15 Best Men’s Underwear for Comfort, Style, and Sex Appeal

After 63 hours of research evaluating 93 products, we picked Calvin Klein Men’s Modal Boxer Briefs as our top choice.

Underwear is no joke, no sir. The right pair of men’s undies can have you feeling confident, sexy, and most importantly, comfortable. Who wants to spend the day adjusting, itching, and focusing solely on what’s going on under your trousers? Didn’t think so. 

That’s why we’ve spent hours researching for the best men’s underwear on the market, holding them to strict guidelines. We’ve assessed fabric softness, cut, fit, longevity, price, and versatility of sizing and styles. You’ll find boxers, briefs, and everything in between, as we’re big on catering to all preferences around here.

We can’t hold it in any longer, our top pick for the best men’s underwear is the Modal Boxer Brief by Calvin Klein. Stretchy, soft, and oh-so-flattering. 

Men’s Underwear Buying Guide

Planning on overhauling your underwear collection? Good, it’s about darned time! Yes, we men can get pretty attached to our underwear, but there comes a time when we need to change things up. Here are a few tips to help you get the right underwear:

  • Always buy more. You need to wear one pair per day, so you only need 7 pairs of underwear, right? So, SO wrong! Even if you’re faithful to doing laundry, you always want to have a few extra pairs on hand in case your underwear starts sagging or gets faded. Plus, with 10 to 15 pairs of underwear, you can rotate colors and styles like you would your shirts. Underwear is as important to your style as your T-shirts or pants!
  • Shy away from boxers. Boxers are the go-to for guys who want to be uber-comfortable, but they’re a lot less comfy than you’d think. Between the bunching up and the propensity to get sweaty and soggy, they’re not your top pick. Instead, consider another style (see the next section). Bonus: According to GQ Magazine, a lot of women prefer men who wear styles other than boxers!
  • Go lightweight. Unless you’re shopping for long johns or thermal underwear, you want lightweight fabrics. Cotton is a classic option for boxers, but try boxer briefs or trunks with nylon, rayon, or polyester blends. These materials will help to keep you cool during the hotter months and provide you with snug, supportive comfort.
  • Avoid over-tight underwear. You’ll feel the tightness in three places: the waistband, the leg bands, and the crotch. If the underwear is too tight on either your waist or legs, you may cut off proper blood flow. If the crotch is tight, it could increase the heat in your genitals, leading to rashes, excess sweating, and even affected sperm quality.

Follow this advice when buying underwear, and you’re in for maximum comfort!

#1 Best Boxer Briefs for Style + Comfort

Calvin Klein Men’s Modal Boxer Briefs

  • Super Comfortable
  • Supple Modal Fabric
  • Body-hugging Design

Pros

A contour pouch enhances your profile (translation: it makes your package look bigger). Ultra-soft fabric stretches to hug your body comfortably. Oh, and several men say their significant others think their butts look nice in this underwear.

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#2 Most Comfortable Boxer Briefs

Tommy John Men’s Second Skin Trunk

  • Fits great, includes kangaroo pouch
  • Super comfortable
  • Feels like nothing beneath your clothes

Pros

We have so much to say about this underwear pick. In short, they’re lightweight, super soft, and all-around comfortable. It really feels like you’ve got nothing on, yet the support is solid. A perfect combination and we love wearing them.

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#3 BEST COMFORTABLE BOXER

5Mayi Men’s Soft Cotton Boxer Briefs

  •         Contoured to fit
  •         Boxer-briefs closure
  •         Breathable fabric

Pros

If you are a very active man and might want to keep things secure, then 5Mayi men’s underwear is the perfect option. High durability for a great price can be difficult to find. The boxer briefs will not let you down at any point. 

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#4 Best Active Boxer Briefs

Adidas Men’s Sport Performance Climalite Boxer Briefs 2 Pack

  • Ideal for athletes and active men
  • Moisture-wicking design keeps everything cool and comfortable
  • Stylish shape and sleek cut; stays in place no matter how much you move around

Pros

Comfortable, lightweight, good elasticity, athletic design, non-chafing, moisture wicking, great cut/fit, and won’t ride up.

