For a long time, men have viewed underwear as an afterthought. They were made of white cotton, reached up to your armpits, looked like you had a perpetual load in your pants and were bought in a 50 pack that’d last well into the next decade (or five, if you’re like my grandfather).
Other than shoes, underwear will impact your overall comfort more than any other garment. It doesn’t matter what you’re wearing on the outside, if you’ve got ill-fitting, bunching underwear, you’ll be annoyed and uncomfortable.
There’s a reason rough, uncomfortable clothing has been used for thousands of years as a form of torture.
The 2 Rules of Underwear Every Man Should Live By
Before we get into details, whether you go with my recommendations at the bottom of this page or not, these are the 2 rules for you should adhere to:
- Color is very important.
Just like I mentioned in my 10 Style Mistakes Ebook regarding socks, you should never wear (or own!) white underwear. It’s gross looking, stains easily and reminds everyone of their father or grandfathers – and not in a good way. So stick with the dark, solid colors like black, brown, blue or charcoal gray and you’ll be fine.
- Avoid logos as much as possible.
With some brands, including the ones I think you should own at the bottom of this story, it’s almost unavoidable, but please, please refrain from the ridiculous tommy logos and other crap like that. It’s just trashy.
Why You Should Only Wear Boxer Briefs
Underwear is an item of clothing that, if it’s doing it’s job correctly, shouldn’t be noticed. If you’re thinking about your underwear, even a second after you’ve put them on, that’s a problem.
There’s 5 major types of mens underwear
- Boxer Briefs
- (Technically, there’s thongs too, but… no)
Underwear should not do the following
- Bunch or dig into your leg or crotch.
- Cause any chafing.
- Create visible panty lines (VPL’s) – this is a problem for men, too!
- Turn your undercarriage into a cheese factory.
- Remind someone of their meth-cooking father or grandfather.
In my experience, there’s only one type of underwear that has the least amount of the problems listed above: boxer briefs.
This is why I only recommend the best boxer briefs to all my clients. They’re the holy grail of underwear for the following reasons:
- Most comfortable fit
- Great breathability
- Keep your plums secure
- Flattering on any body type which is important because you want a woman to still think you look sexy when you’re just in your underwear
- Won’t show through clothing and/or create VPL’s.
The Best Boxer Briefs
Here’s the brands I recommend to all my clients, based on their needs and preferences and what I’d consider the most comfortable underwear for men.
Ex-Officio Give N Go Boxer Briefs
There’s two different pairs from Ex-Officio that I recommend. The Give N Go’s are the ones my clients love the most. I’ve never seen them get so enthusiastic about a brand, but they really do love these.
- Super comfortable, soft fabric.
- Moisture wicking, breathable, synthetic blend material.
- Generous, almost drop-crotch fit.
- Very little stretching after extended use.
- Extremely durable – I’ve seen them last over a year of regular wear with very little breakdown in quality or fit.
- They don’t bunch.
- I like the smaller waistband a lot, since it won’t be sticking out the top of your pants as much as some other brands.
- They definitely look “sporty”, especially with the logo on the waistband.
- If you prefer natural fibers, these are synthetic.
- If you really like your plums held tightly in place, like with briefs, these will feel a little loose in that area. They feel more like boxers since the crotch is cut lower.
- Some clients don’t like the odd angled stitching along the butt, they say it feels a little weird. But others say they prefer it.
- The pocket access is through the side, which is the norm, but there’s another brand that I think does this better, which I’ll get into shortly.
Ex-Officio Give-N-Go Sport Mesh 6 or 9 Inch Boxer Briefs
These are similar to Give and Go’s, but my clients that didn’t like the regular ones, preferred these because:
- The material is softer and silkier, but some of them also noted that this silkyness led to some bunching around the upper thigh as the day wore on. The best way to mitigate this is by getting the 6 or 9 inch versions depending on how tall you are.
- The pouch/pocket in the front is smaller and tighter. These are their sport version. So if you really like your plums kept snug, these are better for you.
- The downside is the loud colors and contrasting stitching. I personally think it’s a bit much, but my clients loved the fit and material so much that I’m willing to make an exception here because I want you to be as comfortable as possible. Just make sure to get the black ones with the red stitching – the other colors are way too loud.
Tommy John Second Skin Boxer Brief
- Super soft material – the softest of the bunch, by far.
- A top-loading pocket design that’s easier to use at the urinal.
- Very breathable.
- Comfortable waistband.
- Snug applebag fit.
- They’re pretty damn pricey – $30+ a pair.
- They don’t retain their shape very well after extended wear, which can lead to a little bunching in the legs. To avoid this, I’ve had clients go down a size, but after a little bit, they’ll stretch out perfectly.
- Not as durable. You’ll definitely have to replenish your stock more often than with Ex-Officio. These usually last about 8 -10 months with clients before they start wearing thin in areas.
- They are made of thinner material, which is kind of sheer, which adds to the less-than-durable point I just mentioned.
H&M Cotton Stretch Boxer Briefs
I’m sure some of you are looking at the prices of my recommendations above and think I’m crazy. If caring about your genital comfort is a crime, then arrest me now!
My, let’s just say… “budget-conscious” clients prefer these over the other brands for the following reasons:
- They’re cheap – $18 for a 3 pack.
- Decent cotton fabric – not the best, but not the worst, either.
- Doesn’t bunch as much.
- No branding/logos- which is a big plus.
- Did I mention they’re cheap?
- Not as soft as other brands.
- Not as durable and have a tendency to fade quicker than other brands.
These just barely didn’t make the cut, but I wanted to include them as well. For their price, they’re great, but durability and longevity is always an issue at these price points. But if you really don’t want to pay a lot, these are right up your alley and hit the color and no-logo points perfectly. Just please replace them when they’re faded or holey. Typical usages was anywhere from 6 months to a year.
That’s it, those are the honest-to-goodness best boxer briefs that I use with all my clients. So get your sh*t together and start wearing the most comfortable underwear for men – boxer briefs! Your psyche and gentleman’s sausage (that’s 4 euphemisms for male genitalia, if you’ve been keeping track!) will thank you!