what was inside these puppies!

They are REALLY rich - half a cookie was really enough for me. I think if I were to make these again - I would use the mini-Oreos. That way you still get the cookie crunch and novelty of it without spending a days worth of caloric intake on one cookie.

So - I hope you'll explore all the interesting cookie recipes and hey - vote for mine if you feel like it!


Oreo Stuffed Chocolate Chip Cookies

Recipe Source: My Sisters Cafe via Picky Palate 

2 sticks softened butter (1 cup)
3/4 cup packed light brown sugar
1 cup granulated sugar
2 large eggs
1 Tablespoon vanilla
3 1/2  cups flour
1 teaspoon salt
1 teaspoon baking soda
10 oz bag of chocolate chips
1 package of Double Stuff Oreo Cookies
Preheat oven to 350 degrees.  Cream butter and sugars until well combined.  Add eggs and vanilla until well combined.
In a separate bowl, mix the flour, salt and baking soda.  Slowly add dry ingredients to wet ingredients along with the chocolate chips until just combined.  Using a cookie scoop or a spoon, place a scoop of dough on top of the Oreo Cookie. Now take another scoop of dough and place on the bottom of the Oreo Cookie.  Seal edges together by pressing and cupping in hand until Oreo Cookie is enclosed in dough.  Place onto a parchment or silpat lined baking sheet and bake cookies 9-13 minutes or until lightly browned.  Let cool 5 minutes before transferring to cooling rack.  Serve with a tall glass of milk and enjoy!
Makes 2-3 dozen large cookies.  


  1. Nice to see a fellow Cincy chick participating! I made my choc chip cookie recipe last night but burnt them... boo!!! So I didn't post about them, but I'll be back for next month :)

  2. Yeah Desi! Sorry yours didn't turn out.

    Next month - Mashed Potatoes!

  3. I'm all over that for next month! Cuz I'm a potatoes kinda gurl (as you can see from my blog name lol). BTW, I'm so glad your blog is turning into more of a recipe blog as well as restaurant reviews :)

  4. Delicious! Who knew there are so many way to make choc chip cookies :) I would love you to check mine out, they are #5. Thanks!

    The Farm Girl

  5. Ooo Yummy.. Your pictures are sinfully awesome..I love and have to try this.. I'm visiting from and officially following ya with smiles.. Hope you can stop in sometime.. : )) Off to indulge in more of your awesome posts.. :)) Happy weekend..

  6. I made these cookies when I first saw them on Picky Palate. They were huge...and rich...but really tasty. I like your idea of using a mini Oreo instead!!

  7. I recently made chocolate chip cookie dough cupcakes, that's a muth full. They were yummy and so I am sure this cookie would be also. andi the wednesday baker

  8. Here I go drooling again!


  9. Who would have thought to fill a cookie with a cookie!?! Sounds delicious, fellow Challenger! Off to visit more of you. Come visit when you can.

  10. My husband would go crazy for these, great entry.

    If you haven't already, I'd love for you to check out my entry, Chocolate Chip Gingersnaps.

    Cook Lisa Cook

  11. Your Cookies look great! It is fun cooking with you, I am #15. Hope you are having a wonderful week end!
    Miz Helen

  12. Hi this is Nicole from Colie’s Kitchen I just discovered your blog and wanted to drop by and say hi. I am now a new follower. I would love to have you stop by Colie’s Kitchen if you get a chance.

  13. I love Oreos...and a Chocolate Chip stuffed cookies sounds even more delish!! Thanks for sharing!! Come check out my entry #34, Hot Chocolate Chip Cookies.