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#5 Best Fitting Boxer Briefs

SAXX Vibe Boxer Modern Fit

  • Softness is unreal
  • Hip Design
  • Combines comfort & style

Pros

Not only are the Saxx Vibe Modern Fit Boxers both comfortable and soft, the also include the “articulated contour pouch,” which effectively holds everything in place.

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#6 Best Active Boxers

ExOfficio Men’s Give-N-Go Boxer

  • Created using a high-quality and very soft material
  • The nylon-spandex fabric provides extra comfort through breathability and moisture-wicking capabilities
  • Treated with Aegis Microbe Shield, odor control is one of most lauded benefits of these shorts

Pros

ExOfficio is a very well-known and trusted brand when it comes to men’s underwear. And with 1,761 customer reviews on Amazon and a recommendation by Gear Patrol, these are a must-try for the boxer-wearing man, regardless of where, when, or how often you’d wear them.

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#7 Best Flexible Boxer Brief

Fruit of the Loom Men’s Coolzone Boxer Briefs

  •         Wicks moisture
  •         Support shaped fly
  •         Soft, fabric-covered waistband

Pros

Fruit of the loom boxer briefs is manufactured with a mesh fly that gives support and ventilation right where you want it. It offers no-ride up legs and systematically positioned breathable mesh.

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#8 Funnest Boxer Brief (but still wildly comfortable)

MeUndies Boxer Brief

  • Moisture-wicking
  • Incredible cut
  • Soft and comfortable fabric

Pros

MeUndies are made from 92% MicroModal and 8% Elastane, so these best boxer briefs keep you cool when it’s hot, and warm when it’s cold. 

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#9 BEST INNOVATIVE BOXER BRIEFS

DAVID ARCHY Men’s Underwear Bamboo Rayon in 4-Pack

  •         Lightweight and quick-drying
  •         Combination of comfort and quality
  •         Tight waistband

Pros

This excellent underwear by David Achy ensures that your body will not get to overcool or overheat itself. Thus, you will feel great in this underwear any time you put it on.

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#10 Best Ultra-Soft Men’s Underwear

Cariloha Men’s Bamboo Underwear

  • Super soft and comfortable, great for active men
  • Eco-friendly material, very durable
  • Won’t bead up or wear out over time!

Pros

Incredibly soft and smooth on your skin, lightweight, breathable, good elasticity, reduced sweat absorption, prevents smells, eco-friendly material, comfortable fit, contoured pouch offers good support, and wide range of styles and colors.

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#11 Best Boxers Overall

Polo Ralph Lauren Classic Cotton Knit Boxer 3-Pack

  • Perfect gentleman’s undergarment
  • Great look, feel, and fit
  • Very comfortable and worth the price

Pros

An essential, iconic boxer short in crisp cotton. The classic look and fit of the Polo Ralph Lauren Boxers go perfectly under any ensemble.

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#12 Sexiest Mens Underwear

2(x)ist Stretch Core No Show Trunk

  • 92% Cotton/8% Spandex
  • Original contour pouch offers comfortable support, fit and boost profile.
  • No show rise, waistband sits below the hips.

Pros

This pair of trunks is made with soft-fle(x) cotton and moisture wicking microfiber fabric. 

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#13 Best Low Rise Trunks for Men

Calvin Klein Underwear Men’s Micro Stretch 3-Pack Low Rise Trunk

  • Smooth and soft microfiber stretch fabric
  • Contour pouch for flattering, smooth shape
  • Name brand, quality product at a reasonable price

Pros

A 3-pack of repeating logo elastic waistband Calvin Klein underwear—designed with silky microfiber fabric and a contoured pouch for quick-dry, all day performance—at a very reasonable price. What more could you ask for?

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#14 Best Cotton Underwear for Men

Tommy Hilfiger Men’s Underwear Multipack Cotton Classic Briefs

  • Durable cotton design
  • Quality product at an affordable price
  • Comfortable and stylish

Pros

A no-frill brief from Tommy Hilfiger designed with comfort in mind. Expect a no-fly hook and eye closure, fabric covered waistband, and they’re machine washable. Simplicity at its finest!

