Never
I still live my life the exact way I want. Although instead of going to school, I go to work. My free time is spent on things that makes me happy and I still have the same friends in my life I had in the 90s. We listen to the same music, hang out at each other's houses often and nothing's really changed, we're just older.
People get melancholy because they're dumbasses that struggle in life because they're unequipped to handle it. So they hark back for easier days where your ass was wiped for you. I remember being broke quite often, now I have money. I remember having to ask my parents to borrow the car for the night, now I get in my own car. I remember having to sneak girls into the sliding door of my room. Now they come into the front door (naked if I'm lucky - although got a girlfriend now). We had to sit up and wait for TV shows to come on, now I stream everything at an instant. Life is infinitely more comfortable now.
You ignore all the shitty stuff (TV, media, social media, newspapers, 99% of people, attention whores) and embrace the good stuff.