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Bomber jackets have earned their place as a cornerstone of men’s fashion, blending everyday practicality with a timeless, military-inspired design. Whether you’re aiming for a laid-back vibe or something a bit more polished, their easy-wearing versatility makes the bomber jacket a veritable wardrobe Swiss Army knife.

Whether you’re a decorated bomber jacket veteran or are just getting into the cockpit, this guide will teach you everything you need to know to pick out the perfect bomber jacket for you and style it with confidence.

What Is A Bomber Jacket?

The bomber jacket, also known as the flight jacket, has a storied past that dates back to World War I. Originally crafted for military pilots, these jackets were designed to keep aviators warm in the open-air cockpits of early fighter planes. The early versions, known as the A-1 and A-2, were made from heavy-duty leather and lined with wool to fend off the chill.

editorial image of pilot wearing bomber jacket Edward C. Gleed, Tuskegee pilot. Image Source: Library of Congress Prints and Photographs Division Washington, D.C.

Fast-forward to the 1950s, and we see the debut of the MA-1 bomber jacket. This nylon iteration offered better water resistance and lighter weight—perfect for the needs of modern pilots. The MA-1 set the standard for the contemporary bomber jacket, featuring ribbed cuffs, waistband, and collar, a front zipper closure, and plenty of pockets for stashing essentials.

How To Style A Bomber Jacket

The Everyday Go-To

For a relaxed, effortless look, pair your bomber jacket with a simple t-shirt, selvedge denim jeans, and your favorite sneakers. This combo is perfect for a day of errands or a coffee run.

editorial image of The Insulated Bomber Jacket in Fatigue Olive Dry Wax hanging

Layered Up

When the temperature drops, layer your bomber jacket over a sweater or sweatshirt and pair it with men's chinos or jeans for a put-together look that’ll beat back the chill all season.

Smart Casual

Take your bomber jacket up a notch by layering it over an Oxford shirt and chinos. Complete the look with loafers or brogues, making it ideal for casual Fridays at the office or a dinner date.

fit model leaning agains the wall wearing The Insulated Bomber Jacket in Dark Navy Dry Wax

A Touch Of Edge

For a slightly edgy look, throw your bomber jacket over a henley shirt, dark jeans, and rugged boots. This look is perfect for a night out with friends or a casual date night.

How We Do Bombers

Our approach to the bomber jacket is to honor its rugged roots while making a few thoughtful tweaks in the style and environmental responsibility departments.

From weather-resistant waxed canvas options to supple merino wool, our roster of bomber jackets is stacked to the gills with heritage-inspired wardrobe staples to see you through any season.

fit model posing in The Clark Bomber in Soil Moleskin

Explore the selection to find your new favorite wingman.

Shop Men’s Bomber Jackets

editorial image of various utility shirts in sashiko
June 26, 2026

How To Wear Sashiko Clothing

Over the years, our signature sashiko fabric has become a favorite among both our team and our community. It offers dimensional texture, a drape that rides the line between softness and structure, and an inherent versatility that makes it a natural fit for everything from pants to jackets to heavier shirting.

While it looks great fresh off the loom, our sashiko fabric really comes to life after a dye and wash, when the pronounced peaks and valleys of its distinctive weave reveal themselves in a character-rich range of tones that only improve with time.

If you ask us, sashiko clothing deserves just as much representation in the modern wardrobe as denim, terry, or canvas. So, to help make that case, we put together this guide on how to wear sashiko and incorporate it into your daily rotation.

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fit model posing in The Jack in Roped Black Indigo
April 07, 2026

Perfecting The Oxford

Out of all of the garments in our closets, from tees to jeans to chinos, there may be no item more timeless, versatile, and indispensable as the Oxford cloth button-down. It’s a style so ubiquitous, it’s often taken for granted. As though it’s always been a fixture in menswear, and always will. And while the latter half of that assumption is likely spot on, there was a lot of intention and history that went into the Oxford shirt becoming the icon we recognize it as today.

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