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Men’s Underwear (or What She’ll See When You Take Off Your Clothes)

Yep. The only reason I see it necessary for us guys to worry about wearing stylish underwear is that critical moment when you take off your clothes in front of your girl.

If you’re taking off an Armani suit, the last thing you want is to wear a cheap-looking pair, right?

Types of underwear

Depending on the intended activity, you can choose between briefs and boxer shorts. Those are pretty much the only two options I recommend (and the ones I’ve been faithful to all my life).

But let’s see the difference.

Briefs look like this:

They have a big advantage in that they keep your genitals in place. This makes them more suitable for sporting activities or jobs that involve a lot of walking.

I don’t recommend you wear briefs if you have a hanging belly as the fat might partially hide them. Since they’re small as they are, you’ll give off the impression you’re not wearing any (just imagine a really fat guy wearing speedos at the beach).

Boxer or trunks, on the other hand, look like this:

By the way, those pictures have kindly been put at my disposal by undieguys.com.au, where you can find a wide selection of mens boxers.

Boxers allow for more room for your boys which, in turn makes you feel more relaxed (and, as I’ve read, can increase your sperm count).

The nice thing about boxers is that they tend to have more more colors and patterns. Which brings me to my next point:

Color matching

I know it may seem odd that you’re trying to match your undies but – hey – if girls like fashion, so do you, right? 🙂

The rule of thumb is to match your underwear with your pants, just like you would with your socks. However, this rule can be broken in casual encounters.

Say you’re wearing yellow socks and khakis. Try a pair of boxers that have yellow on them.


Since your genital area can get hot pretty quickly, it’s really important that you stay away from synthetic fibers. You need to let that area of your body to breathe more than any other part, so make sure you only purchase 100% cotton or wool underwear (or a mixture of those 2).


I just wanted to remind you that here at be stylish we have a no-logos policy on any type of garment. This includes underwear. Unless you have a D&G accessory hidden inside your undies, please don’t wear logos. This includes any type of writings on them.

Need a good reason? What would you like your girl to think about when she sees you almost naked? What’s inside your underwear or some famous designer house? I rest my case.

George Lavas

George is dedicated to fashion and style for men. Based in the UK, George enjoys writing about lifestyle and fashion from both sides of the pond. George created BeStylish.org to help readers create a strong sense of style with minimum effort believing that everyone can look and feel good, all day, every day.

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