Set aside 1 ½ cups of coffee for the frappe and freeze the remaining coffee in ice cube trays. I find it easier to make the coffee the night before and freeze the ice cubes so that I can have this the next day.
Place ice cubes into blender.
Add chilled coffee, sugar, chocolate syrup, milk, and half and half.
Pulse and blend just long enough to combine all the ingredients.
Evenly divide between 3 glasses. Add whipped cream, drizzle with chocolate and serve!