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Step 1
In the bowl of an electric stand-mixer (using the whisk attachment), mix together the ice cold water (start with 3 cups and work to 4 cups if needed based on the consistency of pudding), vanilla pudding mix, and sweetened condensed milk until thick, about 10 minutes on medium-high speed. NOTE: The mixture should look like pudding. NOTE: If using a hand-mixer instead, you may need an EXTRA BOX of vanilla pudding to ensure that the consistency is creamy and not too 'watery'.
Step 2
Finally, add in vanilla extract, cinnamon, salt and mix for another minute or so.
Step 3
Gently fold in the homemade whipped cream (or Cool Whip) into the pudding mixture using a spatula until, well incorporated.
Step 4
In a trifle bowl (or your favorite dish), layer cookies, sliced bananas, and pudding mixture; repeat layering until all ingredients have been used.
Step 5
Garnish top with a few dollops of whipped cream and vanilla wafers (crushed) and Refrigerate for at least 4 hours before serving. Best if chilled overnight.
Step 6
Bon Appetit!