In a small bowl, combine the decaf espresso powder with a few tablespoons of hot water to dissolve it.
In your blender, add the 4 scoops of Breyer's Natural Vanilla Ice Cream, the prepared espresso, and the cup of milk. Blend on medium speed until well combined and smooth.
Break the lady fingers into smaller pieces and add them to the blender. Pulse the mixture a couple of times until incorporated, but still slightly chunky.
Pour the milkshake into your serving glass or cup.
Add a generous dollop of whipped cream on top. Sprinkle cocoa powder over the whipped cream.
Optionally, garnish with additional lady fingers or chocolate shavings.