Soften the 8 scoops good vanilla bean ice cream, such as Häagen Dazs (2 pints) slightly in a microwave to make it just scoop-able.
Place two scoops of ice cream in each of 4 glasses or bowls. Pour 1 tablespoon of the whiskey on each serving and 1 tablespoon of the Kahlua on each serving, then pour 2 tablespoons of the hot espresso on each serving.
Spoon a dollop of Sweetened Whipped Cream on top and shave some chocolate on the whipped cream with a vegetable peeler.
Pour ½ cup cold heavy cream into the bowl of an electric mixer (you can also use a hand mixer) and beat on high speed. Add 1 tablespoon sugar and ¼ teaspoon pure vanilla extract and beat until the cream makes soft peaks.
