Preheat oven to 302°F (150°C).
Place the 1 cup sugar in a non-stick saucepan, melt sugar over medium heat. Allow the sugar to melt by swirling occasionally, do not stir, until it dissolves and begins to brown. Continue swirling the saucepan until the sugar becomes dark golden brown.
Pour caramelized sugar into a 2 10x5 loaf pan or 6x4 oval cake pan and swirl to coat the bottom of the pan evenly.
Combine eggs, condensed and evaporated milk, heavy cream, vanilla extract, and the rest of the sugar (½ cup) in a mixer or blender for a minute or until everything is mixed together.
Place the filled loaf pan into a larger pan and add 1 inch of hot water to the outer pan. Bake in preheated oven for 50 minutes, or until set. (See Note)
Allow to cool, refrigerate.
Serve by flipping the loaf pan over a plate (caramel on top). Serve cold.