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In a large mixing bowl, combine the milk, sweetened condensed milk, and instant banana cream pudding mix. Whisk thoroughly until the mixture is well combined and has thickened. Set aside.

In a separate large bowl, pour the heavy whipping cream. Using an electric mixer, whip the heavy cream on medium-high speed until stiff peaks form.

Gently fold the whipped cream into the prepared pudding mixture until it is fully combined and uniform in color. Be careful not to deflate the whipped cream.

To assemble the pudding, place a single layer of Chessman shortbread butter cookies in the bottom of a baking dish (such as a 9x13 inch dish or similar sized ceramic dish) to cover the surface.

Arrange a layer of sliced bananas evenly over the cookies.

Spoon approximately half of the prepared pudding mixture over the bananas and cookies, spreading it evenly to cover.

Add another layer of Chessman shortbread butter cookies on top of the pudding mixture.

Place another layer of sliced bananas on top of the cookies.

Spoon the remaining pudding mixture over the bananas, spreading it evenly. Gently press down on the bananas to ensure they are nestled into the pudding.

Crumble a few additional Chessman shortbread butter cookies over the top of the entire dessert as a garnish.

Cover the dish tightly with plastic wrap and refrigerate for at least 8 hours, or preferably overnight, to allow the flavors to meld and the cookies to soften to a custard-like consistency.


In a large mixing bowl, combine the milk, sweetened condensed milk, and instant banana cream pudding mix. Whisk thoroughly until the mixture is well combined and has thickened. Set aside.

In a separate large bowl, pour the heavy whipping cream. Using an electric mixer, whip the heavy cream on medium-high speed until stiff peaks form.

Gently fold the whipped cream into the prepared pudding mixture until it is fully combined and uniform in color. Be careful not to deflate the whipped cream.

To assemble the pudding, place a single layer of Chessman shortbread butter cookies in the bottom of a baking dish (such as a 9x13 inch dish or similar sized ceramic dish) to cover the surface.

Arrange a layer of sliced bananas evenly over the cookies.

Spoon approximately half of the prepared pudding mixture over the bananas and cookies, spreading it evenly to cover.

Add another layer of Chessman shortbread butter cookies on top of the pudding mixture.

Place another layer of sliced bananas on top of the cookies.

Spoon the remaining pudding mixture over the bananas, spreading it evenly. Gently press down on the bananas to ensure they are nestled into the pudding.

Crumble a few additional Chessman shortbread butter cookies over the top of the entire dessert as a garnish.

Cover the dish tightly with plastic wrap and refrigerate for at least 8 hours, or preferably overnight, to allow the flavors to meld and the cookies to soften to a custard-like consistency.
