Welder transformation to stylish man

Workwear Style: How to Wear It Nail the look with no OT

[Feature images by Max LaRochelle and @gabe_.g4s]

Blue-collar workers have always made up a large part of the industrial backbone, and it’s kind of neat that hipster millennials around the world have creatively adopted elements of their style.

Table of Contents

What Workwear Is (and Isn’t):

Two men wearing workwear jacket pants and boots
@_johnjarrett / @theo_phanis_007

Workwear started as safety clothing for manual laborers. It’s often constructed of sturdy fabrics like denim and corduroy, and it has an oversized fit to allow for movement.

Though the utility wear trend seems very much late 2010s, Dickies cites its first appearance in fashion as early as 1988 with streetwear trendsetters in Southern California sporting classic workwear jackets and pants.

Workwear itself is not to be confused with skater style or streetwear, though both fashion styles do incorporate elements of work safety clothing, i.e. skateboarders wear Dickies and hip-hop artists rock Timberlands.

Today both men and women mix elements of workwear, particularly wide-legged pants, heavy-duty boots, and utility jackets, into their personal style.

Workwear Pants

Workwear style pants

Dating back to the late 1800s, cowboys, factory workers, and even motorcyclists wore denim to protect them from injury.

Thick work pants are water and dirt resistant, and they're durable enough to withstand extreme weather and erosion from intensive labor. 

Because of this, they’re typically made of sturdy plain-woven fabrics and undergo water resistant, stain resistant, sweat resistant, and wrinkle resistant treatments.

As Fashion

workwear style dickies and carhartts
@dickies_anz / @menomaeomae

Cherokee Men Scrubs Pant Workwear Professionals Tapered Leg Fly Front Cargo WW190

  • Comfortable to wear all day long with durability and functionality.
  • Soft two-way stretch poplin fabric provides all-day comfort and style

These wide-legged trousers suggest an action-intensive and industrial look.

Instead of taking the form of traditional denim, workwear pants often have the appearance of baggy chinos that sit below the waist.

Also, popular colors include beige, brown, navy blue, and black.

We once stated that baggy jeans should be banished from your closet.

And, as does every responsible publication that updates with the times, we’d like to edit our previous statement.

Baggy pants are making an apparent comeback. Though we still advise modern workwear pants, which are quite structured, over light-wash baggy denim.

Workwear Jackets

two men wearing workwear style jacket

Donkey jackets originated in mid-19th century England, worn by dustmen, coalmen and other manual laborers of the industrial era.

These medium-length woolen jackets have maneuverability and safety in their design, with clean lines and an untailored waist so they hang straight down from the shoulders.

Unlike suit jackets, workwear coats don’t have lapels or back vents.

Instead, they have stiff broad collars that the wearer can flip up for protection from wind, cold and wet weather.

As far as design, the typical utility jacket has four front pockets and four to five buttons that fasten tightly up to the neck.

As Fashion

Two men wearing workwear jacket
@leshopsage / @felpastyle

Men’s 9 Pockets Work Utility Vest Military Photo Safari Travel Vest Workwear Jacket

Light weight Thin fabric Multi-pocketed gilet Men’s Safari Waistcoat,US standard size Measurement.

Workwear jackets provide a boxy silhouette along with a no-nonsense bearing.

These intentionally unadorned, structured coats have a uniform, almost military effect that is both nonchalant and commanding.

In line with workwear tradition, utility jackets are best worn over a rollneck sweater, but you can also toss one on over a casual collared shirt.


Two men wearing workwear carhartt vests
@vostok_1jp / @aceoutdoorsinc

Workwear vests are constructed of the same sturdy fabric as workwear jackets, and they serve the same purpose in durability and insulation.

Workwear Boots

workwear style workboots
@power.rick / @stumptownjapan

Workwear boots were originally intended as safety boots, made of sturdy materials that repel rain, mud, and chemicals.

Many work boots even have built-in steel caps over the toes to protect construction laborers from hard falling objects.



Whether you prefer your shirts tucked or untucked, we’ve got you (literally) covered with our new untuckable dress shirts.

As Fashion

Doc Martens were first adopted as fashion footwear by British punkers in the 1980s. The heavy-duty “I can kick your ass” aesthetic is well-loved by rockers and hip-hop artists alike.

Read: Essential Guide to Men’s Boots

Workwear Hats

Outside of hard hats, workwear head-toppers have become a part of mainstream fashion.

workwear style bucket hats
@theo_phanis_007 / @marceldejan

MISSION Cooling Bucket Hat- UPF 50, 3” Wide Brim, Cools When Wet

  • Lightweight, portable & adjustable
  • Cool more. Do more


Welders, mechanics, and other blue-collar tradesmen who needed to keep their hair back but didn’t want the obstruction of a hat brim would wear beanies.

Today, these knit, head-hugging caps are popular among youth with active lifestyles.

Bucket Hats

Bucket hats are typically constructed of sturdy fabrics like denim or canvas, and they have a wide and downwards sloping brim.

Fishermen and farmers wore these soft hats to shade their faces from the sun.

Today, bucket hats can feature bright colors and loud prints, and they've become a popular item in streetwear fashion.

Flat Caps (not really)

workwear style flat caps
Oliver Cole

Flat Caps aren’t necessarily essential or authentic to workwear. These hats are less about utility and more about social standing.

The English Parliament mandated tweed hats in the 1500s when it wanted to stimulate domestic wool consumption.

The government forced any man of non-noble class, such as tradesmen or apprentices, to wear a wool flat cap.


2Pack Adjustable Newsboy Hats for Men
Flat Cap Mens Irish Cabbie Gatsby Tweed Ivy

Flat Cap for Men

Anyone looking for a classic style with a twist of modern refinement will fall in love with the flat cap.

Today, the hat still exists as part of fashion, but it is typically associated with an older working class.

Note: flat caps were never utility clothing for the workforce, thus they aren't exactly workwear.

Tips On Styling

Don’t wear everything at once–you’ll look like you’re off to build the next Salesforce tower.

Just like one may incorporate Western wear without looking like an actual cowboy, you can rock workwear without looking like an actual carpenter. Don’t take things too literally.

If you’re wearing workwear pants, you may want to wear converse sneakers as footwear.


Eastland Men’s Jayce Cap Toe Rugged Boot

  • Rubber sole
  • Unlined, full-grain leather upper
  • Removable, soft, breathable fabric-lined insole

And if you’re wearing heavy-duty work boots, opt for slimmer fitting denim or chinos.

Unless you’re aiming for a look that’s particularly “traditional,” for lack of a better word, you may want to steer clear of trucker hats.

Picture this: plaid shirt, Carhartt vest, and beanie–super chill. Now this: plaid shirt, Carhartt vest, and a trucker hat; you’ll look ready to shoot something–but hey, if that’s your aesthetic, have at it.

Hoodie sweaters are not workwear, but they are a streetwear and skate style staple.

So you may wish to wear hoodies as a baselayer beneath workwear vests or jackets. These soft warm sweaters also pair well with wide-legged pants.

How do you wear workwear? Are you for this trend, or nah? Let us know in the comments below.

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