Cookie Monster Cupcakes

By Emma
Certified Culinary Professional
Ingredients
- 1 and 1/2 cups all-purpose flour
- 3/4 cup granulated sugar
- 1/3 cup unsweetened cocoa powder
- 3/4 teaspoon baking soda
- 3/4 teaspoon baking powder
- 1/2 teaspoon salt
- 2 large eggs
- 1 cup buttermilk, room temperature
- 1/3 cup vegetable oil
- 1 teaspoon vanilla extract
- 1 cup boiling water
- 1/2 cup unsalted butter, softened
- 3 and 1/2 cups powdered sugar
- 2-3 tablespoons heavy whipping cream
- 2 large candy eyes per cupcake
- 12 chocolate chip cookies, halved
About the ingredients
Method
For The Cupcakes
- Prepare cupcake liners in the tins, preheat oven to 345°F. Flour and sugar should always be sifted together—avoids lumps sneak.
- In a wide bowl toss together flour, sugar, cocoa powder, baking soda, baking powder, and salt. Dry mix must be even—lumps mean uneven rise.
- In a different container, beat eggs until pale; add buttermilk, oil, and vanilla extract. Buttermilk here adds a tang that brightens chocolate rich notes.
- Pour wet into dry. Stir gently until just mixed. Avoid overmix or risk dense cakes.
- Switch to electric mixer, medium speed. Beat batter 3 minutes exactly. It's the air incorporated here that lifts up crumb.
- Add boiling water gradually, first a few spoonfuls, then the rest in a thin stream while mixing slowly. Batter thins out—that's right.
- Scoop into liners filling about 70% full. Overfill, they spill; underfill, cupcakes end up flat and dry.
- Bake in center rack for roughly 20 minutes. The smell of cocoa fills kitchen, edges pull slightly from pan, and toothpick inserted near center comes out with a few moist crumbs but no batter.
- Cool in pan 8 to 12 minutes. Remove cupcakes to wire rack and cool completely—warm tops make frosting melt into sticky disaster.
For The Frosting
- Beat butter and powdered sugar until pale and creamy. If it resists, add heavy whipping cream, a teaspoon at a time.
- Test frosting’s hold by scooping and flipping spoon upside down; if it stays, you’re set. If not, powder sugar in small increments until stiffness achieved.
- Fill pastry bag fitted with large star tip. Twist end, push frosting to tip—no air pockets, or spikes form oddly and ruin look.
- Pipe frosting vertically, straight up and down for defined peaks. A quick flick at the top adds charm but avoid overhandling or frosting deflates.
Assembling
- Press two candy eyes immediately on top of frosting before it firms up fully.
- Halve a chocolate chip cookie. Stick one half in frosting center like cookie monster chewing mid-bite.
- Admire work. Be ready for sweetness—relentless, almost obscene.
- Storage: cupcakes stay moist covered loosely at room temp up to 2 days or refrigerated for 4, but let come to room temp before serving.
- Substitutions: whole milk instead of buttermilk works; cake texture less tangy but still fine. Butter can be swapped with margarine but reduces flavor depth.
- Troubleshooting: Dry cupcakes? Check oven temperature accuracy. Over-beat frosting? Add more cream and beat again. Cookie breakage? Use softer cookies if problems persist.
Cooking tips
Chef's notes
- 💡 Flour and sugar sifting crucial; lumps wreck crumb immediately. Cocoa powder unsweetened keeps acidity balanced but adjust baking soda if swapping for Dutch-processed. I learned oil beats melted butter for moist texture, pour slowly with eggs, no shakes. Batter looks thin once boiling water added; that’s normal, don’t overmix or cake toughens. Oven temps matter here; set slightly low or edges crack. Toothpick test is your friend but check edges too—crumb should bounce back softly.
- 💡 Beat batter three full minutes on medium speed. Aeration lifts crumb better than resting. Add boiling water in a thin steady stream — too fast and mixture splits visually but corrects once fully mixed. Filling liners 70% full keeps rise from spilling over pan. I avoid underfilling; cupcakes flatten, dry out. Cooling earlier than 8 minutes traps moisture. Removing from pan while warm avoids soggy bottoms. Frosting requires softened, not melted, butter—too soft means runny frosting; too stiff, hard to beat.
- 💡 Frosting needs patience; beat butter and sugar till pale then add cream teaspoon by teaspoon to stiffen. Test by flipping spoon; frosting should hold. Too runny? Chill briefly, then remix. Wrapping piping bag end tight avoids air pockets—spikes form if pockets remain. Pipe straight vertical peaks with quick flick on tip for structure but don’t overhandle. Place candy eyes immediately on frosting; waiting causes slipping or sinking. Halved cookie placement is all about illusion—angle as if mid-chew.
- 💡 Substitutions work but with caution. Buttermilk adds subtle tang, swap whole milk with noted flavor loss. Oil brings moisture; melted butter thickens batter, need more mixing. Vanilla extract sharpens aroma, use pure. Cookies must be sturdy yet biteable; store-bought thick or homemade both fit. Candy eyes swapped for mini chocolate chips or edible markers change visual impact but keep theme playful. Frosting balances sugar and cream; less sugar cuts chalkiness but watch stiffness.
- 💡 Cupcake doneness isn’t just clock times. Aroma fills kitchen when cocoa hits right. Edges pull from pan gently, toothpick shows moist crumbs but no raw batter. Cooling time impacts crumb texture; removing too late causes sogginess. Frosting too soft? Refrigerate briefly and pipe once chilled. Store cupcakes covered loosely at room temp two days. Refrigerate four but warm before serving; frosting firms in cold. Adjust baking time based on pan type, altitude, oven quirks—observe bubble size and tops cracking or sheen for clues.
Common questions
Can I swap buttermilk for regular milk?
Yes, works but tang lowers; cake less bright chocolate-wise. Use whole milk, no acid adjustment needed but flavor dulls slightly. Tried it many times; texture’s fine; tang missed though.
Why does frosting get runny sometimes?
Butter too warm mostly. Add cream slowly until thick. Chill if still loose. Overbeating cream or too much liquid breaks structure. Sugar ratio matters; too little makes it sloppy too.
Cupcakes turn out dry close to edges?
Oven temperature too high or filled too little. Check your oven with thermometer. Fill liners about 70-75% full. Don’t open door too often mid-bake. Steam and cooling timing affect moisture too.
How to store cupcakes after frosting?
Cover loosely room temp if eating soon, keeps moist 1-2 days. Refrigerate to extend 3-4 days but frosting firms up, warm before serving to soften. Avoid tight seals; moisture builds and ruins texture.



