"Woe Onto Those Who Spit on the Fear Generation" AW2001

Raf Simons' AW2001 collection — the full title is one of contemporary fashion's great provocations — was the culmination of his early period exploring youth subcultures, alienation, and teenage isolation. The jackets from this collection, with their punk patches, narrow silhouettes, and confrontational graphics, are considered the founding documents of luxury streetwear as a concept. Value: $8,000–$25,000.