As the golden leaves of autumn began to blanket the countryside, I found myself reminiscing about the heartwarming gatherings of my childhood. The sweet aroma of baked goods wafted through my grandmother’s kitchen as we would eagerly await her famous whoopie pies. These delightful confections, with their soft chocolate cakes and creamy filling, were a staple at family reunions and a beacon of joy during chilly evenings. Inspired by those cherished memories, I decided to create a gourmet twist on this classic treat, adding the richness of vanilla bean to the filling and a hint of espresso to the cake.

### Ingredients

**For the Chocolate Cake:**
– 1 ½ cups all-purpose flour
– 1 cup unsweetened cocoa powder
– 1 teaspoon baking soda
– ½ teaspoon baking powder
– ½ teaspoon salt
– ¾ cup unsalted butter, softened
– 1 cup granulated sugar
– ½ cup packed brown sugar
– 2 large eggs
– 1 teaspoon pure vanilla extract
– 1 cup buttermilk
– 2 tablespoons brewed espresso (cooled)

**For the Vanilla Bean Cream Filling:**
– 1 cup unsalted butter, softened
– 4 cups powdered sugar
– 2 tablespoons heavy cream
– 1 vanilla bean (seeds scraped)
– Pinch of salt

### Instructions

To create the chocolate cake that will cradle the luscious filling, start by preheating your oven to 350°F (175°C). Line two baking sheets with parchment paper, ensuring your workspace is ready for the magic to unfold.

In a medium bowl, whisk together the flour, cocoa powder, baking soda, baking powder, and salt. Set this aromatic mixture aside; it’s the foundation of your whoopie pie.

In a large mixing bowl, cream the softened butter, granulated sugar, and brown sugar together until light and fluffy. This should take about 3-4 minutes, allowing the sugars to dissolve into the butter, creating a beautiful base for your cake.

Add the eggs one at a time, mixing well after each addition. Stir in the pure vanilla extract, which adds a comforting warmth to your batter.

Gradually incorporate the dry ingredients into the butter mixture, alternating with the buttermilk and espresso, starting and ending with the dry ingredients. Mix until just combined; be careful not to overmix, as we want these cakes to be tender and fluffy.

Now, using a tablespoon or a cookie scoop, drop generous dollops of batter onto the prepared baking sheets, spacing them about 2 inches apart—these little mounds will spread into delightful rounds as they bake.

Bake for 10-12 minutes, or until the tops spring back when lightly pressed. Let them cool on the baking sheets for a few minutes before transferring them to a wire rack to cool completely.

While the cakes cool, it’s time to whip up the heavenly vanilla bean cream filling. In a large mixing bowl, beat the softened butter until creamy. Gradually add the powdered sugar, mixing on low speed to prevent a sugary cloud from forming.

Once the sugar is incorporated, add the heavy cream, scraped vanilla bean seeds, and a pinch of salt. Beat on high speed for about 2-3 minutes until the filling is light and fluffy, and the vanilla fragrance envelops you.

Once the chocolate cakes are completely cooled, turn half of them upside down. Generously pipe or spread a dollop of the vanilla bean cream filling onto the flat side of each cake, then gently press another cake on top, creating the classic whoopie pie shape.

As you savor your creation, let the memories of family gatherings wash over you, each bite a sweet reminder of love, laughter, and the warmth of home. These whimsical whoopie pies are just as delightful as those from my childhood, yet they carry a gourmet twist that makes them uniquely yours. Enjoy!