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Home » Recipes

CHESSMAN BANANA PUDDING

Published: Aug 8, 2025 by Al Dente Diva · This post may contain affiliate links ·

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Chessman banana pudding is a rich, creamy dessert layered with ripe bananas, pudding, and soft cookies for an easy to make and delicious dessert.

Chessman Banana Pudding

From the recipe collection of Tara Ippolito

This chessman banana pudding is such an easy to make, delicious dessert that the whole family will absolutely love.

Banana pudding is such a classic dessert. This one tastes amazing and looks super impressive, too.

Instead of Nilla Wafers, the Chessman cookies bring such an interesting visual element into this already incredible sweet treat.

It’s also a really nice conversation starter. Especially if you’re taking it to a party or family get together.

The creator of this recipe is actually The Food Network star herself, Paula Dean. Thanks a million Paula!

But, recently people have been calling it the Gen Z Banana Pudding. Apparently they’ve taken quite a liking to it and I can totally see why.

Not only is this a beautiful and delicious to make dessert. It’s also super easy to make, too.

The only thing to keep in mind is that it does need some time to settle in the fridge. So, make sure you factor in that time if you’re planning to make this for any event.

Trust me, it’s going to be a huge hit if you do. I made this for my niece, Cora’s, second birthday and everyone couldn’t get enough. Especially her.

I hope you give this recipe a try. If you do, I know you’ll love it just as much as my family and I do.

Chessman Banana Pudding Variations

I like this recipe for banana pudding made just the way it is, but here are some ways to change it up if you’d like.

  • Pudding- Banana, Vanilla of French Vanilla pudding would all work perfectly for this recipe.
  • Cookies- Chessman cookies are easy to find in most grocery stores. If you’re having trouble, Nila Wafers, shortbread or butter cookies are ok to use.

Other Easy Desserts

If you like super easy to make dessert recipes like this one, here are some others that I know you’ll love, too.

  • Chocolate Peanut Butter Pie
  • Coconut Cream Poke Cake
  • Red Velvet Earthquake Cake
  • Strawberries And Cream Poke Cake

Chessman Banana Pudding Ingredients

  • Chessman Cookies
  • French Vanilla Instant Pudding
  • Cool Whip
  • Ripe Bananas
  • Milk
  • Sweetened Condensed Milk
  • Softened Cream Cheese

Instructions

First, layer the bottom of a 9 x 13” baking dish with Chessman Cookies.

Next, add a layer of sliced bananas.

Then, in a large bowl, beat together the instant pudding and milk. Let it sit to firm up for about 2-3 minutes.

Now, in another bowl, mix together the cream cheese and sweetened condensed milk.

Next, stir the sweetened condensed milk mixture to the pudding.

Then, fold in the cool whip.

Now, pour the pudding mixture into the baking dish and spread it out evenly.

Next, top the pudding with more chessman cookies layered side by side.

Then, place this into the fridge for at least 6-8 hours for the cookies to soften and for the pudding layer to settle. (Overnight is even batter if you have the time).

Finally, serve cold and enjoy!

Click the above image to head to my Amazon shop and view the featured products used in this video.

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Chessman Banana Pudding

Chessman banana pudding is a rich, creamy dessert layered with ripe bananas, pudding, and soft cookies for an easy to make and delicious dessert.
Print Recipe Pin Recipe
Course Dessert
Cuisine American

Ingredients
  

  • 2 Boxes Chessman Cookies
  • 6-8 Ripe Bananas
  • 5 Oz Instant French Vanilla Pudding
  • 2 Cups Milk
  • 8 Oz Cream Cheese, softened
  • 14 Oz Sweetened Condensed Milk
  • 12 Oz Cool Whip

Instructions
 

  • Layer the bottom of a 9 x 13” baking dish with Chessman Cookies.
  • Add a layer of sliced bananas on top.
  • In a large bowl, beat together the instant pudding and milk. Let it sit to firm up for about 2-3 minutes.
  • In a separate bowl, beat together the sweetened condensed milk and softened cream cheese and stir it into the pudding mixture.
  • Fold in the whipped cream and add the mixture to the baking dish. Smooth it out so that the pudding mixture is flat and even.
  • Top the pudding with another layer of Chessman cookies and place it in the fridge for at least 6-8 hours. Overnight is best if you have the time!
  • Finally, serve cold and enjoy!
Keyword chessman banana pudding

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Welcome!

Welcome to Al Dente Diva! My name is Tara Ippolito, and I’ve been the head cook in my family for 20 years now. After all that time testing, tweaking, and just cooking, I’ve found my passion in sharing these unique recipes with families everywhere

More about me

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