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Make the bread mixture:
In a blender, combine the eggs, 1/4 cup sugar, vanilla extract, and milk. Blend until smooth. Strain the mixture to make sure it is smooth and lump-free.
Assemble the pudding:
Place the remaining bread pieces evenly in the heatproof pan on top of the hardened caramel. Pour the drained custard mixture over the bread, making sure all the bread is soaked.
Gently press the bread pieces so they soak up the custard.
Serving:
Allow the pudding to cool slightly before serving. You can serve it warm or chill it in the fridge to serve it cold.
The caramel will have melted under the bread, forming a sweet, gooey layer that complements the soft, custard-soaked bread perfectly.