Chill The Glass: Fill a wine glass halfway with ice and water and set aside to chill while you make the shakerato.
Shake The Coffee: Meanwhile, in the base of a cocktail shaker, mix together espresso and sugar until sugar is dissolved. Fill shaker with ice, close, and shake seriously hard until shaker is frosted and mixture has created a sort of espresso foam, about 20 seconds. Strain into the chilled wine glass and serve.