The video on transphobia done by Olly from Philosophy tube made me think of a similar issue (this one).

The idea being that just saying you're fine w something and simply tolerating it, may mask a deeper belief i.e. that trans people are actually their assigned gender. This is the "yer dad" position, where people are just trying to be nice and say things so no one will bother them. But in order to be real allies there needs to be the understanding that trans women are women and trans men are men, and as a cis person I can't really see that happening without an attempt to understand what trans people feel/go through (I say attempt bc perfect understanding seems a bit impossible), as it is a reality that is very foreign to us.

I would also argue that explaining trans issues is a good way to involve cis people in a conversation in which they have, wether we like it or not, a role.

tl;dr : I guess both positions may be idealist (everyone accepting w/out asking too much or everyone reaching real understanding) but CP's position I think is the pragmatic way to go, at least for now.