Mix pudding mix, milk, and sweetened condensed milk until smooth. Fold in 8 ounces of whipped topping.
Spoon ⅓ pudding mixture into bottom of trifle bowl.
Spoon ⅓ of the remaining whipped topping over the pudding mixture. Note: I buy 2 (8 ounce) containers of whipped topping and use one container in the pudding mixture and the second container for layering.
Add a layer of Nilla wafers.
Add layer of sliced bananas.
Add another layer of the pudding mixture followed by a layer of whipped topping.
Add another layer of cookies and bananas.
Top with the last of the pudding mixture followed by the lasy of the whipped topping.
Chill 6-8 hours.
Top with sliced bananas and a small handful of crushed cookies as a garnish.