Step-by-step instructions
- Start by layering the bottom of a 9×13-inch baking dish with one full package of Chessman cookies.
- Next, add a single layer of sliced bananas over those cookies for a fresh, fruity touch.
- In a large bowl, combine the cold milk and instant French vanilla pudding mix. Using an electric mixer, beat on medium speed for about 5 minutes until it thickens and sets—this is your pudding base!
- In another bowl, beat the softened cream cheese and sweetened condensed milk together until smooth.
- Gently fold in the thawed whipped topping into the cream cheese mixture until fully combined. This creates a delightful, airy texture.
- Now, add the cream cheese mixture to your thickened pudding, stirring until everything is fully blended.
- Pour this creamy goodness over the cookies and bananas in the dish.
- Finally, top with the remaining package of Chessman cookies in a neat layer.
- Cover tightly with plastic wrap and refrigerate for at least 4 hours, or overnight for the best flavor and texture.
Best ways to enjoy it
When ready to serve, this pudding can shine on its own, but you can also get creative! Consider garnishing with extra banana slices or a sprinkling of crushed Chessman cookies for added flair. Pair it with a scoop of vanilla ice cream for a decadent dessert experience. It’s also a fantastic side dish for summertime barbecues or anytime you’re entertaining friends and family.
Storage and reheating tips
To keep your Not Your Mama’s Banana Pudding fresh, refrigerate it in an airtight container. It will last for up to 3-4 days in the fridge. If you’re thinking of making this a day ahead, it’s perfect to prepare in advance! Just avoid keeping it out for prolonged periods to ensure safety. Freezing is not recommended, as bananas and whipped toppings typically don’t thaw well and can compromise the texture.
Helpful cooking tips
- To avoid browning, slice the bananas just before layering them in the dish. This helps maintain both flavor and aesthetics.
- If you want extra flavor, consider adding a splash of vanilla extract or a sprinkle of cinnamon to the cream cheese mixture.
- Allow the pudding to chill longer than 4 hours if possible; overnight is best for the flavors to meld beautifully!
Creative twists
Feeling adventurous? You might try adding a layer of crushed pineapple or swapping out the vanilla pudding with coconut pudding for a tropical twist. Alternatively, playing with different cookies, such as Nilla Wafers or Oreo Cookies, can give your pudding a fun spin while keeping the essence of this classic dessert intact.

FAQs
Can I make this recipe in advance?
Yes, Not Your Mama’s Banana Pudding is perfect for making a day ahead. It allows all the flavors to meld beautifully, making it a wonderful option for gatherings.
What can I use instead of Chessman cookies?
While Chessman cookies add a unique flavor, you can use Nilla Wafers or even crushed graham crackers in their place.
How long does this pudding last in the fridge?
This pudding can last about 3-4 days in the refrigerator if stored properly in an airtight container. Just make sure to keep it chilled to maintain its freshness.






