These delicious and unfussy cupcakes would be perfect at a larger party, but I've made a recipe of this size specifically for bringing to school. Piping the simple icing through a big star tip is quick and easy and looks like you worked harder than you did.
Make the cupcakes:
Preheat oven to 350°F. Line three standard muffin tins with 36 paper liners (or bake in batches, one or two tins at a time).
In a very large bowl or the bowl of a large stand mixer fitted with the paddle (I have this one, which is 6 quarts, and it still sloshed a little), stir sugar, flour, cocoa powder, baking powder, baking soda and salt until combined.
Add eggs, milk, oil and vanilla extract. Mix on low speed until batter is smooth. Pour in boiling water and stir with a spoon or very carefully mix on low speed with the splash guard surrounding the bowl until just incorporated.
Pour batter into muffin cups. Bake cupcakes for about 18 minutes, until a tester comes out clean. Cool completely on a wire rack before frosting.
For the frosting:
In a small pot set over medium heat, stir together the frozen raspberries and 1/3 cup of the sugar. Cook, stirring frequently, for 10 to 15 minutes, until the raspberries have broken down and the mixture has bubbled itself away to a slightly syrupy consistency.
With a spoon, push the syrup through a fine-mesh strainer into a bowl. The liquid will go through on its own, but you'll have to work to get as much of the seedless pulp through the strainer as you can. I like to go through three or four rounds of smushing the pulp around inside the strainer and then, using a clean spoon, scraping it from the bottom of the strainer into the bowl. Cool completely before using. You can do this quickly in an ice bath or make the syrup up to a few days in advance of frosting the cupcakes.
Whip the cream just shy of the soft peak stage, then add the remaining 1/3 cup sugar and beat a little more. Spoon in the raspberry syrup and stir with a spoon until incorporated.
You can spread the icing onto the cupcakes, but I prefer to spoon it into a disposable piping bag (such as this one) fitted with a star tip (such as this one) and quickly pipe some icing onto each cupcake. You can get this look by piping vertically from directly above the cupcake.
Place a raspberry in the center of each cupcake and send that kid to school.
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Cupcake batter adapted from Two Peas and Their Pod.