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Make the leche flan: Preheat the oven to 325°F (165°C). Place the sugar in a small saucepan over medium heat, swirling occasionally, until it melts into a deep amber caramel, about 6–8 minutes — watch closely once it begins to color, as it can burn quickly. Immediately pour the caramel into a 6-inch round baking pan (or divide evenly among 4 ramekins), tilting to coat the bottom. Set aside to harden, about 5 minutes.
In a medium bowl, whisk together the eggs, sweetened condensed milk, and 1/2 cup of the evaporated milk (reserve the rest for drizzling) until smooth. Stir in the vanilla extract. Strain the mixture through a fine-mesh sieve into the caramel-lined pan to remove any air bubbles.
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