The texts are weird, there is definitely more of a backstory or texts missing. I don't see the leap between Kate saying it doesn't fit to then saying all of the dresses need to be remade but then says fine to seeing the tailor. I expect she either said that dress needed remaking as it was beyond saving (as we saw) or something similar. I reckon it was purposeful though that it looked awful, horrible cow. Fair play to Kate for sticking up for her child though, she really does seem like a wonderful mum.
His going on about the beard is weird too, you do need permission if in military rig, usually its from your CoC but in this case where it was ceremonial that would be the queen!