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#15 Best Performance Underwear for Active Men

SAXX Underwear Co. Men’s Kinetic Boxer

  • Moisture-wicking and friction-free
  • Machine wash friendly
  • Maximum breathability and barely-there fit feeling

Pros

Imagine underwear reinvented with the patented SAXX technology. Dedicated to friction-free comfort and function, this SAXX underwear will provide you the most comfortable fit with a barely-there feeling.

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Men’s Underwear Tips & Advice

Underwear Styles

Women’s underwear comes in dozens of different styles: bikinis, G-strings, T-backs, boy shorts, cheekies, and the list goes on. Thank God, guys don’t have that many options to choose from! Instead, we’ve got a few basic styles that are used by different people for different purposes:

Briefs – Briefs are the underwear we wore through our childhood, and many adults continue to wear the simple briefs style. They’re comfortable under a broad range of clothing options (shorts, pants, even a kilt!), cover everything important, but only grips your legs at the hips. You have a full range of mobility in briefs, and there are almost zero risks of bunching up. They’re an “everyday, everyman” sort of underwear.

On the downside, they’re not the most stylish option. If your briefs are even a little sagging or faded, they tend to look bad. And don’t get us started on the tightie whities!

Alternate Briefs – The typical pair of briefs tend to have a mid-rise waistline, meaning they sit on your natural waistline (usually midway between your belly button and scrotum). However, for the stylish man, there are two more briefs options:

High rise briefs have a higher waistline and are intended to be worn under high rise pants. This is great for guys who want to smooth out their love handles or conceal a bit of a “pooch” (belly flab).

Low cut briefs sit on the hips with a low waistline that dips toward the pubic hairline. There’s still enough fabric to cover the hair and genitals, but the minimalist design draws the attention downward toward the package. This is a pair of underwear that will enhance the appearance of your genitals, making them look bigger.

Boxers – Boxers are the typical go-to underwear for teenaged males, and often many adult males as well. They’re loose-fitting, lightweight, breathable, and usually a pretty comfortable choice. The open fly design makes for easy access (when using the bathroom or having sex), and the ventilation provided by this underwear is unbeatable. If you want to reduce heat to your genitals, you won’t find a better style than boxers. Boxers are considered one of the best options to enhance male fertility.

On the downside, boxers tend to bunch up during active use, and they offer no support to your testicles. This means everything is bouncing around as you run, jump, and play. The risk of injury is higher when wearing boxers. Plus, with the bunching up, you’re going to spend half your workout pulling down your underwear to be comfortable.

Boxer Briefs – These are the boxer style with the briefs fit, meaning the tight elastic on the upper thigh and tighter pouch. Boxer briefs provide support for your testicles, and they can reduce chafing during your workouts or runs. They’re another “everyday, everyman” pair of underwear that goes well with most clothing styles. They can be used for the gym, at a formal business dinner, or just to lounge around the house.

On the downside, there is some risk of bunching up. The elastic gripping your upper leg will only hold the underwear in place so much. They can be a bit hot and get sweaty in the summer months, and they don’t offer as much ventilation as boxers.

Trunks – Trunks are slightly shorter boxer briefs—similar to a woman’s “boy shorts”. They have less fabric gripping the upper legs, but they’re square enough to still be stylish. They’re both athletic and comfortable.

Jockstrap — Jockstraps are the male version of G-string underwear. They have straps running around the waist and thighs, with a fabric pouch to nestle your package. They are more shapewear than comfort wear, and they’ll help to make your package look bigger.

On the downside, they can chafe/rub and may not be the most comfortable option. They’re also a bit “out there” style-wise for the average guy.

Underwear Fabrics

Cotton is soft, comfortable, and lightweight, with good breathability. It’s good for keeping you warm, but it can be uncomfortable when wet.

Spandex is a highly elastic synthetic fabric, one that offers good flexibility and support. It’s also moisture-wicking and odor-resistant, but it can be a bit too tight.

Flannel is a mix of wool, cotton, and synthetic, making it popular for loungewear and thermal wear. It’s soft but not very resistant to wear, and tears easily after a few months of use.

Silk is luxurious and soft but stains easily and isn’t resistant to moisture. Silk tends to be used for loose, flowing boxer shorts.

