In a large bowl whisk together the milk and sweetened condensed milk then sprinkle in the instant pudding and mix until completely incorporated with no lumps remaining. You can do this by hand or with an electric mixer. Refrigerate for 5 minutes or until set.
Add 3 cups of whipped cream with two tablespoons of sugar and 2 teaspoons of vanilla to a bowl then mix on high until stiff peaks from.
Remove pudding from the refrigerator then fold the whipped cream into it.
Add a layer of cookies to the bottom of your trifle dish or a larger bowl. Place a quarter of the pudding mixture over then smooth using a spatula. Add another layer of cookies then place a row of cookies facing the horizontal edge of your dish. Add a layer of banana slices on top then add another quarter of the pudding mixture and smooth.
Continue layering with cookies, bananas and pudding until complete. Alternate a row of banana slices with the cookies you're pressing against the wall of the trifle dish. Chill for three hours.
For the topping whip cup of cup of cream with a tablespoon of sugar and a teaspoon of vanilla to stiff peaks. Pile on top and crumble the remaining cookies over then serve.
If you're worried about over-whipping the cream then whip until you reach soft peaks then finish it off by hand.
Use ripe bananas that are still firm.
If you prefer, whipped topping can be used in place of whipped cream.
Try adding a drizzle of ganache for a delicious chocolate banana treat.
Any cookie will work in this recipe so have fun using your favorites!
If you don't have a trifle dish then just use a big glass bowl, or assemble in small serving cups.