In a small bowl, combine chocolate, coffee and vanilla extracts and vodka; cover and place in freezer until chilled.
In a small shallow bowl, add just enough water to moisten glass rims. In an additional small shallow bowl, add coarse sugar. Dip each shooter glass rim into water and then into sugar; set aside.
Add cream and ice cream to an electric blender container, cover and blend on high, about 10 seconds. Add chilled vodka-mixture, cover and blend until smooth. Pour milkshake mixture into a piping bag or a large glass measuring cup and carefully fill 8 fl. oz.–2 1/2 fl. oz. glasses. Serve.
In a small bowl, combine chocolate, coffee and vanilla extracts and vodka; cover and place in freezer until chilled.
In a small shallow bowl, add just enough water to moisten glass rims. In an additional small shallow bowl, add coarse sugar. Dip each shooter glass rim into water and then into sugar; set aside.
Add cream and ice cream to an electric blender container, cover and blend on high, about 10 seconds. Add chilled vodka-mixture, cover and blend until smooth. Pour milkshake mixture into a piping bag or a large glass measuring cup and carefully fill 240 ml–75 ml glasses. Serve.