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Delicious Homemade Oreo Cakesters

🍪✨ HOMEMADE OREO CAKESTERS

Soft, chocolatey, cake‑like cookies sandwiched with fluffy vanilla‑cream frosting — the nostalgic treat you didn’t know you needed.

 

Homemade Oreo Cakesters! It took me a while to figure out that even though butter makes everything taste better it doesn’t necessarily make things look pretty.

Don’t get me wrong, I’m all for the best tasting food, but no matter how good it tastes, you’re less likely to eat it if it doesn’t look delicious! So to make my cookies more puffy I found out that you need to use shortening and a little cake flour. Here is how to make these delicious cookies!!

 

Homemade Oreo Cakesters
 

PUT ON YOUR CUTEST APRON, TURN UP YOUR “I CAN OUT‑BAKE OREO THEMSELVES” ENERGY, AND SUMMON YOUR INNER SOFT‑COOKIE SANDWICH QUEEN — because today’s recipe is soft, cakey, creamy, nostalgic MAGIC that will have your readers saying, “Hold on… WHY have I not been making Homemade Oreo Cakesters every single week?!”

We’re talking HOMEMADE OREO CAKESTERS — the kind of treat that doesn’t just show up… it glides in, smelling like chocolate heaven, wearing a frosting crown, and whispering, “You’re welcome.” These cakesters are soft, pillowy, chocolatey, and filled with a fluffy cream‑cheese‑vanilla frosting that tastes like childhood but better.

Let’s talk cookies. Not the “crispy, crumbly, store‑bought disappointment” cookies. Not the “I guess this is fine” cookies. Not the “I tried to bake something fancy and now I’m emotionally exhausted” cookies.

I’m talking about REAL cookies — the kind that make your kitchen smell like a chocolate factory, the kind that make your family hover like hungry raccoons, the kind that make you feel like a culinary queen even if you’re still wearing yesterday’s leggings.

These Homemade Oreo Cakesters are:

  • soft
  • cakey
  • chocolatey
  • creamy
  • kid‑approved
  • adult‑approved
  • lunchbox‑worthy
  • party‑worthy
  • and honestly? A little bit magical

They’re the kind of treat that makes people ask, “WHAT IS THIS AND WHY IS IT SO GOOD?” The kind that makes your kitchen feel warm and welcoming. The kind that makes you feel like you could open a bakery — even if your hair is in a messy bun and you’re using a spatula as a microphone.

Perfect for: • birthdays • bake sales • neighbor gifts • after‑school snacks • “I need something delicious immediately” moments

💬 Reader prompt: Are you team “extra filling” or team “extra chocolate cookie”?

 

📜 Recipe — Homemade Oreo Cakesters

Cookie Ingredients

  • 1½ cups all‑purpose flour
  • ½ cup cake flour
  • 1½ teaspoons baking soda
  • 1½ teaspoons baking powder
  • ¾ teaspoon salt
  • 2 cups sugar
  • ¾ cup non‑alkalized cocoa powder
  • 2 teaspoons vanilla extract
  • 4 eggs
  • ¾ cup + 2 tablespoons butter‑flavored shortening
 

Frosting Ingredients

  • 4½ cups powdered sugar
  • 1 stick unsalted butter
  • 2 teaspoons vanilla extract
  • 1 (8 oz) block cream cheese
 

🍽 Directions

Step 1: Make the Cookies

  1. Preheat oven to 350°F.
  2. Cream vanilla, shortening, and eggs.
  3. Mix dry ingredients in separate bowl.
  4. Slowly add dry ingredients to wet.
  5. Line baking sheet with parchment.
  6. Scoop tablespoon‑sized balls.
  7. Bake 8–10 minutes.
  8. Cool completely.

Step 2: Make the Filling

  1. Beat softened cream cheese + butter + vanilla.
  2. Add powdered sugar one cup at a time.
  3. Mix until fluffy.

Step 3: Assemble

  1. Match cookies by size.
  2. Add a dollop of frosting.
  3. Sandwich together.
  4. Try not to eat them all immediately.

💬 Reader prompt: Do you like your cakesters thick and tall or thin and soft?

 

🔢 Calorie Count (Per Cakester, Approx.)

  • Calories: ~290
  • Protein: 3g
  • Carbs: 38g
  • Fat: 14g
  • Sugar: 28g

 

 

🍫 Nutritional Facts & Fun

  • Cocoa powder: Deep chocolate flavor
  • Cake flour: Soft, tender texture
  • Cream cheese: Tangy, creamy filling
  • Shortening: Classic cakester softness
  • Vanilla: Warm, sweet aroma

💬 Reader prompt: Should we try a peanut‑butter‑filled version next?

