I remember (sometimes fondly, sometimes not) everything mentioned so far, but have to add a few things:
Bajas - those pullovers that looked kinda like a burlap bag, like something you’d see Eastwood wearing in Fistful of Dollars.
Shoes: Jordans, BK’s, LA Gear - specifically with the pump mechanism, and the sneaks with red lights in back. I see little kids with these today, but when I was in middle school they were the shit. Docs and Chucks were pretty ubiquitous, as has been mentioned.
Starter jackets - I still have my Cowboys pullover from when they won in '95. This also coincides with the fact that just about everyone was wearing a jersey of some sort…Aikman, Favre, Jordan, etc.
Bicycle shorts got big for a little while, for both men/boys and women/girls. I wanted a pair, but, thank God, never ended up with any.
Haircuts - Chili Bowl was huge on us white kids, while our black friends had either the bald fade or, my absolute favorite, the BOX! At our school, the higher the box, the badder-ass that kid was. Bonus points if it had a wedge carved out and/or died gold.
Pagers. Pagers everywhere.
Snap bracelets and calculator watches
One thing I remember distinctly was wearing really bold day-glo orange or green t-shirts underneath a black t-shirt, and rolling the sleeves, so that the day-glo colors showed.
In the late '90s, about the time Hilfiger got really big, the color scheme went to bright, airy colors. I had a lot of polo shirts in vivid reds, yellows, and blues. It was kind of the period between the earth tones of grunge and the earth tones of right now. I really miss those colors, actually…I’ve been trying to find similar stuff for about a year, but I can’t.