Step 1: In a saucepan whip together 1/4 cup sugar, cornstarch, and 1 tablespoon espresso powder. Gradually whisk in milk. Continue whisking over medium heat until mixture boils and thickens (3-5 minutes). Remove from heat. Whisk in chocolate, butter and vanilla until smooth.
Step 2: Divide mixture among 6 ramekins or glasses. Cover and chill until cold (2 hours).
Step 3: Using an electric mixer, beat cream and remaining sugar and 1 teaspoon espresso powder until peaks form.
Step 4: Top each pudding with a dollop of the cream.
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