Not Your Mother’s Banana Pudding
Step-by-step instructions
- In a large mixing bowl, use an electric hand mixer to combine the milk and instant pudding mix. Mix on low speed until thickened, about two minutes.
- In a separate mixing bowl, beat together the softened cream cheese and sweetened condensed milk on medium-high speed. Make sure there are no lumps and the mixture is smooth.
- Using a rubber spatula, gently fold in the thawed Cool Whip until well combined.
- Carefully transfer this creamy mixture to the bowl with the pudding and stir gently until completely incorporated.
- Line the bottom of a 9×13-inch casserole dish with one bag of Chessman cookies.
- Layer the sliced bananas evenly over the cookies.
- Top the bananas with the whipped cream mixture, smoothing it out with your spatula.
- Finish by layering the second bag of Chessman cookies on top.
- Cover the dish with plastic wrap and refrigerate for at least three hours; overnight is even better for flavor and texture.
- When ready, scoop the banana pudding onto serving plates and enjoy!
Best ways to enjoy it
This banana pudding is a stunning centerpiece dessert that can be served in various ways. Scoop it into individual bowls or dessert cups for a more elegant presentation. A sprinkle of crushed Chessman cookies or a drizzle of chocolate sauce can elevate the appearance even further. Pair it with a side of fresh berries or serve it alongside a cup of coffee for a perfect afternoon treat.
How to store & freeze
If you have leftovers (which is unlikely, but you never know!), store them in the fridge, covered tightly with plastic wrap or in an airtight container. This banana pudding can be kept in the refrigerator for about 3 to 5 days. Unfortunately, freezing isn’t recommended for the assembled pudding, as it may change the texture of the cream and bananas.
Helpful cooking tips
- Make sure your cream cheese is truly softened to room temperature for a smooth mixture—microwaving it can cause it to become too melty.
- For a stronger banana flavor, you can add a splash of banana extract when mixing the pudding.
- If you want to assemble this dish quickly, have all your ingredients measured and ready beforehand.
Creative twists
- Looking for a tropical flavor? Add shredded coconut and chopped pineapple for a piña colada-inspired version.
- Dreaming of a chocolate variation? Use chocolate pudding instead of vanilla.
- Want to make it dairy-free? Substitute the cream cheese with a dairy-free alternative and use non-dairy whipped topping.

Your questions answered
How long does it take to prepare?
Preparation time is around 20 minutes, plus an additional 3 hours to chill in the fridge.
Can I substitute the bananas?
While bananas are essential for this recipe, you could try layering in some strawberries or raspberries for a fun twist.
Is it safe to eat if left out for too long?
For food safety, keep the dessert refrigerated. It should not be left out for more than two hours.
Embrace this delicious rendition of banana pudding at your next gathering and watch it disappear in no time!







