Men’s Capsule Wardrobe: How to Choose Your Underwear (Guide)

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New year, new wardrobe! Men’s capsule wardrobes are trendy right now, yet I didn’t even know the term existed until last month. I love the concept: keep your wardrobe to a curated collection of shirts, pants, shoes, shorts, etc., such that you can mix and match to always look stylish without thinking. Of course, I pioneered this concept for years as I wear only a few shirts and a few shorts and pants, all in various shades of blue. The only reason why I didn’t get famous is that capsule wardrobes are also supposed to be stylish. 

Capsule wardrobes save time for men in the morning when getting ready and save money and shopping trips. If you buy a select number of high-quality clothing pieces and have a timeless design, you can wear this wardrobe for years – perhaps decades – without needing new clothing. High-quality clothes don’t succumb to wear and tear easily, and timeless looks never go out of style.

I believe guys need to plan their underwear drawer as much as any part of their capsule wardrobe. Yet blog articles about designing a men’s capsule wardrobe overlook an essential component: underwear. What’s the point of looking sharp if your underwear is uncomfortable? Or having to replace your underwear every few months because you buy cheap multi-packs without any thought?

If you are taking the time to plan out your wardrobe, take time to plan out your underwear collection (as well as how to fold your underwear). Below I go through how to choose underwear for a men’s capsule wardrobe. Then I present my ideal underwear collection for a capsule wardrobe for 21 days. But please note that this is only one way to design your underwear collection out of infinite choices; only you know your underwear preferences the best. 



Underwear Considerations for a Men’s Capsule Wardrobe

Before selecting your capsule underwear, take a few minutes to understand your underwear needs. A little planning now will ensure you have a capsule underwear collection that is timeless, stylish, and comfortable.

  • Chafing: Chafing is a skin irritation caused by loose or baggy clothes. If your upper legs get scratched from your shorts or trousers, stick to longer-leg styles such as boxer briefs or long-leg boxer briefs. Guys who don’t chafe can explore shorter styles such as trunks and briefs.
  • Work Climate: In what kind of climate do you spend most of the day? Men who work outdoors primarily will have different needs than men sitting at an office desk all day, primarily due to sweat and chafing. Guys working outdoors, especially in hot climates, will want moisture-wicking underwear, while men at a desk will cherish soft, form-fitting styles.
  • Business and Business Casual: If you wear dress pants regularly, you’ll need to purchase higher-quality underwear that doesn’t have thick leg bands (if you wear boxer briefs or trunks). Why? Boxer brief lines! The male version of the visible panty line is alive and well. I can’t tell you how many times I know what style of underwear a guy is wearing just by looking at his legs while walking. While I find visible boxer brief lines hot, many guys would be horrified if they knew. I’ll pick out styles that minimize this.

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  • Fly or No-Fly: Having a functional fly on your underwear is a personal preference and does not affect your capsule underwear collection. However, if you strongly prefer having a fly, buy underwear with a fly. Requiring a functional fly will limit your selection, so you may want to buy a test pair of no-fly underwear to see if you can make it work. I don’t usually use my underwear fly for almost a decade, and I don’t miss it.
  • Leisure Activities: You’ll want to ensure you have enough underwear for leisure activities, especially if they differ from your working job. For example, if you work at an office but hit the gym and go hiking on the weekends, you’ll want to stock up on quick-drying underwear. Likewise, if you work outside but love to Netflix and chill on the weekends, you’ll love buying some soft modal and bamboo underwear.
  • Budget: Finally, how much do you want to spend on your new underwear drawer? I find the sweet spot for men’s underwear is around the $15 per pair range. Buying 21 pairs will total up to around $325 plus tax. Can you afford this? If you can and perhaps can afford more, then not a bad idea to grab some or all undies in the $25-$35/pair range. If not, I’ll go through some ways to reduce the bill, especially down to around $10/pair.

Six Steps to choosing underwear for a Men’s Capsule Wardrobe

Below are my six steps to creating your capsule underwear collection. While I guide you below, use your own experience to help you. What fabric and styles do you like already? What do you not like? Take my guidance and adjust it to your personal preferences for the ultimate underwear collection for you.

