How To Pinroll Jeans In 3 Easy & Quick Steps - Works for Chinos, Khakis, Pants

About this video

The Gazette team explains how to properly cuff jeans, covering the practical and stylistic reasons people do it, its history dating back to 1950s youth culture and James Dean, and detailed techniques for achieving the classic look. They discuss dos and don’ts for cuffing, appropriate footwear pairings, sock choices, and how to adjust cuff size based on height and fit.

Key takeaways

  • The Gazette team recommends cuffing jeans twice with approximately half-inch folds on tapered or straight-cut jeans, avoiding wide or boot-cut styles that bunch awkwardly
  • The Gazette team argues cuffed jeans should only be worn with casual shoes worth displaying, such as loafers, boat shoes, or quality leather sneakers, and that socks should either be deliberately styled or omitted entirely in summer
  • The Gazette team advises adjusting cuff width proportionally to height—narrower for shorter men and wider for taller men—and avoiding the look if jeans are already too short or too long, as this creates an unflattering appearance

Episode details: published October 28, 2016 · 115K views · 6:54 long. Summary written by Self Growth Videos from the episode itself. The style guidance summarized here is the Gentleman’s Gazette team’s own teaching and opinion, presented for education; product recommendations are theirs, not ours. Summaries are written by Self Growth Videos from each video itself.


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