I am flying blind here seeing I don't have a visual of what you are describing, but back in the day when I created ergonomic type geometry, I did it by first creating a series of surfaces shaped and contoured the way I needed them, then trimmed surfaces to ultimately convert them through the thicken command to get the geometry.
Thinking you might have to do this. So a couple of sweeps using the two different profiles, trim them to get what you are looking for. It is a shot in the dark, but might be worth exploring.
Looking at your images above, you can have multiple guide curves in the loft.

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Scott McFadden
(Colossians 3:23-25)