 

👩‍🍳 Cooking Tips

  • Extra soft: Don’t overbake.
  • Extra chocolatey: Add mini chocolate chips.
  • Extra fluffy frosting: Whip longer.
  • Extra stable filling: Add more powdered sugar.
  • Perfect shape: Chill dough 10 minutes before baking.
 

🔄 Recipe Variations

🍫 Double Chocolate Cakesters

Add chocolate chips to the dough.

🍓 Strawberry Cakesters

Add freeze‑dried strawberry powder to frosting.

🥥 Coconut Cream Cakesters

Add coconut extract + shredded coconut.

🍪 Cookies‑and‑Cream Cakesters

Add crushed Oreos to the filling.

🥜 Peanut Butter Cakesters

Swap cream cheese frosting for PB frosting.

💬 Reader prompt: Which version should we feature next week?

 

🧒 Kid Tips

  • Let kids help sandwich the cookies — supervised chaos.
  • Make mini cakesters for tiny hands.
  • Add sprinkles to the filling.
  • Serve with cold milk.
 

🛒 Grocery Hacks

  • Cocoa powder: Non‑alkalized gives classic Oreo flavor.
  • Shortening: Butter‑flavored = best texture.
  • Cream cheese: Store brands work great.
  • Flour: Buy in bulk — cheapest.
  • Parchment paper: Dollar store goldmine.

💬 Reader prompt: Are you a “Costco baking queen” or a “grab it when I need it” shopper?

 

🎯 Reader Challenge

This week’s challenge: Make these Homemade Oreo Cakesters, snap a pic, and share it with #LouLouGirlsCakesterMagic. Bonus points if your frosting‑squeeze shot is dramatic enough to deserve its own slow‑motion reel.

 

🍽 Leftover Remix

  • Cakester Ice Cream Sandwiches: Freeze them.
  • Cakester Trifle: Layer with whipped cream.
  • Cakester Milkshake: Blend with vanilla ice cream.
  • Cakester Crumble: Crumble over brownies.
  • Cakester Parfait: Add berries + cream.

💬 Reader prompt: Which leftover remix should we test next?

 

💭 Final Thoughts

These Homemade Oreo Cakesters are everything you want in a dessert: soft, cakey, chocolatey, nostalgic, comforting, and ridiculously satisfying. They’re the kind of recipe that brings people together, sparks conversation, and makes everyone feel like they’re part of the fun.

They’re simple enough for a weeknight, impressive enough for a party, and joyful enough for those “I need something delicious immediately” days.

There’s something magical about a cakester that tastes like it came from a snack‑aisle dream but was made in your own kitchen. Something about cocoa, butter, vanilla, and cream cheese swirling together that feels nostalgic, indulgent, and just a little bit whimsical.

These Homemade Oreo Cakesters are the kind of recipe that becomes a tradition — the treat your family requests again and again, the one you bring to neighbors, the one you whip up when you want your home to smell like happiness.

It’s the kind of food moment that makes people linger at the table. The kind that makes your kitchen feel warm and welcoming. The kind that makes you feel like you’ve mastered the art of fun, fearless baking — even if you still set timers for everything.

So here’s your mission: Bake these cakesters. Share them with your people. Tell me your twist. Did you add chocolate chips Did you add peanut butter Did you sneak a warm cookie before frosting (I support all of it.)

Until then, may your cookies bake beautifully, your frosting whip perfectly, your chocolate shine brightly, and your kitchen overflow with laughter, love, and second helpings.

Homemade Oreo Cakesters aren’t just dessert — they’re a lifestyle. 🍪✨

 

 

 

 

 

 

 

 

 

 

Twix Cookies

 

 

 

 

 

11 thoughts on “Delicious Homemade Oreo Cakesters”

  1. Hi Kimberley and Cassie,
    I don't people saw this at the party because you linked to your main site and not the post. I took the time to search for it. These remind me of woopie pies. I'm going to give your recipe a shout out! Hope to see you again this week at the party. Theresa @DearCreatives

    Reply

  4. I had to come check out your Oreo recipe when I saw it on Sweet and Savoury Sunday because it gave me some nastalga. I made something like this years ago when I was in Girl Scouts! Thanks for sharing the recipe and thanks for the trip down memory lane! HUGS

    Reply

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