Just because your underwear (and socks and undershirts) don’t get the same amount of time in the spotlight as your jeans, shoes and blazers, doesn’t mean they deserve any less attention. Chances are you’ve got a few items that have been in the rotation for a year (or three) too long. Replace them with these.
14 Menswear Basics (These Loungewear Pieces Are Your Wardrobe’s Unsung Heroes)
(1/19)
Socks: AnonymousIsm Knit Sock
There’s truth behind the idea that if your feet are cold, the rest of your body will be too. These socks are made with a cotton and polyester blend to keep all the warmth in, where it belongs.
$20
Ayame-Basket-Sock
Socks: Banana Republic
Perhaps no piece of clothing is as expressive as a man’s socks. Choose a loud buffalo check for cozy weekends at the cottage, a subtle grey argyle for buttoned-down weekdays and something with an unexpected bit of cheeky embellishment for nights on the town.
$12
Pants: Kombi
The secret to staying warm in the wind tunnels of the downtown core? A breathable base layer under your suit trousers. Kombi’s gear is designed in Montreal so you know they understand.
$30
Shirt: BOSS Stretch Modal
Sometimes, a fitted shirt is a better option to sleep in than a loose tee. This shirt by BOSS is crafted from modal with a hint of stretch for comfort.
$45
Shirt: Bread & Boxers Long Sleeve
Cut with a little extra room for the chest and torso, this shirt is made for a comfy night’s sleep. Or a mid-day nap. Or an all-day nap. The shirt isn’t picky.
$40
Shorts: David Beckham for H&M
David Beckham is a superstar with a great sense of style, a beautiful wife and a dreamlike life. Do you think he got that way by wearing dollar store underwear?
$30
Shirt: Derek Rose of London
There are two types of men in the world: those who wear silk pajamas and those who have never tried silk pajamas. Spend one night in these and you’ll never look back.
$440
Robe: Derek Rose Cashmere
These robes are made-to-order only, and for good reason: comprised from the most luxurious Italian cashmere, the garment is exquisitely comfortable. Opt for the embroidered initials. Obviously.
$3,375
Pants: HUGO Cotton Sweatpants
Underwear: Lacoste
You’re familiar with the brand’s trademark pique polo shirts, which have been a prep staple since Renee Lacoste invented them in the 1920s. Their new line of underwear incorporates the same principles: comfortable, athletic fit, bold colours and—of course—that charming little alligator.
$40/2 pack
Pants: Norse-Projects-Long-John-Underwear-black
Pants: Norse Projects Long Johns
Some men just can’t handle sleeping in pants, they find it too constricting. They won’t have an argument against Norse long johns and their ultra soft medium-weight cotton.
$60
Shirt: POLO Thermal Long Sleeve
Sometimes thermals can be equated with overheating but they’re really just great for keeping warm and cozy. Is there a better way to sleep?
$45
Pants: The White Briefs Fitted
This is not to say that you should wear the drop-crotch trend outside of your house. But trust us, it IS incredibly comfortable.
$150
Underwear: The White Briefs Mid Brief
Made with 100% organic pima cotton the fabric is interlock, which is soft and has a natural flexibility. What more do you need?
$45
Shirt: Todd Snyder + Champion Thermal
Underwear: Zimmerli Boxer Briefs
These navy boxer briefs are constructed from a trio of high quality fabrics that offer a superbly comfortable fit. Plus, they’re so well made, no one would fault you for sitting around in your underwear all day.
$100
Robe: Zimmerli Knit Cotton
The waffle construction of Zimmerli’s pure cotton dressing gown will keep you insulated yet cool as the shape allows better air flow than smooth cloths or flat knits.
$285
-
Cars
2026 Japanese Grand Prix Recap: History is Made — Two Races in a Row
-
Culture
Ben Waddell Is Having a Surprisingly Good Time on “Summer House”
-
Cars
We Drove Jaguar’s Controversial Type 00 (And Its Classic Jaguar Ancestors)
-
Culture
“A Knight of the Seven Kingdoms”: A Guide to the Filming Locations
-
Culture
Louis Vuitton in Conversation With Frank Gehry at Art Basel Hong Kong