Why Your Underwear Is The Most Important Thing You Wear On A Date

Why Your Underwear Is The Most Important Thing You Wear On A Date
And how to never have an underwear crisis again.
Special thanks to MeUndies for partnering up on this Primer exclusive 20% off deal and for helping to make Primer possible.

What is this?

Imagine you’re on a first date. You’ve spiffed up. You’re feeling good because you know you look good. You can tell your date is responding. It feels great.

Now pause for a moment and consider this: a big reason why it’s going so well is the intention you’ve brought to the date, both in your attitude and how you’ve chosen to dress.

Dressing with intention is about more than a particular level of polish, style, or status. First and foremost, dressing with intention sends signals about who you are, your values, and how you’d like the world to understand you.

It’s also about asking the question: “Do I value myself enough to take control of how the world sees me?” And answering with a resounding “yes.”

You can sense the difference when you dress with intention, both in how you feel about yourself … and how your date, sitting across the table, feels about you in this moment.

As with any endeavor (learning a language, or building a bridge come to mind), however, dressing with intention falls apart if your efforts aren’t built on a solid foundation. You can put on a perfectly fitted suit, but if your shirt has pit stains? Your date may not know but you will, and it undermines the confidence you should have from wearing a good suit.

There’s no part of your wardrobe where this applies more than underwear.

Think about it: underwear is the most fundamental piece of clothing you own: It’s the first thing you put on in the morning and the last thing you take off. It’s worn close to the skin, so comfort is paramount. It serves a protective and supportive role, so it needs to be well-made and functional. But there’s another reason it’s so vital.

Return to our first date scenario for a moment and fast-forward to the final scene of the evening: your/their place. Things have gone extremely well; clothes are being removed at a rapid pace.

Are you prepared for them to see your true self, as revealed by your underwear?

old boxer briefs

Don't ask me how long I've had these…

For your date, seeing your underwear is a bit like looking under the hood of a used car: You can tell a lot by the condition of someone’s drawers. That outfit you wore might be on point but hole-riddled, decrepit, or immature underwear will immediately undo it.

Everyone knows the importance of underwear in this situation. It’s why every guy, whether he realizes it or not, has “first date” underwear – that extra bit of intentional style bestows confidence and sends a huge signal: I’m someone who minds the details; has follow-through; treats myself with comprehensive respect.

Every guy also knows this feeling: you pull open your underwear drawer on date night and all you have left is that old uncomfortable 'emergency' pair because you haven’t done laundry.

If underwear is so important, why do most of us – including many, many guys who already dress with intention – take it for granted?

men clothing on the floor

Make everyday your favorite underwear day.

Never Roll the Dice on Your Ratty Emergency Pair Again

Most of us can skate by on old or less-than-perfectly-comfortable underwear because, let’s face it, the vast majority time it’s invisible.

But that’s not the point. Dressing with intention starts from the inside out, remember?

What if you could reinvent your underwear wardrobe with premium, stylish pieces that reflect your personality? What if each pair were comfortable and well made? What if you could do it in such a way that you never have to worry about being without a fresh pair, ever again?

As it happens, you can do all of those things with Me Undies.

MeUndies is an online-only company bringing the subscription model to our most intimate wardrobe piece. They offer four styles of men’s underwear (boxers, briefs, trunks, and boxer briefs), all engineered for durability out of super-soft micro modal fabric.

meundies mens underwear fits

In testing, our favorite was the boxer brief. In terms of style and function it offers the best of both worlds, being both snug and flattering but flexible enough for all-day use. The 92% micro modal fabric is impressive, with a soft, premium feel.

MeUndies has also innovated with their subscription model. They offer 33% off an already-competitive price when you subscribe, and they’ll send you a new pair each month. By subscribing you are, essentially, you-proofing your underwear drawer so you’ll never have an emergency pair day again. And with their 100% satisfaction guarantee the only thing you're risking if having to keep your old, ratty underwear. 

But perhaps the best part of subscribing? Selecting which plan fits your intentional style the best: classic, bold, or adventurous.

Adventurous offers fun, whimsical designs for guys who need to express themselves with their underwear. The Classic option are your essential, traditional blacks and greys. Bold offers strong, pleasing colors that we found to be a great balance between the other categories.

Whether you’re just starting to dress with intention or you have been for a long time, MeUndies is a great solution for refreshing your underwear drawer all at once or one piece at a time.

