Helllloooo Friday. We’ve made it through the workweek, through long commutes and tired routines with simply not enough coffee to wake our sleep deprived minds. In my case, I’ve been grappling with shaking off the jetlag and regaining a shred of motivation after a great conference and mini vacation on the other side of the United States earlier this week, and getting back on track has been much more difficult than I thought. You and I, we deserve a cookie. A double cookie. An Oreo Stuffed Chocolate Chip Cookie. Make it two, please.
These cookies have been circulating the internet since the first time I ever logged on to Pinterest years ago (back when it was invite-only, anyone else remember that?). I decided that they deserved a place on the blog with a from-scratch chocolate chip cookie recipe (no pre-made, store-bought dough here!), and so I got to work on a soft and chewy chocolate chip cookie recipe that could securely hold an Oreo Cookie. I actually ultimately modified another stuffed cookie recipe that I had on the blog (this is not my first time stuffing one dessert inside another, not even close). After only a few modifications, here we are.
While these cookies are pretty simple (make chocolate chip cookie dough, chill it briefly so that it’s manageable, roll it around an Oreo cookie, chill briefly again, bake, done), I do have some quick and easy tips before you get started:
Chill the dough after making it, otherwise it will likely be too sticky to manage. 15 minutes should be sufficient, but if it’s still too sticky just return it to the fridge for another 10 minutes. Don’t chill it too long, or it will be too firm to mold around your Oreos. Chill the dough again after you make your cookie balls. This will keep them from spreading too much in the oven. Only 15-30 minutes is needed in the freezer, but you can chill these longer. If you intend to save them to bake later (longer than 30 minutes), just be sure to wrap them in plastic wrap and store in a Ziploc bag or airtight container. Know which way your Oreo cookie is facing. I can’t tell you how many times I’ve baked one of these only to end up with a big vertical lump thanks to an Oreo Cookie standing on its end right in the center. As you mold the dough around each cookie, just be mindful of the direction your Oreo is facing, making a small indent or “x” on the top of each ball of dough could be a helpful reminder once you’ve rolled them. For pretty cookies, gently press additional chocolate chips onto the surface of each cookie after they come out of the oven. This makes them look nice and keeps the cookie dough from requiring too may chips, which can make it difficult to roll the dough around your Oreos.
I also made a short (non-YouTube) video that you can see below to show you exactly how I make these Oreo stuffed cookies. Are these videos helpful to you? Do you prefer the short ones (like I have here) or the slightly longer YouTube ones (and can you guess which one I prefer filming!? It’s the ones where you don’t see my face — I am so uncomfortable being on camera!). Either way, enjoy! Full printable recipe below the video
