Experiences. Entertainment. Expectations. Reading your text, which - as so many times - is just within my convictions, I stumbled across the thought that there is one more connection.
While the boomers and in my opinion up to GenY/Millenials had that "hard access" to entertainment, they had a lot more experiences - in both the negative and the positive. Meanwhile, every generation that comes after, was way more exposed to entertainment, which is by definition only positive experience. The worst that can happen is that a movie is bad, but no broken bones for doing stupid stunts in that.
The overload of positivity in the "entertainment" generation generated a whole different set of expectations. A more positive one, aka higher one, which is way easier to be unfulfilled.
The more I think about that, the more I could write a post :-D What do you think?
Oh, and just in case:

What does it mean? WHAT DOES IT MEAN???!??!?