I think a little standardized language is needed. That portion of your assembly that I see to the right, I would call the face. If I am looking directly at the face of the assembly, I would see two arcs intersecting. One larger arc continues in its sweep above that intersection. The portion of your assembly to the left, I would call the edge. If I am looking directly at the edge, I would simply see a line, straight up and down.
Now, my questions:
1- Are the arcs that I see on the face parts of a circle? Can they be precisely described by a trammel? Alternately, are they just freehand curves, chosen for their attractiveness?
2- It seems to me that you also want the parts of you assembly to diminish in thickness. You want them to taper. Is this correct? If I were to again take that edgewise view I described above, the straight line I described would diminish in a taper toward the feet. Correct?
3- Assuming the taper question is answered, "yes", you want a fidelity of that taper to the radius, right? That's what your illustration of the two potential planer knife to workpiece illustrations is about, right? Planer knives always oriented as if they were the circle's radius=good. Correct?
If the parts are parts of known circles, the curves can be cut with a router trammel. You may not be able to mill through the whole thickness, but you can get a precision start that can be used as a reference.
Again, if my assumptions are correct in the above, there is a way I can think of to taper your work.
It's simple, and I can see it in my mind's eye.
Absolutely NO WAY am I typing it out. Wild horses couldn't make me do that! It's too complicated to explain, and we all know how much I love my overly verbose prose as it is.

PM me if you care to, and we may be able to work something out.