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The Best Denim Shirts for Men Ensure Wild ‘Fits Ahead

Posted on October 26, 2023

Nota bene: If you buy through the links in this article, we may earn a small share of the profits.

Maybe it’s our embarrassing ties to the iconic 2010s Red Wing store employee menswear uniform, or maybe it’s our Mcqueen-Marley-Marvin-flooded Pinterest board. Maybe we’re just a bit sick of hearing about work shirts and waxed jackets, as handsome as they might be. But the fact of the matter is, denim shirts, the beating heart of full-bodied Americana, have been on our minds. And the best denim shirts, we hope, will soon be on your backs.

We beg you to consider the timeless classic that is the denim shirt this fall, if not because of westernwear’s TikTok-fulled resurgence, but because it’ll make you look like a certified, hot-blooded American badass, even if you Canadian-tuxedo it. We’re talking McClain levels of ballerness here: all rugged texture and dip-dyed finish and general bale-busting aura.

To help convince you, we’ve rounded up 12 of the best denim joints the interwebs have to offer. There’s sartorial stuff from the likes of Todd Snyder and RRL, but classic Levi’s and Wrangler workhorses, too. Basically, there’s something for every kind of denim dude on this list — you just gotta scroll. Below, the best denim shirts for men…lasso not included.

The Best Denim Shirts for Men:

Our Go-To Denim Shirt: OrSlow Button Down

Our Go-To Denim Shirt: OrSlow Button Down

With a particularly intense manufacturing process, denim is a labor of love, and even among sky-high standards, Japanese-founded orSlow stands out for its quality and care. Operating under an ethos in direct opposition to fast fashion, each orSlow piece is specially made in Japan, using traditional looms and innovative techniques to produce some of the finest garments we’ve had the pleasure of rocking. The denim shirt plays host to a button-down collar, mother-of-pearl buttons and a box pleat yoke — it’s simply the best.

The OG Operation: Levi’s Barstow Western Denim Shirt

The OG Operation: Levi’s Barstow Western Denim Shirt

If there’s one name in denim you’re sure to recognize, it’s Levi’s. With deep roots in the American west and centuries of history outfitting cowboys and presidents alike, the heritage that comes with any Levi’s product makes it an immediate top choice in our book. Of course, the Barstow Denim Shirt is pretty rough-and-tumble, even without the name recognition. Featuring a unique snap placket, distinct yoke, curved hem and point collar, it’s affordable and timeless, just like its maker.

The Proper Western Version: Taylor Stitch The Western Shirt

The Proper Western Version: Taylor Stitch The Western Shirt

If cowboy cosplay is your goal, your only real option is a Taylor Stitch Western Shirt. Bar-tack reinforced and sporting all the visual cues of an old-school ranch hand — slanted chest pockets, genuine YKK snaps, antique brass concho-style top button accent — there’s no better way to Yellowstone it up.

For Quality Freaks: Todd Snyder Raw Italian Denim Overshirt

For Quality Freaks: Todd Snyder Raw Italian Denim Overshirt

We know that you fabric freaks are reading this, and we know that you’re already very aware of Todd’s GOAT-ed Raw Italian Denim Overshirt. Well, here’s some news for you: after selling out in days, the style is back, this time in Italian-milled raw denim and contrast stitching, so that you can feel just like you breaking in a pair of crispy indigo darks.

The "Can Actually Ride a Horse" Choice: Wrangler Icon Denim Regular-Fit Snap Shirt

The “Can Actually Ride a Horse” Choice: Wrangler Icon Denim Regular-Fit Snap Shirt

Wrangler is less concerned with the current trivialities plaguing denim — which Japanese Mill it was sourced from, how many centimeters the point collar is offset by, that sort of thing — and more concerned with making a damn fine snap shirt for just $39 bucks. It’s not the most comfortable one we’ve tried, nor the best fitting, but it’s a bonafide American classic with a century of history and unbeatable value. Yippee Ki-Yay.

The Novelty Nod: J.Crew Chesapeake Midweight Denim Workshirt

The Novelty Nod: J.Crew Chesapeake Midweight Denim Workshirt

Remember when clothes were fun? We’d like to bring that back, please. And we’re thinking that a great place to start might be this embroidered J.Crew workshirt, complete with semi-nonsensical Chesapeake branding and a chocolate-coated hunting dog adorning the backside of the shirt. It’s just kitschy and vintage-looking enough to work.

The All American: Flint and Tinder Bone Button Western Shirt

The All American: Flint and Tinder Bone Button Western Shirt

A made-in-America, authentic western shirt from Huckberry’s crafty inhouse label Flint and Tinder, finished burnished cow-bone button snaps? To that, we have just one thing to say: hell yeah, brother.

The Suit Shirt: Buck Mason Denim One Pocket Shirt

The Suit Shirt: Buck Mason Denim One Pocket Shirt

You might not associate denim with double-breasted jackets or peak lapels, but Buck Mason’s 7.0 oz Denim One Pocket Shirt is here to change that. A slim-fitting button down cut from indigo yarn-dyed denim, it’s a classy and lightweight option that should fulfill even the classiest of dress codes.

The Menswear Grail: RRL Indigo Cotton-Linen Denim Workshirt

The Menswear Grail: RRL Indigo Cotton-Linen Denim Workshirt

Ralph Lauren’s premium western wear offshoot, RRL’s — phonetically, double-are-el — had a magnanimous reputation in the style forums of yore as something of a mythical purveyor of all things simultaneously rugged and luxurious. It was well warranted — to this day, Ralph’s cowboy fantasies have produced precise felted navajo jackets and rugged twill chore coats, but obviously, their denim is the star of the show. This lightweight Japanese denim cotton-linen workshirt, in particular, is a masterclass in momentous menswear.

The Best Denim Overshirt: Alex Mill Vintage Wash Denim Work Jacket

The Best Denim Overshirt: Alex Mill Vintage Wash Denim Work Jacket

Okay, so Alex Mill’s Work Jacket is not, in fact, a shirt. Technically. However, given the current hot boy summer trend of wearing a tank and scant else, we thought it would be appropriate to include our favorite denim layer: we’ve been reaching for the chore coat-work jacket hybrid all spring long. It’s cut a touch longer than your typical cropped Type-2 making it a killer pair with some cutoffs (short-jorts?), and its copious amount of pockets ensures that you can leave the tote at home.

The Intro Select: Billy Reid Shoals Denim Shirt

The Intro Select: Billy Reid Shoals Denim Shirt

The Shoals Denim Shirt, a stalwart of Billy Reid’s line since 2004, is by nature a bit milk toast. We mean this in the best possible way — while it lacks the designer pizazz or ‘head-level selvedge finish, it’s a supremely solid denim shirt and the perfect choice for the everyday guy who just wants to look a bit more like Steve McQueen.

The Total Fashion Flex: ERL Denim-Jacquard Overshirt

The Total Fashion Flex: ERL Denim-Jacquard Overshirt

If you’re looking to get out of your denim comfort zone, why not start with some stars? Eli Russell Linnetz’s ERL has been serving up some of the funkiest patterns and fits over the past seasons, and this Jacquard Overshirt is no exception. Prepare for maximum compliments.

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We’ve put in the work researching, reviewing and rounding up all the shirts, jackets, shoes and accessories you’ll need this season, whether it’s for yourself or for gifting purposes. Sign up here for weekly style inspo direct to your inbox.

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