It seems like I managed to solve it.

All the chain of properties now capturing a generic value type T.
And finally the most inner associative array will handle the implicit cast. Maybe that extra implicit () got confused when the types are same, but the aliases to those types are different. o.O

Now both expressions are working.

   samples[key].mainPicture().width
   samples[key].mainPicture.width

Side effect: The internal chaos behind this also got rediced by 25% as I had to refactor to find the root of the problem :D

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