I second this concern - it was the biggest issue I had pursuing Wyll's story elements.
Conversations often seem very lopsided in this game, frequently missing obvious considerations, and frequently pushing our PC towards being callous or bitchy for no good reason and often - such as in these examples - giving us no other choice at all. The other thing that regularly crops up is the 'fork' between playing the role of the dumb idiot, or else being rude and dismissive, and these being our only options.
The fact that Wyll's dialogues don't even give us the chance to remind him of the noble hero paragon he imagines himself as, in these situations, is a pretty glaring oversight - but it gives me concerns for the rest of the game that we won't get to test; the people WRITING the dialogue seem to have peculiar ideas about the sorts of things we might want to say, and past Act I, we can't give them any feedback.
