TheTick,
It would be good if your attachments vere in formats readable to all of us here. I do not have Solid Works, so can just imagine what your "another example" is about.
You seem to stick to V-block issue. The thing with it is that if you are sure that datum feature experiences significant form and/or size errors (within stated limits of size if we are in ASME world), because you previously checked it, v-block should not be used for datum axis simulation, exactly due to the reasons you mentioned. In reality it happens quite often that datum features are of sufficient form and size quality to enable v-block usage. Sometimes v-block(s) is(are) the only reasonable choice.
I have a feeling that v-block was not the clue of OP's question. Of course it is very good that the caution was urged by you and others, but did it bring him any closer to understand what can be measured by dial indicator on feature B? I do not think so.