  • Primary Work Environment (buy 15 pairs, one for each workday for three weeks): I always recommend expressing yourself through the colors and patterns of your underwear as much as you want. Yet, I recommend two tips for work: I don’t recommend white underwear in high-sweat situations, and stick with briefs or trunks if you wear tight suit pants or trousers.
    • If you primarily work inside an office or at home, you’ll want to purchase light and soft underwear composed of modal or bamboo fabric. If you don’t want a fancy pouch and just want your standard vertical fly pouch, then get David Archy’s bamboo boxer briefs or their bamboo briefs (especially if you are upgrading from your standard Hanes or Fruit of the Loom cotton boxer briefs). They are less than $10/pair, and if you use my code hello200, you’ll get Free Shipping!
    • Another fantastic inexpensive option is Jockey modal boxer briefs. They are slightly more expensive than David Archy, but you can buy them from Amazon, especially if you are a Prime member and get free shipping.

Me wearing Jockey modal boxer briefs
Add some fun to your workday with these Jockey modal boxer briefs.
I am wearing blue David Archy bamboo boxer briefs.
Are you taking your next work call in this kind of comfort from David Archy?

  • If working outdoors is your primary occupation, you’ll want quick-drying, moisture-wicking underwear. While modal and bamboo are better than cotton in this regard, polyester and nylon-based underwear perform the best. I recommend Puma’s performance boxer briefs (read my review), and if you tend to chafe, buy 9″ longer-leg boxer briefs from Jockey.

Last update on 2024-02-28 at 13:35 / Affiliate links / Images from Amazon Product Advertising API



Last update on 2024-02-28 at 13:35 / Affiliate links / Images from Amazon Product Advertising API


  • Weekends (buy six pairs, one for each weekend day for three weeks): If you purchased darker, minimalist colors for your workdays, go bolder on your weekends. Weekends are your time to let loose and be playful.

Chill Boys Boxer shorts

Last update on 2024-02-28 at 11:38 / Affiliate links / Images from Amazon Product Advertising API


  • Prefer a functional fly? If you want a functional fly, substitute the underwear picks above with these choices. If you don’t care if you have a functional fly, skip this step and go to step 4.

Under Armour 6-inch Boxer Briefs
8,196 Reviews
Under Armour 6-inch Boxer Briefs
  • Lightweight, smooth HeatGear fabric for superior performance
  • 4-way stretch construction moves better in every direction
  • Material wicks sweat & dries really fast

Last update on 2024-02-28 at 18:36 / Affiliate links / Images from Amazon Product Advertising API


  • Wear business suits and pants to work? I’d recommend buying briefs and square-cut trunks to prevent a baggy look and boxer brief lines under suit trousers. If you’d prefer a bit more coverage than Separatec’s hip-cut briefs I recommended above, try T-Bo’s bamboo trunks instead. If you don’t wear suit pants on a regular basis, skip to step #5.



  • Avoiding duplication: At this point, review your underwear choices. If you only have underwear of one kind – either all modal/bamboo or all polyester/nylon/mesh – then buy three extra pairs of the other kind. Purchasing a different type of underwear ensures that you have the ideal underwear for various situations.
  • Sex appeal: Finally, you’ll want to buy special underwear for date nights. Your date or significant other deserves your best underwear, regardless if you are dating around or been married for years. Buy three extra pairs of sexy undies to have on stock. Men need to have sexy underwear for sexy occasions.
    • Every guy needs to have a pair of plain black hip-cut briefs or trunks for a sophisticated date night. I recommend a three-pack of either T-Bo’s black bamboo briefs or Calvin Klein’s microfiber trunks (I’ve worn Calvin Klein’s microfiber trunks and boxer briefs for many years). Both brands’ black underwear is sexy and elegant, exactly what you need.

