simple black dress prom Princess Off the Shoulder Satin Long Dresses APD2996 Custom size Simple Black Homecoming Dresses Stain

Pair with a glam hair accessory

16 Plaid shirts Getty Images Janet Jackson ruled the 90s, alternating between ab-flashing red carpet looks and a more grunge aesthetic on stage defined by oversized plaid shirts, light wash denim and combat boots

Green One Shoulder Floral Embroidered Gown One shoulder, all drama this sage green gown leans hard into asymmetry with a bold sweeping neckline that somehow feels both classical and rebellious

blue cheese or gorgonzola cheese or sub your favorite feta cheese is really good, too

Consider the boot height: taller cowgirl boots have a classic Western vibe, while shorter-length and high-low dresses really let you show off a pair of booties