In a small bowl, combine the warm milk, dry yeast, and sugar. Give the ingredients a quick stir and allow to rest under a towel until the yeast begins to foam.
Once the yeast is foamy, add the coconut oil and stir again.
In a large bowl, combine the yeast mixture with the 4 cup of flour and 1 cup of the crushed Oreos. Use a wooden spoon to combine the ingredients until they begin to pull away from the bowl.Stand Mixer: You can combine the yeast mixture with the flour and Oreos in the bowl of a stand mixer, then use the paddle attachment to combine the ingredients on low speed until they begin to pull away from the sides of the bowl.
Pour the mixture out onto a lightly floured surface and knead for 3-4 minutes.Stand Mixer: Switch to the dough hook attachment and mix for 3-4 minutes until the dough forms a ball.
Place the dough back in the mixing bowl, cover with plastic wrap, and allow to rise for 30 minutes at room temperature until it has roughly doubled in size.
After it has risen, roll the dough out into a large rectangle about ½ inch thick. Spread the melted butter over the surface of the dough and rub the remaining 1 ½ cup of the chopped cookies into the butter.
Roll the dough lengthwise (from the long side) to create a tube and then divide dough into 16 equal pieces (or 12 pieces, if you want larger rolls). You can use a sharp knife to cut the dough or use unflavored dental floss! Slide the floss under the dough roll where you want to cut it, then pull the two strings up and together in a cutting motion.
Spray your 9x13 with cooking spray and then place rolls in the 9x13 baking dish, cover with plastic wrap, and allow to rise for 20 minutes.
As the dough is rising, heat oven to 350 degrees Fahrenheit.
Bake the rolls for 15-18 minutes, or until a toothpick can be cleanly removed from the dough. Let the rolls cool for a few minutes.
Spread the frosting of your choice on top of warm cinnamon rolls and add a few extra cookie crumbs if you like. Serve and enjoy!
Cream Cheese Frosting - if desired
Combine 8 oz. cream cheese, 2 cups powdered sugar and 1 teaspoon of vanilla in a bowl and mix together until evenly mixed. Sprinkle crushed Oreo's on top (or even mix in to the frosting before spreading if desired).
Notes
Storage: These cinnamon rolls can be stored in the fridge for about five days in an airtight container. Alternatively, you can store these cinnamon rolls either baked or unbaked in the freezer for up to three months. Simply allow the rolls to thaw in the fridge before eating or baking.