Calvin Klein Microfiber Trunks
1,794 Reviews
Calvin Klein Microfiber Trunks
  • SILKY SOFT MICROFIBER: The signature mix of fibers offers exceptional stretch, dries fast and wicks away moisture to keep you cool and dry
  • SUPPORT + COMFORT: Featuring a contoured pouch for a supportive fit, Calvin Klein’s men’s Trunks have a soft, flexible logo waistband that stays put without too much compression and retains its shape, wear after wear
  • SIGNATURE FIT: Designed with a full rise. Waistband sits at the regular level, above hip. Leg line sits high on thigh

Last update on 2024-02-28 at 15:51 / Affiliate links / Images from Amazon Product Advertising API


  • And here is a twist many guys won’t see coming: add a jockstrap to your collection for sexually charged nights. You can read my story about my first jockstrap and my jockstrap revved-up sex that night. Since then, I received a second jockstrap from Teamm8, which I love. I love the look of PUMP!’s SportBoy jockstraps as they provide brief-like coverage in the front while fully naked in the back. If you already have black briefs or trunks from your selection for everyday wear, then buy one or two more jockstraps in addition to PUMP! Select your favorite colors from Obviously’s selection for a more traditional, yet playful, jockstrap.


Last update on 2024-02-27 at 23:39 / Affiliate links / Images from Amazon Product Advertising API

Other Considerations for Your Underwear Collection

Now you have your underwear collection set to complete your men’s capsule wardrobe. Yet, before purchasing, here are a couple more considerations before your click Buy Now.

  • Budget: I chose underwear above to average $15 per pair, even a bit less. This price range is the sweet spot in men’s underwear, providing great styles and fabrics for a reasonable price. However, if you can afford a higher budget, you can splurge for premium underwear providing premium design and quality.
    • Home/office workers and Netflix and Chill weekends: In lieu of Separatec, upgrade to Saxx Ultra or Bn3th Classic briefs, trunks, and boxer briefs. Both of these brands feature separated penis pouches – to separate your balls from your groin – amazing quality, and a plethora of designs for both the office and playful weekends. I personally own Saxx Ultra boxer briefs and I love them. Caution: If you are worried about boxer brief lines or bunching, Saxx designed its Ultra underwear to be a tad loose fitting. Either buy Ultra briefs or choose Saxx’s Vibe boxer briefs instead.
    • Weekend warriors and outdoor workers: Likewise, go with Saxx’s Quest boxer briefs or Bn3th’s Entourage boxer briefs. Both styles feature the same penis pouch and quality, yet with moisture-wicking fabric.
  • Sizes up to 4XL: Not all of the brands on here carry sizes up to 4XL. Yet, no need to sacrifice on comfort, quality, or design just because brands don’t cater to guys in this size range. Gruff + Tumble underwear caters to men wearing sizes large to 4XL. For indoor workers and relaxing weekends, choose their Statesman Boxer Briefs, made from modal fabric that is just as plush as bamboo underwear. For outdoor workers and sports and gym sessions, go with Gruff + Tumble’s Sportsman Compression Shorts.
  • Shorts with Built-in Underwear: For the ultimate minimalist capsule wardrobe, why not combine your underwear and your shorts into one package? More and more brands are selling shorts with built-in underwear (the “liner”), which will really streamline your wardrobe. Read my pros and cons of going this route to see how these shorts can work for you.

Now Put your Underwear Plan in Action

You’ll have 24-27 pairs on your wishlist for your three-week men’s capsule wardrobe underwear collection. To summarize:

  • 15 pairs for work underwear, generally in modest, neutral colors and patterns
  • Six pairs for weekend underwear, generally in brighter, vivid colors and patterns
  • +3 additional pairs of the opposite category if the first 21 pairs are all the same
  • +3 extra pairs for special date nights

That’s it! With this underwear collection, you’ll always have underwear on stock for the right occasion, yet without needing to think or find the best pair of underwear each day (also easier if you fold your underwear!). It covers the lifestyle of many guys, with adjustments allowed to fit your lifestyle the best. Once you have done this, let me know how you have enjoyed your men’s capsule wardrobe in the comments. And if you need help, don’t forget to email me at hello@mensunderwearguide.com!


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Eric at MensUnderwearGuide.com

Eric is the creator and writer of MensUnderwearGuide.com. He loves boxer briefs and trunks, exploring the new world of briefs, the soft feeling of modal and the lightness of mesh microfiber, and of course writing and researching the world of men's underwear.

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