21. Cuffed Pants

Cuffed pants started when the premium denim trend first blew up on the scene. Since it was more economical to just make jeans one length, and have the customer get them hemmed, many jeans makers opted for default inseams as long as 36 inches. The reasoning behind this was that due to raw denim's nature, the true length of the pants wouldn't be known until after the first wash, when the jeans would inevitably shrink. In addition, many of these jeans were given an authentic chainstitch hem, which requires a machine most tailors simply don't have. So a lot of cool guys just resorted to cuffing their pants. This trend carried over to when dudes started rocking slim chinos, and cuffing season hasn't stopped since.