← Back to Blog

Pudding-Filled Devil's Food Cake — For the Man Who Deserves More Than Just Soup

November. The birthdays. Babcia would have been ninety-seven. Tom turns sixty. Sixty. My father is sixty years old. The number doesn't compute — Tom at sixty is the same Tom at fifty, at forty, at whatever age he was when he taught me to change my oil: solid, steady, quiet, present. He hasn't changed. He's just become more of what he always was.

I made the mushroom soup for Babcia's birthday. The ritual. The annual stirring. And then I made Tom's sixtieth birthday dinner — not at the Cape Cod this time but at our house. Our dining room. Our kitchen. I cooked the full spread: pierogi, golabki, bigos, mushroom soup, potato pancakes. Plus a roasted pork loin because sixty years deserves a main course that's not soup.

Linda brought a cake. Megan decorated the dining room. Patrick brought Jameson and a card that said, "Welcome to the club." Tom opened the card and said, "What club?" Patrick said, "The old-man club." Tom said, "I'm not old." He's not. He's sixty and he can still rewire a house and change a tire and out-grill me on a Sunday. He's not old. He's just experienced.

After dinner, I gave Tom his gift: the framed photo of the magazine article — the one where I'm standing next to the sour beer barrel with the caption "Jake Kowalski, Sour Beer Innovator." I'd had it professionally framed. On the back I wrote: "Everything I am started with you. Happy 60th, Dad." He read it. He was quiet for a long time. He said, "Okay." But his eyes said everything his words wouldn't. The Kowalski men. We're getting there. One birthday at a time.

Linda brought the cake that night, and honestly, it nearly stole the whole show — sixty candles, chocolate frosting, and a room full of Kowalskis who had already eaten their weight in pierogi. I asked her for the recipe before the dishes were even cleared. For a man like Tom, who doesn’t ask for much and never makes a fuss, a pudding-filled devil’s food cake felt exactly right: unpretentious on the outside, surprisingly rich once you get into it. Sixty years of that, right there in a pan.

Pudding-Filled Devil’s Food Cake

Prep Time: 20 min | Cook Time: 35 min | Total Time: 55 min + 2 hrs chilling | Servings: 16

Ingredients

  • 1 box (15.25 oz) devil’s food cake mix
  • 3 large eggs
  • 1/2 cup vegetable oil
  • 1 cup water
  • 2 boxes (3.4 oz each) instant chocolate pudding mix
  • 4 cups cold whole milk
  • 1 container (8 oz) frozen whipped topping, thawed
  • 1/2 cup semi-sweet chocolate chips, for garnish
  • Cooking spray, for the pan

Instructions

  1. Preheat and prep. Heat oven to 350°F. Coat a 9x13-inch baking pan generously with cooking spray.
  2. Mix the cake batter. In a large bowl, combine the cake mix, eggs, oil, and water. Beat with a hand mixer on medium speed for 2 minutes until smooth and well combined.
  3. Bake. Pour batter into the prepared pan and bake for 30–35 minutes, or until a toothpick inserted in the center comes out clean. Remove from oven and let cool for 10 minutes — do not cool completely.
  4. Poke the holes. Using the handle of a wooden spoon, poke holes all over the surface of the warm cake, spacing them about 1 inch apart. Go deep — almost to the bottom of the pan.
  5. Make the pudding. In a large bowl, whisk together both boxes of instant pudding mix and the cold milk for 2 minutes until slightly thickened but still pourable.
  6. Fill the cake. Immediately pour the pudding mixture evenly over the warm cake, working it into the holes with a spatula. The pudding will sink down into the cake as it sets.
  7. Chill. Cover the pan with plastic wrap and refrigerate for at least 2 hours, or overnight. The pudding will fully set and the cake will become incredibly moist.
  8. Top and garnish. Spread the thawed whipped topping evenly over the chilled cake. Scatter chocolate chips across the top. Slice into 16 squares and serve cold.

Nutrition (per serving)

Calories: 375 | Protein: 5g | Fat: 16g | Carbs: 54g | Fiber: 1g | Sodium: 470mg

Jake Kowalski
About the cook who shared this
Jake Kowalski
Week 487 of Jake’s 30-year story · Milwaukee, Wisconsin
Jake is a twenty-nine-year-old brewery worker, newlywed, and proud Polish-American from Milwaukee's Bay View neighborhood. He didn't start cooking until his grandmother Babcia Helen passed away and left behind a stack of grease-stained recipe cards. Now he makes pierogi from scratch, smokes meats on a balcony smoker his landlord pretends not to notice, and writes for guys who want to cook good food but don't know a roux from a rub.

How Would You Spin It?

Put your own twist on this recipe — what would you add, remove, or swap?