in a blender, add the box of pudding and cold milk and blend until its combined and frothy.
if you have time to wait for it to thicken more, about 15-20 minutes, do so and if not that is okay.
to the pudding mixture, add the banana, cinnamon, vanilla, caramel sauce, sugar, ice and blend until smooth.
depending on if you used a frozen banana, how thick your pudding mixture is, and how you prefer your smoothies, you may want to place the blender canister in the freezer for 15-30 minutes if you prefer a colder, thicker or more frozen textured smoothie.
garnish with banana slices, butterscotch, white, or chocolate chips, or an extra drizzle of caramel sauce or peanut butter.