How To Roll Up Shirt Sleeves

Written by Dan | 08/08/2023


Get The Look

Do you find yourself wondering how to roll up shirt sleeves? Shirts, the backbone of men’s fashion, are as versatile as they come. From crisp Oxford shirts to breezy linen numbers, they offer a wealth of styling options. But have you ever thought about the power of your shirt sleeves? Let’s dive into the art of rolling up your sleeves and how it can level up your style game.


A man wearing a checked shirt with the sleeves rolled down

Unrolled Sleeves: The Classic Look

Keeping your sleeves down is the go-to for formal occasions. It lends a polished look to a dress shirt, especially when you’re sporting a smart jacket or suit. This style is also perfect for layering in chillier months, adding depth to your outfit under a dapper overcoat.

Halfway Roll: The Grunge Vibe

Rolling your sleeves halfway is the perfect way to add an effortless touch of style. It works great with a casual shirt, giving a nod to grungy 90s fashion. This basic roll also ideal for long-sleeved shirts when it’s not quite hot enough for full roll-ups. Take the shirt’s cuff and fold it up neatly about halfway to the elbow – and you’re ready to go.

Below-the-Elbow Roll: The Casual Twist

Want to dial down the formality without losing the charm? Roll your shirt sleeve just below the elbow exposing only about a third of your arm. This relaxed look works great with waistcoats or standalone with chinos, radiating an effortless ‘cool guy’ vibe.

Above-the-Elbow Roll: The Relaxed Rebel

The higher you roll, the more laid-back your look. Sleeves rolled above the elbow scream casual and carefree. To achieve this, fold the shirt cuff back, tuck in any loose edges, and repeat. You can opt for a loose roll or a tighter fit depending on your preference.

The Full Roll: For When It’s Hot

The full roll is the most casual one, and it requires pushing your sleeves all the way up to your biceps. This look works best in warm weather, making it an essential part of summer styling. Keep this look neat by ensuring that your shirt cuffs stay visible and are parallel to your elbows.

Combining Looks: The Ultimate Upgrade

The real power of rolling your sleeves comes from combining different looks. Try pairing a full roll with an Oxford shirt for laid-back but dapper vibes. Or mix a half roll with a waistcoat to add an extra layer of texture and interest. You could even go for a bold combo of a full roll with a structured blazer for an effortlessly chic look that will turn heads. Experiment to find the style that’s right for you!

Visual Cues: Making Your Look Pop

To tie the look together, try adding a few visual cues. For instance, a military-style shirt with epaulettes works great with rolled sleeves as they peek through the roll. Alternatively, experiment with colours and patterns to give your ensemble a modern twist. If your shirt features a contrasting lining, you’ll make even more of an impression. Whether you go for a few inches wide or a thinner roll, the important thing is to wear it with confidence.

The Finish

No matter which roll you choose, make sure to keep it neat and stylish. Neatly executed sleeve-rolling can take any look from 0-100 in no time at all! So the next time you’re feeling uninspired, why not give it a go? You may be surprised by the impact it can have!


A man dressed in a striped shirt

Wrapping Up

The power of shirt sleeves should never be underestimated! Rolling them up is the perfect way to take your style game next level. Whether you choose a classic casual roll or an edgy look, there’s something for everyone. So go ahead and get creative with this timeless men’s styling hack! After all, it could be just the thing you need to take your wardrobe up a notch.

And have fun! Ultimately, that’s the most important part of any style journey. So don’t be afraid to experiment and play around with different looks until you find the one that truly fits you. Have fun and happy rolling!





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