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Style 5 Days 5 Ways

Men’s Denim Shirt Outfits: 5 Days, 5 Ways

The not-so-wild west of casual shirts
men's denim shirt outfits

by Gabi Meyers Updated: June 13, 2024

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Want the flattering shape of your fave shirt without the on-the-clock vibe? Enter: the denim shirt.

Like jeans for your chest, this timeless top gives the nice lines and effortless vibes that your go-to denim does for your booty to your top half.

And like jeans, this casual shirt can be an extremely versatile workhorse in your wardrobe—wear it buttoned all the way up like the shirt it is, open like a light jacket, tuck it in, leave it out… TBH, you would have to try really hard to make a wrong move with this one.

You can even wear this shirt with jeans! Just be sure the denim washes don’t match.

Below, check out five denim shirt outfits for guys:

TO WATCH THE SUNSET
how to wear men's denim shirt, men's denim shirt outfits
shirt: Todd Snyder (no longer available, but similar style here)

cardigan: Buck Mason | sneakers: Veja | socks: Bombas | pants: Polo Ralph Lauren

Styling tips: A denim shirt is picture-perfect for those ultra-flattering golden hour shots. Throw a shawl collar cardigan on top for when the sun dips and takes the heat with it. Slim cargos and sneakers keep the look laid-back. 

TO THE GAME
men's denim shirt outfits

sneakers: Nike | hat: Saturdays NYC | shorts: Taylor Stitch

Styling tips: Get sporty—but not full-blown athletic—with it by adding cool sneakers, a dad hat, and shorts with just enough pocket space for your phone, wallet, keys, and a bag of peanuts.

TO RUN ERRANDS
men's denim shirt outfit

t-shirt: Taylor Stitch | sneakers: Vans | shorts: Old Navy

Styling tips: You never know who you’ll spot on your Target run.

So, dress up your pocket tee, drawstring shorts and slip-on sneaks with this cool-yet-casual shirt on top as an open layer. 

TO SUNDAY FUNDAY
how to wear men's denim shirt

sneakers: SeaVees (similar) | pants: Todd Snyder

Styling tips: Not sure where the day will take you? White denim feels a little more elevated than your traditional blue jeans, and your denim shirt feels more playful than the standard OCBD.

Sunnies and sneakers are ready-for-anything essentials.

RELATED: 10 Sunglasses Under $100

TO GRAB COFFEE
casual denim shirt outfit for men

sandals: Birkenstock | watch: Timex

Styling tips: Ever thought of dressing up those joggers with a collar? When it comes to men’s denim shirt outfits, a casual, dressed-down look works just as well as something more pulled together.

Go with a denim shirt open over a striped top for a breezy, “Oh this? I just threw it on!” look. 

Below, shop stylish denim shirts for guys:

blue denim overshirt against a grey background
TODD SNYDER
Italian denim overshirt, $248
shop now
light blue chambray shirt flat lay against a white background
BILLY REID
Denim Shirt, $198
shop now
man standing in a doorway wearing a light blue chambray shirt with dark rinse jeans
TAYLOR STITCH
The Western Shirt, $125
shop now
flat lay image of a dark blue denim shirt with snap buttons
RRL
Buffalo Western Workshirt, $275
shop now

Gabi Meyers

Like a phoenix rising from the ashes, Gabi Meyers went from Team SG's first-ever intern to a trusted fashion editor and stylist. She currently lives in Chicago with a very cute dog.

More articles by Gabi Meyers

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