Wearing handcuffs, or having the cuff (lower edge) of pants or sleeves folded up and sewn or rolled for a neat appearance.
From 'cuff,' which comes from Old French 'cofe' (a hood or head covering). The meaning expanded from a covering around the wrist to the action of restraining with handcuffs.
Cuffed jeans became a fashion statement in the 1950s partly because they were practical—kids would roll their parents' old pants to fit—but then people realized they looked cool, turning necessity into style.
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