Cuffed jeans are a versatile and stylish addition to any man’s wardrobe. They seamlessly bridge the gap between casual and polished, offering a relaxed vibe that still feels intentional.
The simple act of cuffing jeans can elevate your look, drawing attention to your footwear and adding a unique touch to your outfit.
Footwear plays a pivotal role in completing the look, and the right pairing can transform a simple outfit into something truly remarkable. From boots to sneakers to loafers, there’s no shortage of options to explore.
1. Chelsea Boots
Pairing cuffed jeans with dark brown Chelsea boots is a classic combination that exudes rugged sophistication.
The smooth leather of the boots contrasts beautifully with the textured denim, while the cuffed hem ensures that the boots remain the focal point of the ensemble. Add a layered outfit with a soft olive-green shirt and a brown suede jacket for an earthy, outdoorsy vibe.
This look is perfect for chilly days when you want to stay warm without compromising on style. The sleek design of Chelsea boots also lends a hint of elegance, making this pairing ideal for casual meetups or semi-formal outings.
2. Running Shoes
Cuffed jeans and running shoes are a match made in streetwear heaven. Opt for a pair of navy blue sneakers to add a splash of color while maintaining a casual vibe.
Combine this with a crisp, striped button-up shirt for a clean and relaxed appearance. The rolled-up cuffs emphasize the sneakers, creating a balanced look that’s perfect for urban explorations or coffee dates.
This outfit is versatile and ensures you’re both comfortable and stylish while navigating your day-to-day activities.
3. Leather Brogue Boots
Leather brogue boots bring a touch of vintage charm to cuffed jeans. The intricate detailing on the boots adds character, while the cuffed hem highlights their craftsmanship.
Pair this with a cozy olive-green sweater and a brown leather jacket for a cohesive, layered outfit. This combination strikes the perfect balance between modern and classic, making it an excellent choice for casual dinners or weekend getaways.
The earthy tones and textures create a warm and approachable aesthetic.
4. Loafers
For a look that’s both sophisticated and laid-back, pair cuffed black jeans with leather loafers. The minimalist design of loafers complements the clean lines of the cuffed hem, while a beige turtleneck layered under a plaid jacket adds depth to the outfit.
This ensemble is perfect for events where you want to appear polished without being overdressed. It’s a contemporary take on smart casual, ideal for city strolls or casual business lunches.
5. Chukka Boots
Chukka boots and cuffed jeans are a timeless pairing that’s easy to pull off. Opt for brown suede chukkas for a textured and understated look.
Pair them with a plain white T-shirt and a chocolate brown suede jacket for a vintage-inspired ensemble. The rugged charm of the chukka boots is perfectly balanced by the simplicity of the outfit, making this look suitable for casual outings or laid-back evenings with friends.
The cuffed hem ensures the boots remain the highlight of your look.
6. Low-Top Sneakers
Low-top sneakers, such as Vans or Converse, paired with cuffed jeans offer a perfect balance of comfort and style. For a preppy touch, wear a gingham blazer and a tie with this combination.
This outfit blends casual and formal elements seamlessly, making it suitable for creative work environments or informal meetings. The sneakers keep the look grounded, while the cuffed jeans tie everything together with a modern edge.
Don’t forget to add colorful socks for a playful pop of personality.
7. High-Top Sneakers
On the other hand, if you want a fresh and youthful vibe, pair cuffed jeans with high-top sneakers.
The high-tops add a sporty flair, while the cuffed hem ensures they stand out. This outfit is perfect for weekend errands or casual hangouts. The combination of structured outerwear and relaxed footwear creates a balanced and fashion-forward aesthetic.