Pour the milk into a coffee cup; add a drop or two of vanilla extract (optional).
Fill your espresso maker filter holder with the ground espresso and pack it firmly in place.
Place the filter holder into the machine and lock it in place.
Fill the frothing pitcher with water and pour into the machine and replace the lid.
Turn the machine to the espresso setting to begin brewing espresso.
Once the brewing begins, and the espresso has started dripping into the metal carafe, flip the knob to the steaming setting.
Steam the milk, gently moving the coffee mug slightly up an down (to heat the milk through), as well as letting the tip of the steam rise just above the milk to get a nice froth. Finish the steaming process once you have a nice froth and the milk is hot.
Turn knob back to the espresso setting and let the remaining espresso drip into the carafe.
Flip back to the steaming setting to release all of the pressure from the steamer.
Carefully pour the espresso into the steamed & frothy milk, to taste.
Mix the sugar and cinnamon together until well combined.
Sprinkle the top of the foam with a cinnamon and sugar mixture, to taste - I like to cover all of the foam while my husband likes just a touch.