In a large bowl, combine the flour, sugar, and salt. Add the softened butter, egg, and white wine. Knead until you have a smooth, elastic dough. Cover and refrigerate for at least 30 minutes. This step helps with easier rolling and shaping.
For the filling, heat the heavy cream over medium heat. Remove from heat and add the finely chopped milk chocolate. Stir until smooth, then flavor with vanilla extract and powdered sugar. Cool to room temperature, then refrigerate until the mixture thickens into a spreadable cream.
On a lightly floured surface, roll out the dough thinly. Cut into 10x10 cm (approximately 4x4 inch) squares. Wrap each square around metal cannoli forms, moisten the edges, and press firmly to seal so they don't open during frying.
Heat the oil to about 350°F (180°C). Fry 2-3 cannoli at a time until golden brown. Drain on paper towels. Once cooled, carefully slide them off the forms.
Using a piping bag, fill the cooled shells with the cream from both ends. It's important to fill them just before serving so the shells remain crisp. The filling will be creamy and smooth thanks to the milk chocolate.
Dust the tops with powdered sugar. No further decoration is needed – the silky chocolate cream and crispy pastry are a perfect combination. Serve on their own, or with an espresso as a dessert.
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