The Most Attractive Undwear for Men, According to Women

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For most men, it’s a moment that we look forward to—and, quite possibly, fear.

You’ve successfully struck up a connection with a woman and forged a relationship.

Now it’s date night, and she’s either graciously invited you back to her place, or accepted an invitation over to yours.

Things are getting intimate, the air is thick with the best possible kind of tension, and it’s time to strip away the pretense—and your clothes.

That’s right:

She’s about to see you in your underwear for the first time.

Woman taking off a man's pants
“Oh my god. Oh my god. Oh my god. Oh my god.”
[image: Galina Tcivina / Shutterstock]

Depending on how long you’ve known her, you’ve probably been thinking about this moment for a long time. (But don’t worry—I’m not even going to ask what you were doing while you thought about it…)

It may be what motivated you to start a workout plan or clean up your diet to try and cut a stronger silhouette.

But if you’re not sure whether your underwear game is on point, you may have felt a considerable degree of trepidation as you agonized over that all-important question:

What men’s underwear is most attractive to women??
Man and woman in their underwear
[image: kiuikson / Shutterstock]

Will she be mortified by your boxer shorts? Turned off by traditional briefs? Confused and disgusted to find that for some reason you’re wearing the Borat bathing suit under your jeans? (Probably.)

To help make sure you’ve got the right pair of underwear to meet that all important moment, in this post we’ll reveal which style women consider to be the sexiest underwear for men, and show you where to find the highest quality sexy underwear at affordable prices.


The Most Attractive Underwear for Men


What underwear do women like on men?

Fortunately, the helpful ladies of Style Girlfriend have created a video that should end your agony once and for all.

In a video dedicated to revealing what women think when they see a guy get naked, Megan Collins and her staff also reveal what kind of skivvies they want to see just before you strip bare:

Can’t listen or watch right now? No worries, here’s what Style Girlfriend editor Hitha said about 16 seconds in:

A woman seeing a man in tighty whitey briefs
“OMG, you still wear tighty whities? Yeah, no, this is done.”

“The first memorable time that a guy [I was with] was getting undressed was a tighty whitey situation and I. Was. Horrified.”

You’re probably not shocked to learn that tighty whities are not the way to go.

While grown men may still sometimes play with toys, the truth is that tighty whities are more appropriate for little boys than for grown men.

So what type of underwear do women want to see when you strip down?

When it comes to boxers or briefs, women say the most sexy men’s underwear is… 

“Boxer briefs,” Style Girlfriend founder Megan Collins says definitively.

“And if it’s not, then you just sort of like quietly collect your things and it’s like, ‘Bye…‘”

Now, admittedly, the ladies at Style Girlfriend can’t – and don’t claim to – speak for their entire gender.

But if you polled most women, I’d be willing to bet that the vast majority would say boxer briefs are their preferred style of underwear for men.

And it’s not hard to figure out why.


Why Boxer Briefs Are the Perfect Men’s Underwear Style

It All Comes Down to the Three Keys
1. Sharp Style
Man wearing boxer briefs
Wearing boxer briefs is a must. Having great abs and posing pensively by the window? That’s up to you.
[image: Studio Romantic / Shutterstock]

First and foremost, boxer briefs are the best men’s underwear style because they just look better, as the ladies of Style Girlfriend alluded to above.

They’re sleeker and more refined than traditional men’s boxers, but not nearly as skimpy or revealing as briefs.

They provide the perfect combination of sleek looks and a supportive fit, which helps you feel a little more comfortable in your own skin, and makes pulling on a pair of boxer briefs a real confidence booster.

2. Increased Comfort
Man jumping in boxer briefs
Could you do this in boxers? Probably. Would your junk fall out? Definitely.
[image: Atstock Productions / Shutterstock]

Secondly, boxer briefs also feel a helluva lot better, which for my money might be the best part about them.

When I grew out of my old pairs of tighty whities, I transitioned right from an underwear brief to the loose-fitting kind of boxers that come with a button fly.

But I quickly found myself annoyed by the way all that extra fabric would bunch up around my nether regions every time I pulled on a pair of jeans.

(And don’t even get me started on the swamp-ass situation that would develop in the summer…)

But adding boxer briefs to my underwear collection solved that problem perfectly.

As a hybrid style, they provide a perfect fit for everyday wear because they keep everything in the right place, without all the excess fabric of boxers.

3. Maximum Versatility
Diverse group of men wearing boxer briefs
All guys look good in boxer briefs
[image: oneinchpunch / Shutterstock]

And third, the other thing that makes boxer briefs the best underwear is that, unlike most types of male underwear, they look great on all different types of men.

Really jacked guys might be able to get away with briefs in certain situations, while the type of men who have bigger, heftier bodies can sometimes pull off a pair of boxers.

But every guy looks great in boxer briefs.

If you keep your underwear drawer stocked with boxer briefs, you never have to worry about whether or not your everday underwear will be ready for the big moment.

Instead of wondering whether you should sneak away so you can slip into a pair of silk boxers, you can be confident that she’ll be perfectly pleased with boxer briefs.


The Most Attractive Underwear Color for Men

Man choosing between multiple underwear colors
[image: YouraPechkin / Shutterstock]

When it comes to men’s underwear styles, choosing the right type is definitely the most important thing, as the good ladies of Style Girlfriend have made clear.

