I'd argue nah, cause JNCO jeans were huge when I was in middle school, and those are like...comically baggy. Like the bottom cuff would swallow your shoe. Even with standard jeans, boys showing ankle was a mortal sin, (for girls not so much, skinny jeans were in but I don't remember anything specific against baggy clothes either) and it was a huge issue in the school with people wearing saggy/baggy pants and hoodies that were too big. And this was early 00s, and through high school as well. Some "groups" did the skinny jeans in high school, namely like emo kids, but they'd still have other articles of clothes that were baggy.

I think a lot of it is algorithm based. Interacting with anything is going to start skewing the page, and it builds an echo chamber of "this generation has a bad opinion", when the reality is not so. Everything is driving engagement, and rage is always a top factor in engaging.

I don't think it's anything against you, just that you gave a personal opinion and so people are voting if they agree or not with your take.

For example, I think you're right that millenial fashion had more form fitting clothing. I also think you're wrong that high waist pants look good. No offense intended.

Oddly enough it's the opposite where I am