In a medium saucepan, whisk together the sugar, cocoa powder, and cornstarch.
Gradually whisk in the milk, ensuring there are no lumps.
Place the saucepan over medium heat and cook, stirring constantly, until the mixture begins to thicken.
Add the dark chocolate and vanilla extract, and stir until the chocolate is completely melted and the pudding is smooth.
Pour the pudding into individual serving bowls and let it cool to room temperature.
Refrigerate the bowls for at least 2 hours, or until the pudding is completely set.
Before serving, garnish with whipped cream, grated chocolate, or fresh fruit, if desired.
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