The Underwear Game

Unless you’re an underwear model or one of those guys who has to take it too far by stripping off on a night out, your underwear is not for public consumption. However, that doesn’t mean you’ve got licence to wear the living daylights out of whatever overstretched, greying grundies that you can get your mitts on. Underwear matters.

And, it’s not just in case you get lucky or hit by a bus that you should pay attention to what lies beneath. Compiling the perfect underwear line-up will do wonders for how you feel in your clothes and will soon put a stop to your boxers getting funny ideas about moving far further northwards than your trousers.

To make sure your underwear etiquette is on point, we’ve put together absolutely everything you need to know about getting your knickers in check. And funnily enough, it turns out that your mum doesn’t know best. 

MaleEdit | The Underwear Game

A Brief History Of Men’s Underwear


The first record of anything resembling underwear dates back to around 7,000 years ago and takes the form of Ancient Egypt’s loin cloth: a strip of fabric wound and fastened around its wearer’s delicates. Basically, an adult nappy.

It wasn’t until around the 13th century that more recognisable underwear made an appearance, with slip-on loose undershorts that ended at the calf becoming a social non-negotiable. The Renaissance stepped up underwear’s sex appeal a gear by going tighter and shorter (only knee length, mind), while the period’s introduction of a urination flap which could be opened at a moment’s notice turned out to be one of mankind’s greatest inventions, ever.
The following centuries witnessed little change (give or take an inch or two at the hem or fabric choice) until the 1930s when briefs appeared, challenging short-style underwear’s monopoly on modesty preservation. For the rest of the 20th century men drew battle lines between boxers and briefs, with the boxer brief born out of a desire to unite men everywhere – it didn’t work.

There’s another plot twist too. While the best way to package one’s privates was a personal matter through history, the late 1980s and early 1990s put underwear front and centre (thanks in no small part to Calvin Klein and Marky Mark) with who you were wearing becoming just as important as what shape of undies that you professed loyalty to.

That brings us to today, a time where the squabble between brief and boxer still rages on and a time where everyone can agree that the letters on your elasticated waistband matter, a lot.  

MaleEdit | The Underwear Game

How To Pick An Underwear Style 


Of all the seminal moments in a man’s life – graduations, weddings, the first curled fist of your child around your little finger – none means more than the first time he chooses his own underwear.

But what worked for prepubescent you isn’t your best choice now. Your body’s changed. Your needs have changed. Somewhere there’s a fit that’s more snug. More supportive. More flattering. Let Olivia Francis, founder of underwear experts Hamilton & Hare, be your guide to buying pants that are anything but. 

MaleEdit | The Underwear Game

Brief

“This is the traditional Y front. It’s not for everyone but it offers great support and a neat fit. Particularly good for men with large thighs.”

MaleEdit | The Underwear Game

Boxer Short

“Traditional boxer shorts offer maximum coverage, comfort and breathability but can often bunch and ride up so do not work well with slim trousers. [Look for] a modern, tailored cut that is much more flattering and works well with slimmer legwear. This means they will complement any body shape, being both flattering and extremely comfortable.”

MaleEdit | The Underwear Game

Trunk

“These are a newer style and offer the simplest silhouette, ideal for wearing under slim-fit trousers. They sit perfectly on the hip, a little lower than other styles, and are short in the leg, cutting across mid-thigh, which make them best for men with skinnier legs.”

Take care with ‘hipster’ styles, warn the experts at M&S; they sit low, so work best with tucked in shirts. Or you risk an intimate breeze every time you bend down. 

MaleEdit | The Underwear Game

Boxer Brief

“These are a hybrid between the traditional boxer short and the trunk – they sit on the waist and are slightly longer in the leg. Universally flattering and versatile, they’re the go-to option for most. Particularly good for those with fuller buttocks.”

MaleEdit | The Underwear Game

Athletic

“If you’ve ever tried to run in baggy boxers, we sympathise. Athletic underwear comes with special requirements – it has to keep you in place and be breathable enough to cope with sweaty gym sessions.”

MaleEdit | The Underwear Game

The Other ‘Underwear’ You Need To Know


These days, underwear is about more than just pants. Here’s everything else you should slip between skin and clothes.

Undershirt
This isn’t necessary all the time, but an undershirt prevents sweat stains and means your dress shirts need washing less so last longer.

Go for a V-neck – few things kill your look like a crew neck behind an open collar – in breathable cotton. Look for tight fits in light to mid grey – it’s less visible under a white shirt than white. Vests also create visible lines on your shoulders, so stick to T-shirts.
Socks

White socks are streetwear’s current obsession, but if you’re not in a hoodie, stick to classic black or navy. Your socks should be long enough to show no skin when you cross your legs, unless you’re after mankles. In which case, invisible socks let you flash yours without stinking out your shoes. 

MaleEdit | The Underwear Game

Underwear Rules


Clear Your Drawers Out Regularly
No matter how well you treat your underwear, eventually those tighty whities will turn to grubby grundies. Make sure that you have a regular check-in with your collection of underwear (about every three months or so) and dispose of anything that you’d be embarrassed to be seen in by a significant other.

Pick Your Fabrics Wisely
In most cases, cotton underwear is a great option because it’s natural, breathable and will absorb a degree of unwanted moisture down below – it’s basically your best bet for every day. But if you’re exerting yourself, things get a little more, ahem, steamy, so you’ll need to look for fabrics that bolster cotton’s natural assets by wicking away moisture. A cotton-spandex blend is ideal for gymwear and won’t need to be wringed out after you’ve achieved a
PB on leg day. 

Size Yourself Up Properly
For reasons which we won’t go into, trying on underwear in shops isn’t good form. Having an awareness of your core size and sticking to a certain brand when you’ve found the perfect fit is crucial for comfort, however.

Underwear which comes up too large will have you shifting around in your seat all day, while anything that’s smaller than it should be will cut off your circulation rather than boost your package. Size matters.

This article was originally published in the Fashionbeans.  

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