How to Wear Cuffed Jeans in 2016

last updated 13 August 2019

Love your cuffed jeans but not sure how to make them feel fresh for 2016? Not to worry. As with all staples, there’s always a new styling trick to be tried. To prove it, today we’re bringing you five street style star–inspired and editor-approved ways to wear them this season that will have you feeling like a certified pro. From simply cuffing them in a new and unique way, to styling them such that they make your outfit as flattering as possible, you’re going to want to bookmark (aka Pin) these looks immediately. Plus, we have five of our favorite cuffed jeans for you to shop with each!

So, what are you waiting for? Scroll through to see the looks, read our tips, and shop our cuffed jean picks for fall.

-1930416-1475868710 — 1. Turn any jeans into a statement pair by cuffing them extra high with no second fold.

Levi's

501 Jeans

how-to-wear-cuffed-jeans-in-2016-1930418-1475867523 — 2. Show off your statement shoes with a quick cuff when there's no time to hem your jeans.

Mother

Dropout Fray

how-to-wear-cuffed-jeans-in-2016-1930417-1475867523 — 3. Style your cuffed jeans with stand-out accessories and a polished top for a cool contrast.

Topshop

Moto Washed Black Lucas Jeans

how-to-wear-cuffed-jeans-in-2016-1930419-1475867523 — 4. Make a pair of baggy jeans more flattering by cuffing them just high enough to show your ankles.

Paige

Carter Slim

how-to-wear-cuffed-jeans-in-2016-1930421-1475867523 — 5. Instantly dress down a going-out top with a pair of casual, cuffed jeans.

The Sloan

Which was your favorite way to style cuffed jeans? Tell us in the comments below!

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Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. Upon joining, she was a senior about to graduate from business school at USC. Fast-forward to 2025, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was just starting out. Currently, she focuses on a weekly mélange of shopping content and her Trust Me—Buy This newsletter. As far as her personal style goes, she's largely drawn to neutral, classic pieces but will always make an exception for something colorful or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a party is dressing up for one. On her downtime, she can usually be found at home eating something delicious and trying to force her husband to watch Summer House.