Skip to main content
  1. Home
  2. Fashion & Style
  3. Evergreens

Put Your Office Outfit on Auto-Pilot with these Easy-to-Wear Workplace Essentials

Image used with permission by copyright holder

Figuring out what to wear to work can be a real head-scratcher. Do you invest in complete outfits? Wing it with separates? Or just try and mimic everything your boss wears? In my opinion, the best way to stave off imposter syndrome (and streamline your workplace attire in the process) is to fill out your closet with some versatile and stylin’ staples.

Snag a few interchangeable basics and you’ll be shocked by the ease with which you can mix-and-match your way to success by creating dozens of different looks that are as fly as you are. Interested in the idea but have no idea where to start? No worries; I’m going to introduce you to my favorite pants, shirts, and jackets that’ll help put your office outfit routine on auto-pilot.

Recommended Videos

Pants

Buy at Amazon
Dockers Alpha Original Khaki
Image used with permission by copyright holder

A close-fitting, lean cut makes the Alpha Khakis from Dockers an obvious workplace go-to. They’re fun yet professional, trendy yet effortlessly classic, and it doesn’t hurt that they’re infused with four-way stretch for extra mobility. Pair with a simple button down for a laid back look or dress the whole thing up with a dark colored jacket.

Buy at Amazon

Buy at Huckberry
Image used with permission by copyright holder

Lightweight, comfortable, and super versatile, the Cool Chinos from Flint and Tinder are a slam dunk for some mix-n-match styling, whether you want to go old school with a turtleneck and suit jacket or casual with a graphic T-shirt. Plus, they feature an open knit that’s incredibly breathable.

Buy at Huckberry

Buy at East Dane
Image used with permission by copyright holder

While the above options are great for most workplace situations, you’ll definitely want to keep a pair of dressier pants around as well, like these from Club Monaco. A herringbone weave makes for an elevated aesthetic that could take any look from 0 to 60 in no time flat, so bring these out for your next one-on-one with the boss.

Buy at East Dane

Shirts

Buy at Tommy John
Image used with permission by copyright holder

Every office outfit rotation needs a streamlined button down, and this one from Tommy John is an absolute winner. Why? Because it’s guaranteed to stay tucked no matter how much you move, resulting in a tailored finish appropriate for any situation.

Buy at Tommy John

Buy at Duer
Image used with permission by copyright holder

Another great button down option is the 9 to 9 shirt from Duer. Though it’s currently sold out (sad face), we highly recommend you jump on this the next time it’s available. Not only is it imbued with special cooling and stretch properties, but also happens to look extremely flattering on most guys.

Buy at Duer

Buy at Faherty
Image used with permission by copyright holder

For something a little more relaxed, consider this stretch oxford from Faherty. While traditional oxfords are notorious for being stiff and boxy, this bad boy has a looser fit that looks just as good tucked as it does untucked, while still maintaining that air of office-appropriateness.

Buy at Faherty

Jackets

Buy at Taylor Stitch
Image used with permission by copyright holder

Looking to boost your workplace look without too much fuss? Then you’ll definitely want to incorporate the Telegraph Jacket from Taylor Stitch into your rotation. An even knit of cotton and wool (plus a lustrous chambray finish) makes this blazer both hip and classic, as appropriate with cuffed jeans and a tee as dress pants and a tie.

Buy at Taylor Stitch

Image used with permission by copyright holder

Though it’s always important to build a wardrobe to your personal tastes, there are still some items you’ve just gotta have, one of which is a crisp, clean blazer. Sure, this item may not seem super exciting hanging in your closet, but it’s guaranteed to look damn impressive at your next client meeting. There are a lot of blazer options on the market, but for our money, there’s no better jacket than this one from Bonobos.

Buy at Indochino
Image used with permission by copyright holder

And of course, no office outfit collection would be complete without a little luxury, so why not throw this houndstooth linen cotton blazer from Indochino into the mix. Here, merino wool and premium silk work in concert to create a sumptuous vibe that’s cozy and classy i.e. ideal for stepping up your style game without sacrificing comfort.

Buy at Indochino

And now that you’ve got your office outfits on auto-pilot and are happy with your fashion-forward, but easy look, why not upgrade your workspace while you’re at it?

Cody Gohl
Former Former Digital Trends Contributor, The Manual
Cody Gohl is a Brooklyn-based writer who enjoys covering a wide range of topics, including travel, fashion, literature, LGBT… Read Full Bio
For the love of Italy: Hockerty releases 14 looks with inspiration from 14 Italian locations
Blazer, Clothing, Coat

I am a traveler at heart. Every day, I wake up and have coffee, and stare out the window at a world still full of wonders and mysteries I have yet to uncover. Since the day I joined the Army, my heart has always been on the road, in the sky, or aboard a ship. The idea that there is a part of the world I have yet to see is both exhilarating and frustrating. Chasing those undiscovered corners of the world started as a passion and an experiment and became a way of life and an addiction. I say all that to say, I find inspiration on the road. I see the world around me as a canvas for my imagination.

I am also a menswear fanatic. From selling suits to writing about them, a good suit is always in my bag with me. So when a brand I love, Hockerty being a favorite, finds inspiration in a place, I pay attention. I wrote about their summer edit a while ago, with their colors at the forefront of my attention. But I missed something. I missed that all fourteen looks they debuted were inspired by different places in Italy.

Read more
Citizen’s Tsuyosa Shore gets a vintage-leaning limited edition
Wristwatch, Arm, Body Part

Citizen is adding a new limited-edition model to its Tsuyosa Shore line, and it’s got a great look to it if I say so myself.

The Tokyo-based watchmaker’s new drop features a deep black dial, with a gradient effect and a textured surface that catches light differently depending on the angle.

Read more
Nomos just made its smallest watch even more interesting
Wristwatch, Arm, Body Part

Nomos Glashütte has added two new versions of its smallest watch to the permanent collection: the Tetra 27 white and the Tetra 27 duo.

The German company has been making square watches out of Glashütte since 1992, when the Tetra launched alongside the Tangente, Ludwig, and Orion. (Fun fact: the name Glashütte is a legally protected designation of origin.)

Read more