What a fun thread!
91-95
Big hair wasn't completely out yet.
Cowboy boot shoes (like regular cowboy boots but ankle-height)
Birkenstocks year-round (just add socks when it's cold)
Umbro shorts
Patagonia fleece pullovers
scrunchies
rugby shirts
Doc Martens
floral dresses
turtlenecks under oversized sweatshirts
lumberjack boots (but with thinner soles)
jeans tended to have high waists *shudder*