In a chilled bowl, whisk heavy cream with granulated sugar to soft peaks, 1–2 minutes; refrigerate while you brew.
Grind espresso coffee beans to a fine espresso grind.
Warm demitasse cups with hot water, then dry. Dose the grounds into the portafilter, tamp evenly, and pull 4 single 1-ounce shots, 25–30 seconds each, until the stream turns blond and a thick crema forms.
Top each espresso with about 2 tablespoons whipped cream and serve immediately.