Homemade Double Stuf Oreos

homemadeoreoI’d like to clear up a misconception here.

Not all food bloggers are brimming with genius dessert and dinner ideas all the time.  In fact, I’d venture to say that more than half of the time, we sit here on Pinterest for hours on end, catch back-to-back episodes of Giada at Home on Food Network and flip furiously through cookbook upon cookbook to try to find something to make or even a glimmer of inspiration.

Or maybe that’s just me?  Except replace Giada at Home with Keeping Up With The Kardashians and Pinterest with eBay.  I’m terrible, I know.

People always assume I’m some kind of genius dessert vending machine — ask me to make something and I’ll spout out some life-changing recipe one second later.  Not the case, compadre.  More than usual, I’ll stare blankly back at you and hope you’ll forget you asked a question that I hopefully won’t have to answer.  It hasn’t happened yet, but I’m betting one of these days I’ll luck out with someone who has short-term amnesia.

Last week, I was having this exact problem.  I couldn’t figure out what to bake because everything sounded A) boring, B) overdone, C) I’ve already made it, or D) I wasn’t thinking about food because my brain cells were dying as I watched Khloe pack up her old house.  So I began rummaging through my baking shelf (which looks like a bunch of sugar fairies died in there — it’s a gruesome, sugary mess) in hopes that I’d find some magical ingredient or something that would spark some brilliant ideas.

Buuuuut no dice.

I did, however, find a half-eaten package of Double Stuf Oreos that I got excited about because duh, Double Stuf Oreos.  And then I realized they expired in February and became distraught that my life has come to my contemplation of whether or not I should eat 6-month old expired cookies.  But then I realized I could make my OWN Double Stuf Oreos and they’d be fresh and every bit as delicious.

DSC_0852ASo I made them.  And y’all — they are scrumptious.  They taste like those Oreo Cakesters (RIP) they used to make — part cookie, part whoopie pie, part cake — and all delicious.  Chocolatey, fudgy, and chewy with slightly crispy edges and that decadent, sweet white filling.  You won’t be able to stop at one, I guarantee you that.

However, I do not guarantee that I’ll be getting off the couch anytime soon — methinks I need an intervention for this Kardashian business.


5.0 from 3 reviews
Homemade Double Stuf Oreos
Recipe type: Cookies
Prep time: 
Cook time: 
Total time: 
Serves: 12
These fluffy, cakey and chewy cookies taste just like Oreos and are so fun to make with the kids!
  • 1 box Devil's Food cake mix
  • 2 eggs
  • ½ cup oil
  • ½ cup shortening, room temperature
  • 1 Tbsp vanilla extract
  • 1 tsp salt
  • 3 cups powdered sugar
  • 2 tsp hot water
  1. Preheat oven to 350 degrees F. Line 2 baking sheets with silicone liners or mist lightly with cooking spray; set aside.
  2. In a large bowl, combine the cake mix, eggs and oil with a rubber spatula until a soft dough forms. Take a cookie dough scoop and scoop out Tablespoonfuls of dough; roll them in your hands to smooth out evenly and place them 1" apart on the prepared baking sheets.
  3. Bake for approx. 8-10 minutes, rotating pans halfway through baking time, or until just barely set. Cool for about 5 minutes on the baking sheet before transferring to a wire rack to cool completely.
  4. In the bowl of a stand mixer, combine the shortening, vanilla, salt, powdered sugar and hot water with a paddle attachment on low speed until just combined. Increase the speed to high and whip until light and fluffy in texture. Put the filling into a piping bag attached with a wide circle tip, or a Ziploc baggy with the corner snipped off.
  5. Pipe the filling nice and high (about 2 Tbsp worth) onto the flat side of a cookie; gently press another cookie to adhere, creating a sandwich. Repeat with remaining cookies.

DSC_0850AI love the texture of these fluffy, chewy cookies!  They’re just crispy enough to pass as a cookie, but soft enough to be considered a Cakester.  The perfect Oreo cookie hybrid!  All that’s missing is the milk — and the reality TV marathon 😉

Have a fantastical day!

xo, Hayley

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  1. I love your spirit! You always brighten up my day nd thank you for that! I probably made everything at least once and my favs more that once lol! Just wanted to let you know that you are awesome! You know that already but just a reminder! Stay happy and strong! Love ya Tracie

  2. These look amazing. The first thing I thought of when I saw the pic was those oatmeal cream filled cookie thingys. One question though…do you really watch that show??? I just can’t stomach it. I watch the first season and after that it started getting more and more scripted and fake. That and I just can’t take Kim and/or Kanye….but that’s just my honest opinion lol. =P

  3. I had to throw out a package of regular Oreos a few months ago for the same reason. I can’t believe I left a package of Oreos on the shelf for so long that they expired! (Well, in my defense, they were on the half-hidden shelf in the garage since we don’t have space for a regular pantry…) I love how soft the cookies in your copycat Double Stuf Oreos look — SO good!!

  4. I wish I could find a way to make a delicious chocolate cookie. they never come out right. These on the other hand look PERFECT!!!

  5. mmm these look gorgeous!! I could totally eat 1 (or 5) of these

  6. Poor Khloe-I worry about Rob too.

    Oh yes and I am in awe of how often and how many fully genius ideas you come up with. These Oreo’s look so chocolatey and addictive!

  7. These look so much better than the packaged ones. Plus, I love the cakey and soft cookie part so much better!

  8. I’m totally in the same boat as you except replace Karadishians with Game of Thrones and ebay for etsy and that’s the story of my life. I usually flip through my pinterest boards a couple of times a day to help brainstorm some ideas…and then check my kitchen to see if i have any of the ingredients to work with.

    I love these oreos and I have stayed away from the packaged stuff because they’re just not very good for you. I will definitely have to try these homemade versions sometimes since I do get hit with a craving every now and then.


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