1 cup milk
1 scoop vanilla ice cream
1 ripe banana
1 pinch ground cinnamon, or to taste
2 tablespoons whipped cream, or more to taste
1 tablespoon caramel topping (optional)
Combine milk, ice cream, banana, and cinnamon in a blender; blend on low speed until consistency of a thick milkshake. Pour milkshake into a cup and top with whipped cream and drizzled caramel.