But once you know which type to look for, the next question is what color to choose.

Nowadays you can find boxer briefs in a wide variety of colors and allegedly sexy styles, including everything from vibrant colors like hot pink to fun prints, like this Valentine’s Day pair I found on Amazon.

But style experts seem to agree that the most sexy mens underwear colors are straightforward, simple and classic classic.

As Antonio over at Real Men Real Style writes, “Basic, solid colors like black, white, gray, blue and red are great color choices.”

And according to AskMen.com, women seem to agree.

They interviewed celebrity publicist Traci Coulter, who said animal prints are a definite no-go.

(Her exact words were: “As for cheetah print, no thank you.”)

Meanwhile, celeb stylist Nicole Crews agrees with Antonio.

“Darker hues like black and navy are not only classic and masculine options,” she points out, “but slimming and stain-camouflaging too.”

So, while it may seem like a great idea to go with vivid colors or a strong print, the best options are the ones that make a man look… well, manly.

And at the end of the day, those are the kind of dark, solid colors you see on most everyday underwear.


A Few of the Sexiest Boxer Briefs for Men

Now that you know which type of men’s underwear women most want to see on a guy, and which colors they tend to prefer, it’s time to recommend a few pairs that fit the bill.

Calvin Klein

Calvin Klein underwear

Don’t let the likes of David Beckham and Justin Bieber deter you:

Calvin Klein’s skivvies have become the most iconic type of designer underwear on the market, and not just because of their celebrity-packed ads.

They were one of the first brands to introduce cotton stretch boxer briefs, which to this day are still the perfect pair for everyday use.

With a 90% cotton, 10% spandex blend, they offer a supportive, tight fit, but have more than enough stretch to keep things comfortable throughout the day.

If you’re looking for one pair of underwear that will never steer you wrong, look no further.

Check Price ➤


Mack Weldon

Mack Weldon boxer briefs

Whereas Calvin Klein is one of the oldest and most trusted names in the luxury underwear game, Mack Weldon is a newer player, and it’s quickly become one of my favorite brands.

They cater to the kind of men who don’t mind paying a little extra for reliable, well made staple pieces made from premium fabrics.

They carry a wide range of men swear, including quite a few different boxer brief options, but my personal favorite is their Silver HD Boxer Brief.

It’s made from micromodal and “antimicrobial ioni silver” (hence the name), which gives it both the soft, silky feel of sheer fabrics and the sweat-wicking properties of gym clothes.

Plus, it’s got a double-sided fly to give you (and, ahem, potentially your date) easy access.

Check Price ➤


Public Rec*

Public Rec boxer briefs
*I know what you’re thinking, but relax, that’s PubLic Rec—with an “L”

I put Public Rec’s pants, henley, shorts and sweater to the test for my full Public Rec review last year, and really appreciated both the style and the comfort of their clothes.

So when they came out with boxer briefs, picking up a pack was a no brainer.

Silky soft, sweat-wicking and comfortable as hell, you won’t be disappointed with Public Rec’s boxers—and, more to the point, neither will she.

Check Price ➤


More Great Options ↓

The three pairs above are definitely my top picks for attractive boxer briefs, and the best way to go if you’re looking for underwear that’s both comfortable for you and appealing to her.

But there are plenty of other designers and brands who offer a wider variety in everything from the color and fabric to the fit and sale price.

Below are a few more options that will help you dress (your crotch) to impress (your date).


Andrew Christian

Andrew Christian Boxer Briefs

Check Price ➤


Tommy Hilfiger

Tommy Hilfiger boxer briefs

Check Price ➤


Tom Ford

Tom Ford boxer briefs

Check Price ➤


Pair of Thieves

Pair of Thieves Boxer briefs

Check Price ➤


Gregg Homme

Gregg Homme boxer briefs

Check Price ➤


More Men’s Underwear, Style & Grooming Advice from Irreverent Gent:

About Dave Bowden

Dave Bowden

Founder, Irreverent Gent
Author, Man in Command and Stop Doubting, Start Dating
Writer, Really Wordy Author Bios

Dave Bowden is a style blogger, menswear expert and best-selling author (in Canada—but still!) whose advice on how to look good and live well has been featured in New York Magazine, The Wall Street Journal, Men's Health and more.

When not obsessing over style and self-improvement, he can usually be found spending time with his wonderful wife and two amazing sons, indulging in a hoppy craft beer, or sobbing over the woeful state of Toronto's sports teams.

Check out Dave's Style Story to find out how a chance encounter with his friend's step-dad taught him the value of looking good and living well (don't worry—it's less creepy than it sounds!), or email him at [email protected] if you want to get in touch.

12 thoughts on “The Most Attractive Undwear for Men, According to Women”

    • That’s true, and a fair point. I suspect that the women over at Style Girlfriend would object to briefs all colors though. The issue isn’t so much the color, it’s the style—briefs just don’t look particularly masculine, at least in my humble estimation.

  1. Well I’m not comfortable in boxer briefs. Loose fit boxers for me. Lots of room hang as nature intended. When the trousers come off I’m comfortable and that is sexy. Being cramped and uptight? Not sexy at all!!

    • You’ve got to do you, Jay. I completely agree that you have to feel comfortable in what you’re wearing, regardless of what other people might think.

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