Prep the base: Add milk, pumpkin purée, yogurt, and vanilla to the blender first. This helps the blades catch everything smoothly.
Layer in sweetness and spice: Add the frozen banana, maple syrup, pumpkin pie spice, black pepper (if using), and a small pinch of salt.
Blend until creamy: Start on low, then increase to high for 30–45 seconds, until velvety and uniform.
Scrape the sides if needed.
Adjust texture: For thicker, add more frozen banana or a few ice cubes and blend again. For thinner, splash in more milk.
Taste and tweak: Add a touch more maple syrup if you prefer sweeter, or another shake of spice for extra warmth.
Serve immediately: Pour into a chilled glass. Top with a sprinkle of cinnamon or a dollop of yogurt if you like.