In a large mixing bowl, whisk together the instant vanilla pudding mix, cold milk, and vanilla extract until smooth.
Let the pudding stand for 5 minutes until thickened.
Gently fold in the whipped cream until fully combined and fluffy.
Place a few vanilla wafer cookies into the bottom of each dessert cup.
Add a layer of banana slices over the cookies.
Spoon or pipe a layer of the pudding mixture over the bananas.
Repeat the layers of wafers, bananas, and pudding until each cup is nearly full.
Top each dessert cup with a swirl of whipped cream.
Garnish with crushed vanilla wafers, a banana slice, white chocolate shavings, and fresh mint if desired.
Refrigerate for at least 2 hours before serving.