What is better for a bake sale then Oreo cookies?
Oreo cookies made from scratch!.
So when my sister called and asked me to make something for my nephews bake sale to raise money for his basketball team, I couldn't say no. (or I didn't want to say no cause any good excuse to bake right!) Plus I had just found this awesome recipe on one of my favorite blogs, my name is yeh, for home made Oreos that I have been super excited to try, so it kind of worked out. But before I committed to the Oreo, I wanted to just double check with my nephew and see what he might want me to make because it was his bake sale.
This is the conversation we had. And yes, it was through text.
Me- "Hey bud, what do you want me to make for your bake sale? Cupcakes, cookies, donuts, or brownies"
Jack- " Yea!"
Me- "Yea what?"
Jack- "Make that."
Me- "Make what?….Hello!! What do you want me to make? Should I make Oreos?"
Jack- I WANT OREOS!"
Ok.. So it took a little while, but we got there. And after the the basketball game and the super successful bake sale..
ME-"Did you see the Oreos?"
Jack- "What do you mean?"
Me- "The Oreos I made for the bake sale…the ones you wanted me to make"
Jack- "There was a bake sale? I want Oreos"
Yup, that's the attention span of my 13 year old nephew. Little shit head. But for real, I had so much fun making these cookies and I am definitely going to be making them again. Plus they were a super hit at the sale.
I am the best aunt! (and sister!)
Cookie Time! Whats going on here is brown sugar and butter have be beaten together until nice and fluffy Then a good big splash of vanilla and another 2 big splashes of coffee are added to that.(I sacrificed my last few sips of my coffee for these cookies) The dry stuff, flour, salt and cocoa powder, are whisked together, waiting to be added to the wet. 
Mix the dry ingredients into the wet and mix. I ended up just using my hand and kind of squish mixing everything together until in tuned into a nice lovely uniformed dough. Form the dough into 2 balls and give each a few kneads to get any air bubbles out. Place dough back into bowl and stick in the fridge to sit for 10-15 minutes( it makes the dough a little easier to work with)
Once the dough has had a little time to rest and cool, remove from fridge, one ball at a time. Place on a lightly cocoa or powdered sugar dusted surface and roll out the dough. Grab any size circle (or other shape) cookie cutter and get to shaping the cookies. Notice the tin can in the bowl? I could't find my biscuit cutters anywhere but the can was the perfect size, and it worked really well. Keep a little bowl of either powered sugar of cocoa to dip the cutter in in between making the cookies. It really helps the dough from sticking and breaking.
When you have cut out your cookies, use a spatial and place them on a baking sheet. You can try to transfer with you hands, but you end up messing up the shape and most of them will break anyway.
Stick the cookies in the oven for about 15 minutes a batch and continute to roll and cut out the cookies until you have no dough left.
While the cookies are getting their cool on, make the cream filling. All you need is a stick of butter, about 4 cups of powdered sugar, some vanilla and a few splashes of heavy cream. Beat that all up until nice and creamy thick and spoon it into a pastry bag (I used a big old ziplock bag) to be piped on the cookies. 
Filling the cookies is for sure the best part. Separate the cookies into pairs and pipe a big blob of filling onto one of the two cookies. Take the names cookie and place on top, giving it a little smooth to the disperse the cream. Keep doing that until the cookies are all filled.
Stacks of cookies… Sold to the highest bidder! I was told that they sold out within the first half hour at $1.50 a pop….Should have charged $5…. for a good cause right?
And yes, even though he was being a space head and didn't even care that I just made him like 50 bucks for his team, I still saved the kid one.He just had to give me either a hug or 5 bucks for it.
I got a hug. (I really wanted the 5 dollars)
-C
From Scratch Oreo Cookies
Adapted by Molly Yeh from My Name is Yeh!
The cookie (makes about 18 3 inch Oreos)
- 2 cups all purpose flour
- 1 cup cocoa powder
- 3/4 cup brown sugar
- 1 cup or 2 sticks soften butter (use earth balance for vegan)
- 1 teaspoon salt
- 1 teaspoon vanilla extract
- 2 tablespoons brewed coffee
The filling
- 1 stick soft butter (us earth balance for vegan)
- 2 tablespoons heavy or whipping cream (use a nut or soy milk for vegan)
- 4 cups powdered sugar
- 2 teaspoons vanilla extract
Cookies- In a large bowl cream together sugar and butter until light and fluffy. Add in vanilla and coffee and mix together. In another bowl, whisk together the flour, salt and cocoa powder. Add dry to wet and mix together unit a uniform dough forms. Dump out onto a lightly cocoa or powdered sugared surface and knead dough a few times. Split ball into two balls, place in bowl, and stick in the fridge for 15 or so minutes.
Preheat oven t0 325 degrees
When dough is chilled, remove one ball at a time, and roll dough out on a cocoa or powdered sugar dusted counter until its about 1/4 inch thick. With a round (any shape would work) cookie cutter, cut out as many cookies as you can. In between sits, dip cutter in a sugar and cocoa to keep the cookie from sticking. Transfer cut out cookies onto a baking sheet with a spatula. Take scraps, roll into a ball, and roll out again. Keep doing that until you can't cut out any more. (You can either bake a weird shape cookie or just eat the dough)
Bake cookies for about 15 minutes or until the cookie has risen a bit and the tops have lost their glossiness and look cooked. Remove from oven and let cookies dry on a wire rack.
Make the filling
Filling- Beat together butter, sugar, vanilla, and cream until completely mixed and is at your optimal consistency. Add a drizzle more cream if you want to thin out or add more sugar for a thicker cream.
Stick the filling into a piping bag or ziplock bag an snip the end. With cookies in pairs, pipe a big dollop of filling onto one of the two cookies. Place the naked cookie onto the filled cookie and give a smooth to distribute the filling.
lick your fingers and eat a cookie.
If selling at a bake sale, charge $3 a cookie…. If it's for a good cause.
Because it is cold outside. Because I had an hour to kill before I needed to leave the house and because I wanted to make a sweet treat for the mister (who had been dealing with frozen pipes all day) and for the little littles that I was going to hang out with. 
The stuff…Flour, salt, baking powder, cinnamon, and allspice. Cocoa powder, brown and white sugar. Veggie Oil (you can use butter, or vegan butter instead for a chewier cookie) vanilla, a little vinegar and a nice cup of chai tea... Also a little bowl of cinnamon and sugar to doodle the cookies.
The sugars, oil, tea, vinegar, and vanilla go into a big bowl. Beat for a minute on medium, then add the rest of the stuff and beat some more until fully incorporated…. Simple simple. 
Aahhhh…….pulled from the oven and placed on a rack to cool. Fluffy, chewy, pillowy soft and spicy cookies. Oh the smell of so good!
Made extra large to make extra little littles happy. The best part? I made each little sing me a song for a second cookie… I am the greatest!