Each generation of Progressives paints a picture for their children not of how things were in their time, but of how they wished it was. This is why you get the supposedly race-neutral Baby Boomers who fought for Civil Rights in the 60s overcompensating with their surprise when their Gen X white daughter brings home a black boyfriend. See the same for Gen X parents now trying to seem hip to the gay acceptance movement, and possibly Millennials to their more trans-accepting children in the near future.
Meanwhile, the children are confused as to why their parents act so strangely. After all, this is the world their parents always told them they should accept, so why does this acceptance seem so ill-fitting on their parents? Because the parents weren’t really non-racist, non-homophobic or non-transphobic by and large… but they really wanted to be, and they knew they should be, but generations of learned behavior are harder and harder to un-learn.
Societal progress, it seems, can be measured simply by the following generation’s ease and ability to look at the worries of their parents and say “who cares?”