Start by pouring heavy cream into a mixing bowl. Whip the cream using a hand mixer on medium speed for about 3-5 minutes until stiff peaks form. Transfer to the refrigerator to chill.

Brush the rims of serving glasses with maple syrup, then dip the wet rims into black sanding sugar. Chill the glasses for about 10 minutes.

In a blender, combine the vanilla ice cream, milk, black cocoa powder, maple syrup, and vanilla extract. Blend on high speed for about 30-45 seconds until smooth.

Check the consistency; if too thick, add a splash of milk and blend again until desired thickness is achieved.

Pour the creamy Black Milkshake into prepared glasses. Top with whipped cream and sprinkle with additional black sanding sugar or chocolate shavings.