Men’s Underwear Roundup for 2021

We all know the feeling. You’re pulling on your favourite, trusty pair of boxers on a Monday morning, as you’ve done a thousand times before. Suddenly, an almighty rip leaves you with a shredded waistband and a feeling of mourning. Sure, they were a Christmas gift from a

now-unknown number of years ago, but they were a favourite in your rotation, and now you’re burdened with the task of restocking.

Allow me to help. I’m well aware that the modern gentleman has a list of requirements when shopping for underwear. The long, flowy shorts of yesteryear just aren’t fashionable any more. You want a feeling of security, comfort, breathability, and dare I say it, style. To get the most out of your money and to really push the mileage, you should be opting for quality over quantity, every time. If they’re sustainably made, that’s even better. Breathable cotton is undoubtedly the king. You want your undies to stand the test of time through washing, drying, gym visits, couch days, the whole lot.

Underwear is the understated foundation of your outfits. If you can find a pair that can make you feel and look good, you’re winning. So, to make your search easier, here is a roundup of some of the best men’s underwear currently on offer.

Organic Basics – Men’s Organic Cotton Boxers (2 pack)


Organic Basics have been leading the way for minimal, sustainable underwear in the last couple of years. Their classic boxer brief design boasts a long-form organic cotton material, a simple and logo-free design and a range of simple colours. They’re a great choice for well made,

no-fuss boxers.

ARKET – Pima Cotton Trunks


More of a white trunks guy? No problem, Scandi favourites ARKET have you sorted. This pair are made from high-quality Pima cotton, designed to last over time as a staple in your undie drawer. Be sure not to forget your fabric whitener when you throw them in the washing machine.

Calvin Klein – 3 Pack Boxer Briefs (Cotton Stretch)


A standard in men’s underwear, the CK boxer has cemented its place in the birthday gifts of men for countless years, and for good reason. They’re a reliable boxer with a classic design, made from a soft cotton which ensures stretchability.

Comme des Garcons – Shirt x Sunspel Brief


Briefs aren’t dead! In a genius collaboration with jersey experts Sunspel, Comme des Garcons SHIRT have hit the nail on the head in the creation of these premium briefs. Crafted from super-soft cotton, these briefs are sure to provide you with comfort all day and all night.

Written by Tom Loughran