Most Attractive Underwear for Men
“Oh my god. Oh my god. Oh my god. Oh my god.”

As 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, 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.

You’ve probably thought about this moment on more than one occasion. (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 kind of underwear does she want you to wear??

The Most Attractive Underwear
for Men – Revealed!

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:

Most Attractive Underwear for Men
“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. So what kind of underwear do women want to see when you strip down?

“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 I’d be willing to bet that if you polled most women, they’d agree that boxer briefs are their preferred choice.

Most Attractive Underwear for Men

And it’s obvious why, too. Boxer briefs just look better: sleeker and more refined than boxers, but not nearly as skimpy or revealing as briefs.

They feel a helluva lot better, too. When I grew out of my tighty whities I transitioned right from briefs to full-on boxers, and quickly found myself annoyed by the way all that extra fabric would bunch up in the last possible place you want fabric bunching up. Boxer briefs solved that problem perfectly.

A Few Good Options

So if you’re still rocking anything other than boxer briefs down there, it’s time to make the switch.

To help get you started, here are a few good options, all easily available on Amazon. Pick up any one of these to upgrade your underwear before that crucial make-or-break moment.

Most Attractive Underwear for MenHanes 5- or 7-Pack

You can switch to boxer briefs and still keep it basic. Black and grey are classic colors, and there’s something to be said for the comforting feeling of pulling on some fresh-from-the-dryer cotton underwear.

See on Amazon ➤

Most Attractive Underwear for MenCalvin Klein Cotton Stretch

One step from Hane’s cotton briefs are Calvin Klein, universally recognized as a solid, unimpeachable choice for underwear. They’re a little pricier, but the increased cachet of wearing Calvins will be worth it to some.

See on Amazon ➤

Most Attractive Underwear for MenChampion Elite SmartTemp (aka Moisture-Wicking)

If you’re concerned that cotton can’t quite cut it when it comes to… well, let’s just call it “moisture,” then consider stepping up to performance underwear. Designed for sports, they wick sweat and help keep you dry, which, while not addressed directly by the ladies of Style Girlfriend, is almost certainly a plus.

See on Amazon ➤

Most Attractive Underwear for MenHOFISH Men’s Six-Pack Color

And finally, don’t be afraid to venture out of the safe black-and-grey zone and try a pop of color. For a lot of guys, the color of our underwear matters about as much as when Taylor Swift’s next album drops — which is to say, who gives a shit? But the fairer sex may well appreciate a brighter boxer brief, so if you don’t care one way or the other, you might as well play to the crowd.

See on Amazon ➤

Wrapping Up

A Final Word on the Best, Most Attractive and Most Comfortable Mens Underwear

Generally speaking, I don’t advise putting much stock in what other people want you to wear. Your style should be personally fulfilling first, and pleasing to other people a distant second.

And technically speaking, underwear is no different. If the ladies of Style Girlfriend had said that the most attractive underwear for men is a hot pink thong, I promise you would not be reading their recommendation on this blog.

But the good news is that’s not the case, and boxer briefs happen to be both the style of underwear that I think you’ll enjoy most, and the kind the ladies want to see.

Of course, underwear is only one piece of the menswear puzzle, and one of the last pieces, at that. If your look isn’t on-point before stripping down, you may never get the chance to reveal what you have on underneath.

Fortunately, I’ve got you covered. Enter your email address below and I’ll send you a checklist outlining the Nine Details You Need to Nail to step up your style and put your best face forward.

Want to Out-Dress the Other Guys?

The (handsome) devil is in the details.

Enter your email address below to discover the 9 Details You Need to Nail.

I will never send you spam. Unsubscribe at any time.

Dave Bowden
As the founder of Irreverent Gent, Dave helps thousands of guys sharpen their style, strengthen their confidence and stand out from the crowd. When not blogging, he loves working out, obsessing over the MCU (#ILoveYou3000) and pretending to know about wine when his wife takes him somewhere fancy.


  1. Def wish I read this when I was younger. You don’t want to know how long it took me to make the switch from my tighty whities…

  2. I was just having this debate with a friend the other day. Nice of the ladies at StyleGf to clarify. Thanks for sharing!

    • You got it Tomas! “Fun + helpful” is basically my entire mission here, so thank YOU for reading and responding! Glad you enjoyed it.

Comments are closed.