Yeh, I feel like the bleach blonde "curtains" hair cut doesn't really fit in with the rest of the things in this image either. At least not where I'm from, they are from opposing "cliques".
I ripped the outside of the legs and held them together with safety pins, which I thought would make me look cool as fuck, but then I got bullied for being "poor".
I'm pretty sure the Jansport was standard issue, cool or not.