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( for making whipped cream) Place a large mixing bowl or the bowl of a stand mixer along with the beaters or whisk attachment in the fridge or freezer until well chilled, at least 20 minutes.
Add the cream, sugar (more or less, depending on how sweet you want it), and vanilla to the chilled bowl. Beat on medium speed until frothy and starting to thickened, about 2 minutes. Increase the speed to medium-high and beat until soft peaks form, 1 to 2 minutes. (Do not walk away! The cream whips quickly and if over-whipped, will become curdled and lose its silky texture.)
Place milk and pudding mix in a large bowl; beat with a whisk for 2 minutes. Blend in condensed milk until smooth.
Stir in vanilla, then fold in whipped topping.
Layer wafers, banana slices, and pudding mixture in a glass serving bowl.
For best results, chill pudding in the refrigerator for at least an hour before serving. When ready to serve top with extra crushed wafers.