Use mixer to whip cream and powdered sugar to stiff peaks.
Combine coffee, instant coffee, sugar, chocolate syrup and whole milk in blender capable of crushing ice. Add enough ice so it pops up above liquid ingredients.
Blend till all ice is crushed completely and ingredients are combined. Pour into tall glass. Garnish with whipped cream and chocolate syrup. Garnish up to you mostly. Store extra whipped cream in a covered container in fridge.