Best of all, MeUndies is offering Primer readers an exclusive 20% off their first order when you click this link. So go pick up your first pair today! And thanks to MeUndies for partnering with us to make this deal possible!

Stillman Brown is a writer and TV producer who has created prime time content for National Geographic, Discovery, Travel Channel and many others. His interests span science & the natural world, personal growth, and food. He lives in Tulsa, Oklahoma.


  • Reply June 15, 2017


    Wow, full length puff piece…unsububbed.

  • Reply June 15, 2017

    Silver B

    $20 for a single pair of underwear? That’s absolutely ridiculous.

    • Reply June 15, 2017


      Never mind that, the name itself would either make me feel like a child, a pirate, or most likely both.

  • Reply June 15, 2017


    this is just ridiculous..

  • Reply June 15, 2017


    I prefer Mypakage myself. Will have to look into these though. $20 may seem pricey but think about it. Women spend that on just their tops and I would like someone to impress me with their selections. Why not do the same with ours?

  • Reply June 15, 2017


    Clothing subscription services are designed to reliably funnel your money into the hands of the business owner. Their business model is to hope you forget or are to lazy to cancel your subscription as underwear you don’t need piles up. I can’t imagine needing 12 new pair of underwear a year. A cheap pair of Uniqlo cotton underwear lasts me about 2 years before getting a hole (worn on a 10 pair rotation). A pair of synthetic underwear lasts 4+ years.

  • Reply June 15, 2017

    Brian Short

    Always been a fan of spending a little more on underwear. Think about what you’re protecting guys, you want to be comfortable all day? Shell out a little extra dough and you won’t regret it. Plus, when is the last time you replaced your drawers? “That outfit you wore might be on point but hole-riddled, decrepit, or immature underwear will immediately undo it.” Most guys have this problem because the initial investment was so little, they probably bought a five pack for $20 at a big box store, and have had them for 3 years. I have pairs going on 5+ years now because they are quality and still look as new as they day I bought them. After five years I’ve replaced all those shotty pairs and now never have to worry how I look if I get caught with my pants down.

  • Reply June 15, 2017

    browneagle44 ロベルト

    For a cheaper/sleeker option, I’d grab Uniqlo’s Airism boxer briefs ($10). Super comfy, plus they travel well and seem to last longer then MeUndies.

  • Reply June 15, 2017


    If you sign up for the monthly subscription you get 20% off each pair, brings them down to $16 which is a good deal, you can also cancel your subscription at any time or just opt out of the monthly delivery if you want. So if you only want to get 3 or 4 or 6 pairs or whatever in a year you can do it. Their fabric is unbelievably soft and comfy and my wife seems to enjoy ‘touching’ them!! Just make sure you size up as they seem to fit pretty small.

  • Reply June 15, 2017

    Brandon Atkins

    The $7/pair (the brand is “1,” I think) that I get at Target work just fine.

  • Reply June 16, 2017

    Adam Wander

    So just a MeUndies advertisement. I hear enough about them on every radio show and podcast I listen to. Casper beds, Tommy John underwear, Sherry’s Berries, Steven Singer Jewelers…we get it.

  • Reply June 16, 2017


    “Underwear is the most important thing”?? Nice headline, how much did the underwear company pay to write this. By the time the women sees your underwear, it’s already over. Unsub

  • Reply June 19, 2017

    Francis D

    Yeah this is an advertisement but frankly Icebreaker and other merino indies are the best. Expensive but still going strong after 5 years still in shape. They dry super quick when you travel…

  • Reply June 26, 2017


    a little pricey for underwear.

    regardless of what brand you wear, I never keep around ratty, worn out pairs – I buy a couple packs of my preferred brand ( I like keeping 10), and keep them in daily rotation. repace in whole when necessary ( when they start to fade, and edge threads start to go, or if the edging starts to get stretched and worn out

    I also keep a separate set for gym and active use

  • Reply June 28, 2017

    Caesar Merlin

    i can smell the product placement shill from here

    • Reply June 28, 2017


      Hey Caesar, This has a big call out at the top that we partnered with MeUndies. All of our sponsorships are always clearly marked.

  • Reply August 25, 2017

    Priya Mane

    your post about Why Your Underwear Is The Most Important Thing You Wear On A Date is helpfull for boys
    thanks for sharing

  • Reply November 20, 2017

    MiXinG v.k

    First and foremost, dressing with intention sends signals about who you are, your values, and how you’d like the world to understand you. http://www.beautysk.com/

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