Not always how it works unfortunately. I had previously sat him down and told him all of this, including things like the fact that chat roulette type sites aren’t safe. “But my friends all do it” is pretty much the only thing he said when I asked him why he thought this would be okay.
Believe me, I’m a product of the early and mostly unregulated web, I’ve seen it at its best and worst. There was no way I was letting him access the internet without multiple talks on safety.