alt Hacker NewsMine was not supervised cause immigrant parents that didn't know anything about computers really. So more or less entirely unsupervised.
By 16 I was regularly ignoring my parents to go to bed when I was up coding or gaming and doing dumb script kiddie stuff on IRC.
I had an adult introduce me to Astalavista (https://en.wikipedia.org/wiki/Astalavista.box.sk)
Thinking back to that I was very well aware of the fucked up part of the internet much more so than most adults around me. People did in fact meet up in person with strangers from the internet even back then.
I think it's more important to teach around age 10-14 about the dark side of the internet so that late teens can know how to stay safe. Rather than simply throwing them into the reality of it unprepared as "adults".
Also frankly I don't want to know the search history of a late teen. There's a degree of privacy everyone is entitled to.
Do you think the younger generations are properly prepared to view the internet as having a dark side? My impression has been that such an early introduction has caused those warnings to be delayed and lost and younger folks are much more trusting of the internet than most millenials were.
It's also important to acknowledge that kids that used the internet weren't everyone in our day and the usage of the internet varied wildly. While now-a-days it's an expectation for everyone to be at least moderately online (often required by academia) and often that their presences are tied to their real names.