Not Yo’ Mama’s Banana Pudding

Get ready to take your taste buds on a delightful journey with ‘Not Yo’ Mama’s Banana Pudding,’ a twist on the classic dessert that’s sure to become a new favorite. This recipe combines the rich flavors of creamy vanilla pudding, sweetened condensed milk, and soft cream cheese with the lightness of whipped topping. Layered with fresh, ripe bananas and Pepperidge Farm Chessman cookies, this dessert creates a perfect balance of texture and sweetness. It’s an ideal treat for gatherings or a comforting dessert for your family dinners. With its easy-to-follow instructions, you’ll have this irresistible pudding ready in no time, but remember, letting it chill overnight enhances its flavors beautifully. Get ready to impress with this upgraded version of a beloved classic!


  • 2 bags (7.25 ounces each) Pepperidge Farm Chessman cookies
  • 2 cups milk
  • 1 box (5.1 ounces) instant vanilla pudding mix
  • 1 can (14 ounces) sweetened condensed milk
  • 1 package (8 ounces) cream cheese, softened at room temperature
  • 1 container (12 ounces) frozen whipped topping, thawed
  • 6 – 8 medium bananas, sliced ½ inch thick


  1. Prepare the Pudding Mixture:
    • In a large mixing bowl, combine 2 cups of milk with the instant vanilla pudding mix.
    • Use an electric hand mixer to mix on low speed until the mixture is combined and thickened, which should take about two minutes.
  2. Make the Cream Cheese Mixture:
    • In a separate large mixing bowl, blend the softened cream cheese with the sweetened condensed milk.
    • Beat on medium-high speed until the mixture is smooth and free of lumps.
  3. Combine Cream Cheese with Whipped Topping:
    • Gently fold in the thawed whipped topping into the cream cheese mixture using a rubber spatula, just until combined.
  4. Merge Mixtures:
    • Transfer this cream cheese and whipped topping mixture to the bowl containing the pudding.
    • Stir gently until the ingredients are thoroughly combined.
  5. Layer the Dessert:
    • In a 9×13-inch casserole dish, lay out one bag of Chessman cookies to cover the bottom.
    • Place a layer of sliced bananas over the cookies.
    • Next, spread the pudding and whipped cream mixture over the bananas, smoothing it out evenly with a rubber spatula.
    • Finally, arrange the second bag of Chessman cookies on top.
  6. Chill:
    • Cover the casserole dish with plastic wrap.
    • Refrigerate for at least 3 hours, though letting it sit overnight yields the best results.
  7. Serve and Enjoy:
    • Once chilled and set, scoop the banana pudding onto serving plates.
    • Enjoy this delicious twist on a traditional dessert!

This recipe is perfect for those who love the classic banana pudding but want to try something a little different. The Chessman cookies add a delightful texture and flavor that makes this dessert stand out. Enjoy!

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