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This is the Secret to Men’s Work From Home Style

Business on top, comfort on the bottom
casual yet stylish men's outfit for working from home, featuring a black cardigan, black sweatpants, and brown leather slip-on shoes

by Megan Collins Updated: August 27, 2024

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I was gchatting with Taylor the other day, discussing our outfits (You would not believe how often women message each other, “What are you wearing?” in a non-sexual way), and we stumbled onto a discovery I had to share here with you.

We both had gone all-out on top—her in a cashmere sweater and me in a silk camisole and cardigan. On the bottom? Leggings for Tay and joggers for me.

This “business on top, pandemic party on the bottom” is like the WFH outfit equivalent of an ’80s mullet.

…But in a good way, you know?

After all, putting on “real” pants doesn’t really matter when your co-workers only see you waist-up in Zoom calls (though, to be clear, you should still wear pants).

Wearing a shirt or sweater that makes you feel like a million bucks, however? That’s a worthy effort. And let’s be real: calling it an “effort” is probably pushing it.

So, we put together a week’s worth of this dressy casual #OOTD combo. Go high, go low, just don’t go out of the house if you don’t have to.

Below, shop a week of work from home outfits for guys:

flat lay of men's work from home outfit featuring a green oxford shirt, watch with a leather band, athletic shorts, and slip-on clogs

Shop the outfit:

  • “Beefy” Oxford shirt: Knickerbocker
  • 5″ sport shorts: Wellen
  • clogs: Muck Boots x Dave Portnoy
  • watch: Hamilton

SG Says: This sturdy Oxford shirt and elegant quartz watch will have the higher-ups ready to promote you. The athleisure shorts and clogs? Just don’t stand up during your call.

men's work from home outfit featuring a black and white sweater polo with light green nike tech fleece joggers and alo socks

Shop the outfit:

  • sweater polo shirt: J.Crew
  • jogger pants: Nike
  • socks: Alo

SG Says: A sweater polo is the perfect WFH top. It’s dressed-up yet comfy as hell. Pair it with joggers and your favorite sweat socks for a ::chef’s kiss:: perfect at-home workday look.

work from home outfit featuring blue pants with a navy sweater, tan baseball cap, and new balance sneakers

Shop the outfit:

  • baseball cap: J.Crew
  • drawstring pants: Alex Crane
  • sweater: Abercrombie & Fitch
  • sneakers: New Balance

SG Says: A pair of drawstring pants is a style essential for WFH.

Pair them with a sweater for a look that would transition to a coffee shop just fine if you start to go stir crazy sending emails on your couch or at the kitchen table.

men's work from home outfit featuring orange corduroy shorts, a cream-colored knit polo and navy, wool birkenstock clogs

Shop the outfit:

  • corduroy shorts: Madewell
  • collared sweater (similar): Everlane
  • clogs: Birkenstock

SG Says: These cozy af clogs look like they’re waiting by the fireplace at the North Pole for Santa to pull on when he gets home after delivering presents on Christmas night.

And yes, Birkenstocks are still cool.

Look, we don’t make the rules here at SG HQ, but if we did, well..we’d bring back Birks, too.

They’re so comfortable! And you can wear them with socks in an ironic way that’s also quite comfortable.

casual men's outfit featuring a black cardigan with off-white pocket tee and black sweatpants

Shop the outfit:

  • cotton cardigan: Buck Mason
  • t-shirt: Flint and Tinder
  • sweatpants: Cozy Earth
  • cuff bracelet: Miansai
  • slip-on mules: Luca

SG Says: When it comes to work from home outfits for guys, a cardigan paired with matching sweatpants might just be the sneakiest style hack around.

And our team cannot get enough of these house slippers! So easy-breezy…

More men’s WFH outfit inspiration…

mens stay at home outfit

SG Says: Drawstring shorts are your friend when it comes to work from home outfits for guys.

And those suede boat shoes you’d never think of wearing near the water? Perfect for at-home style.

mens loungewear outfit

SG Says: No shame in rocking a dad hat when your hair is just not cooperating for that 9am Zoom with your boss.

A band collar shirt adds the “work” element to WFH.

loungewear outfit for men

SG Says: Don’t worry, a short-sleeve button-up oxford shirt reads more Jim Halpert than Dwight Schrute when it comes to WFH cool.

SG Says: Yes, you can pull off a hoodie for WFH so long as it looks tailored, not sloppy.

Paired with your favorite athleisure shorts, you’ll be ready for whatever your 9-5 throws at you.

casual stay at home outfit for guys

SG Says: Tie-dye socks? Sure! Why not? No one can see them, anyway.

Pair them with your favorite sandals, or slip into sneakers if you’re heading to the coffee shop for a few hours of email-sending.

casual spring outfit for guys

SG Says: And finally, if you’re feeling particularly sluggish, might we suggest..putting real pants on?

Nothing fancy, your favorite pair of broken-in, light wash jeans will do. There’s just something about buttoning that top button that says, “It’s a weekday!”

Want more WFH style?

Then check out stay-at-home style from real guys, like this SF-based stay-at-home dad, men’s fashion writer stuck in DC, and NYC creative.

Megan Collins

I started Style Girlfriend to help guys look, feel, and act their best.

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