Pair baggy black trousers with a black T-shirt and tie a jacket around your waist for good measure—functional and stylish. This top will work with so many different '90s-inspired outfits.

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he was the poster child for the 90s’ grunge preppy mash-up. His style—and both dabbled with a certain amount of androgyny—included hero pieces like leather jackets, oversized tees ...