Cynique I think your experience is more typical of most Americans. If it was not their experience, it is what they aspired to. I'm 30 years behind you and grew up in an urban ghetto, but I can relate to everything you wrote--especially the last paragraph.
I think this, for those of us who experienced it, is what we miss. Some call it "hope and change," others calling it making "America great again." At the end of the day, we all know America can do better... because we have.
When I was a kid a common pastime was to sit around a crack jokes on each other. We called it, "snappin'." Later, as an adult, I learned others called it "playing the dozens." Today I look back on the activity and think, on one hand it steeled us for the harsh reality of streets and the larger white dominated world, but on the other hand if probably adversely effected our self esteems. This may be one reason I have zero sympathy for anyone whose feelings are hurt by something someone, they don't even know, wrote about them on social media.
But when I was a kid, I could always go home and the snappin' would end. Today people live on social media 24/7, so when it social invariably turns on them they, perhaps, feel as if there is no escape. The "snaps" spread far and wide, transcending both space and time, and never go away.
So while I did not experience the potential for a constant barrage of insults as a young person, the difference does not make me anymore sympathetic to the Leslies or Gabbys of the world, because they can always leave Twitter.
Besides, despite the hype of Twitter and facebook there are still other communities where people like Leslie or Gabby can post picture and share their experiences without having to worry about the constant ridicule of others.
But again the failure of people to recognize that they don't need Twitter is what gives Twitter so much power to do us harm #tohellwithtwitter