Prep: Preheat your oven to 350°F (175°C). Grease your 9x13 pan and dust it lightly with cocoa powder instead of flour—this prevents white streaks on the dark cake.
Mix Dry Ingredients: In a large bowl, whisk together 1 3/4 cups flour, 1 3/4 cups sugar, 3/4 cup cocoa, 1 tsp baking powder, 2 tsp baking soda, and 1 tsp salt. Set aside.
Combine Wet Ingredients: In another bowl, whisk 1 cup buttermilk, 1/2 cup oil, 2 whole eggs plus 1 yolk (save the white for another use), and 1 tsp vanilla until smooth.
Form the Batter: Pour the wet ingredients into the dry and whisk gently just until combined. It will look lumpy—that’s okay.
Add Hot Coffee: Pour in the 1 cup of hot coffee and whisk slowly until the batter is smooth and thin. This step seems wrong for a cake, but the coffee brings everything together.
Bake: Pour the batter into the prepared pan. Bake for 30-35 minutes, until a toothpick inserted in the center comes out clean or with just a few moist crumbs. The edges will pull away slightly from the pan. Let cool completely in the pan on a wire rack. (Data point: Oven temperatures vary—check at 28 minutes if your oven runs hot.)
Make the Filling: While the cake cools, whisk together 14 oz sweetened condensed milk, 3/4 cup heavy cream, 3/4 cup evaporated milk, and 3 tbsp cocoa powder. If the cocoa clumps, gently heat the mixture on the stove or in the microwave for 30 seconds and whisk until smooth.
Poke and Soak: Once the cake is completely cool, poke holes all over the top with a toothpick or skewer. Pour the milk mixture slowly over the cake, starting at the edges and working toward the center. Cover and refrigerate for at least 2 hours—overnight is truly best.
Make the Chocolate Whipped Cream: In a very clean, cold bowl, combine 2 cups very cold heavy cream, 2/3 cup powdered sugar, and 1/3 cup cocoa. A chilled bowl and whisk attachment help the cream whip faster. Mix on medium-high until stiff peaks form. Don’t over-whip or it will turn grainy.
Assemble and Top: Spread the chocolate whipped cream evenly over the soaked cake. Sprinkle with chocolate shavings. Refrigerate for at least 30 minutes before serving so the topping sets.