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In a large bowl, use an electric mixer to beat milk and pudding mix for 2 minutes. Beat in condensed milk and vanilla until smooth and creamy. Fold in the whipped topping.
In a large glass serving bowl (or individual glasses), layer the wafers, banana slices, and pudding mixture. Chill the pudding for at least 2 hours before serving. Serve with crushed nilla wafers on top.