How to Style the Denim Jeans Trend in 2025: Mastering the Rolled Cuff Look

From runways to local cafés, cuffed jeans are back in full swing in 2025 and not just as a throwback. Styled right, a simple turn-up cuff can redefine your entire denim look.

At Tailored Jeans, we don’t just follow trends we tailor them to you. Here’s how you can rock the cuffed denim jeans trend this year, no matter your build, vibe, or lifestyle.

Why Cuffs Are Trending in 2025

Fashion in 2025 is swinging back toward minimalism with character. Cuffed jeans deliver:

  • A vintage nod without being costume-y
  • Flexibility to show off socks, sneakers, or boots
  • Better proportioning for shorter individuals
  • A DIY flair while keeping things structured

Cuffed hems can also highlight selvedge denim edges especially popular in premium, custom jeans crafted from raw fabric.

How to Style Denim Jeans with a Cuff

1. Choose the Right Fit First

A good cuff begins with the right cut. Slim-straight or tapered jeans work best. At Tailored Jeans, we recommend avoiding overly wide or flared cuts they bunch awkwardly when rolled.

2. Master the Cuff Type

Here are the 3 main cuff styles dominating 2025:

Cuff TypeBest ForHow-To Style
Single RollSlim straight or skinny jeansA clean fold great for showcasing shoes
Double RollCasual looks, ankle bootsAdd depth with two clean turns
Pin RollStreetwear, sneakersTaper the bottom snugly for edgy style

3. Pair With the Right Shoes

Your cuff draws the eye to your footwear. Make sure it’s worth the attention:

  • White sneakers for a crisp daytime look
  • Loafers for smart-casual vibes
  • Chunky boots for utility and contrast
  • Minimal sandals for relaxed summer outfits

Pro Styling Tips for 2025

  • Show off socks intentionally. Go bold or stay invisible no middle ground.
  • Match the cuff height to your inseam. Taller people can get away with thicker cuffs.
  • Go selvedge. A visible selvedge edge elevates any roll.
  • Iron your cuffs. Crisp edges show you’re in control of your look.

Custom Denim Makes It Easy

Buy Tailor Jeans For Men

At Tailored Jeans, we make cuffing effortless by:

  • Offering shorter inseam options (no alterations needed)
  • Adding contrast selvedge details for styling pop
  • Tailoring leg openings for neat rolls
  • Letting you select the exact denim weight for seasonality

What to Avoid When Styling Cuffed Denim

Even trendy can go wrong. Watch out for:

  • Overly long jeans that bunch even when cuffed
  • Loose straight cuts that flare with cuffs
  • Mismatch between upperwear and bottomwear (like formal tops with overly baggy jeans)

Cuff Your Style with Confidence

Turn the cuff trend into your signature style. With Tailored Jeans, your denim isn’t off-the-rack – it’s built for your fit, your roll, your vibe.

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Ulrich Pressler

Denim Engineer, Designer, and Golfer Ulrich Pressler brings a unique background to the world of denim. His parents came to the USA from Germany after WWII. With a degree in Textile Engineering, Ulrich spent 20 years working in fabric development for well-known denim brands. This gave him a deep understanding of how denim is made and the technology behind it. Later, Ulrich started designing custom-made denim clothes, putting his detailed knowledge into personalized pieces. Now, he shares his experience by writing for denim fashion blogs, focusing on new fabric ideas and weaving methods. When he's not busy with denim, Ulrich is a passionate golfer.