12 Ways to Style the Giant Cuffed Jean Trend in 2025:2026 From '90s Nostalgia to Modern Chic

12 Ways to Style the Giant Cuffed Jean Trend in 20252026 From '90s Nostalgia to Modern Chic

If there is one denim trend dominating the streets and runways this season, it’s the statement cuffed jean. Whether it’s a permanent oversized hem on a wide-leg pair or a DIY deep fold on your favorite straight-leg vintage denim, this look is everywhere.

Rooted in '90s nostalgia and Y2K energy but updated with a sharp, modern edge, cuffed jeans are surprisingly versatile. Fashion experts note that this trend can lengthen your silhouette—especially when showing a little ankle—and acts as the perfect frame for your favorite footwear.

From office-ready looks to edgy street style, here are 12 stunning ways to wear the trend, inspired by the latest fashion forecasts.


12 Ways to Style Cuffed Jeans

1. The Winter Chic (Mid-Calf Boot Tuck)

Don't pack away your cropped denim just because the temperature drops. The "Winter Chic" look bridges the gap between warmth and style. By pairing wide-leg cuffed jeans with sleek mid-calf boots, you keep your ankles covered while maintaining that fashion-forward silhouette.

Winter Cuffed Jeans with Boots - Woman wearing wide-leg dark blue jeans with a large cuff paired with sleek black leather mid-calf boots and a cream wool coat on a snowy street
  • Why it works: The structure of the boot creates a seamless line under the wide cuff.

2. The Textured & Patterned Statement

Why stop at just a cuff? This trend loves company. Look for denim that features laser-printed patterns, quilted textures, or two-tone washes. A giant cuff on a textured pant turns your jeans from a basic staple into the "hero" piece of your outfit.

Textured Floral Cuffed Denim - Close-up detail of textured denim jeans featuring a laser-printed floral pattern and large folded cuffs with hands in pockets
  • Style Tip: Keep the top simple (think a solid white tee) to let the pants do the talking.

3. The Balanced Silhouette (Fitted Top)

Cuffed jeans—especially the trendy wide-leg varieties—add a lot of volume to your lower half. To keep your proportions in check, embrace the "tiny top, big pants" aesthetic. A sleek bodysuit, a tucked-in turtleneck, or a corset top creates a flattering hourglass shape.

Wide Leg Jeans and Bodysuit - Fashion shot of a woman wearing voluminous wide-leg cuffed blue jeans with a fitted black bodysuit against a white background
  • Vibe: Effortless and polished.

4. The Shoe Spotlight (Statement Heels)

The beauty of a giant cuff is that it literally draws the eye downward. Use this to your advantage by wearing your loudest, most fabulous heels. Whether it’s metallic pumps, cherry-red slingbacks, or embellished sandals, the cuff acts as a spotlight for your footwear.

Cuffed Jeans with Statement Heels - Low angle shot focusing on silver stiletto heels paired with indigo cuffed jeans showing the ankle
  • Perfect for: Dinner dates or gallery openings.

5. The Modern Canadian Tuxedo

Denim-on-denim is a classic, but the cuffed trend gives it a refresh. Pair a light-wash denim jacket with dark-wash cuffed jeans for contrast, or go monochrome for a seamless look. The structured cuff adds a touch of tailoring that prevents the outfit from looking too "slouchy."

Double Denim Outfit - Street style shot of a woman wearing a light denim jacket and dark wash cuffed jeans walking in a city setting

6. Casual Day Out (Sneakers & Tee)

This is your Sunday morning go-to. A pair of relaxed, light-wash cuffed jeans styled with crisp white sneakers and an oversized graphic tee gives off cool-girl street style vibes. It’s comfortable enough for errands but stylish enough for brunch.

Casual Cuffed Jeans and Sneakers - Woman holding coffee wearing light-wash cuffed jeans, white sneakers, and a striped shirt on a sunny street

7. Office Ready (The Blazer Combo)

Yes, you can wear cuffed jeans to work! Opt for a dark, un-distressed wash and pair them with a structured beige or plaid blazer. Finish the look with pointed flats or loafers. The sharp cuff mimics the hem of tailored trousers, making it office-appropriate.

Office Casual Cuffed Denim - Woman wearing cuffed straight-leg jeans with a beige blazer and pointed flats standing near a cafe

8. Boho Vibes (Flowy & Floral)

Lean into the softness of spring by pairing high-waisted cuffed jeans with a flowy floral blouse. Add some leather sandals and layered gold jewelry. The weight of the denim grounds the airy top, creating a perfect transitional outfit.

Boho Style Cuffed Jeans - Woman sitting on a bench wearing high-waisted cuffed jeans, a floral blouse, and brown ankle boots in golden hour lighting

9. Edgy Night Out (Leather & Metallics)

Take the trend into the nightlife scene. A pair of black or grey cuffed jeans looks incredible with a metallic top and a black leather moto jacket. The heavy cuff adds to the "tough" aesthetic, especially when paired with chunky lug-sole boots.

Edgy Night Out Denim - Woman in dark cuffed jeans and a metallic top leaning against a neon-lit wall at night

10. The Cozy Weekend (Chunky Knit)

Comfort meets style. Pair your cuffed jeans with a massive, chunky knit sweater partially tucked in at the front. This plays with volume in a cozy way. Add a plaid scarf and a hot drink, and you are the main character in a winter movie.

Cozy Winter Sweater and Jeans - Woman wearing a chunky knit sweater and cuffed jeans holding hot chocolate near a snowy park path

11. Summer Breeze (Crop Top & Espadrilles)

For warmer days, show off a sliver of skin. A pastel crop top balances the heavy fabric of the jeans. Pair this with wedge espadrilles—the cuff ensures your cute summer shoes aren't hidden under a long hem.

Summer Crop Top and Cuffed Jeans  - Woman walking on cobblestones wearing light cuffed jeans, a pastel crop top, and espadrille sandals.

12. Monochrome Minimalist

For the ultimate "clean girl" aesthetic, go monochrome. A black turtleneck, black cuffed jeans, black loafers, and a black bag. It’s slimming, chic, and lets the architectural detail of the folded hem stand out without the distraction of color.

Monochrome All Black Outfit - Woman wearing an all-black outfit with black cuffed jeans, turtleneck, and loafers on a clean urban street