Nylon is elastic and complimentary to your body. The synthetic material is most commonly used for stylish underwear.

Wool is soft and breathable, with excellent heat-trapping properties (for thermal underwear). Low-grade wool can be itchy and cause sweating, so it’s best to ONLY use wool for thermal underwear.

Underwear According to Your Lifestyle

Looking for the right pair of underwear to keep up with your lifestyle? Here’s what you need to know:

For an active, athletic lifestyle, consider boxer briefs. They protect from chafing, offer good support, and are fairly minimalist in design. Jockstraps are also good for high-intensity athletes, as they provide support and protection, plus a bit of lift to make those bike shorts or gym shorts look a bit tighter.

For a casual, relaxed lifestyle, go with boxers. They’re loose and comfortable, with plenty of ventilation.

For a sedentary lifestyle (gamers, programmers, or office workers), consider briefs or trunks. They offer good comfort and minimal interference but are stylish enough that you’re ready for anything.

For men who use a lot of formal wear (suits and tuxedoes), boxers are your best choice. Their loose fit makes them perfect for use with fancier dress pants and slacks.

For men who want to dress impeccably, trunks are your best option. They’re great for wearing beneath your stylish gym clothing, business attire, and loungewear, and they look amazing when your clothes come off.

Underwear According to Your Body Type

Yes, just like women, men need to find the underwear that matches their body type best. The right pair of underwear can draw attention away from less desirable features and improve your appearance. So what type of underwear should YOU be wearing?

Briefs – If you are well-endowed, briefs showcase what you’ve got. Briefs also look great on men with larger leg muscles and a sculpted core. Shorter men can also benefit from wearing briefs, as they expose their legs and give the appearance of being taller.

Boxers – Young, slim, and svelte men will often look bigger in boxers, as the wide-cut adds extra width to skinny legs. However, be warned: boxers will usually make you look younger.

Boxer Briefs – If you’re tall, go with boxer briefs. The higher waistline will cover everything so you don’t expose too much when your pants inevitably slip down when bending over. Guys with larger butts will find boxer briefs provide just the right amount of coverage. Heavier men carrying a bit of extra fat on their legs will find the material of the boxer briefs helps to reduce chafing when walking, running, or training.

Trunks – For guys who spend a lot of time at the gym, trunks are the go-to choice. The slim fit enhances a lean physique and compact musculature and will enhance the appearance of your six-pack or eight-pack thanks to the lower waistline.

Jockstrap – If you’re a hardcore athlete, the jockstrap can be your best friend on and off the training floor. The minimalist design makes them comfortable, and you’ll find it’s a highly stylish addition to your “professional athlete” persona.

Solutions to Common Underwear Problems

Finding the perfect pair of underwear is possible but not easy! It takes a lot of trial and error to find the right style, brand, cut, and fabric that works for you. So what do you do if your underwear isn’t just right? Here are some of the common problems you’ll face, accompanied by a simple solution:

Bunching – This is a common problem with boxers and even boxer briefs. The material gets all bunched up in your crotch and can be very uncomfortable.

  • Solution #1: Consider changing style to trunks or briefs.
  • Solution #2: Pull the boxers a bit lower.
  • Solution #3: Look for boxers without a center back seam, but with two back seams that run down the back of the leg.

Binding – It can be very uncomfortable if your underwear binds (constricts) at your thighs.

  • Solution #1: Buy a bigger size. Your underwear might have shrunk in the wash, or you’ve grown since buying them.
  • Solution #2: Change to a looser style of boxer briefs or even boxers.

Flattening – The wrong pair of underwear can make you look flat either in the front (your package) or the back (your butt).

  • For the front, consider wearing underwear with a built-in pouch.
  • For the back, consider briefs or trunks, and think about built-in butt enhancers.

Underwear Do’s and Don’ts

Do:

  • Try different styles. You may find more than one style looks good and suits different occasions.
  • Stick with the brands that fit you best. Every brand has its own cut and style—what works with one brand may not with another.
  • Try different fabrics. Cotton, nylon, spandex, silk, flannel, and wool all have something to offer in different situations.
  • Get rid of old and ragged underwear. If there are more than three holes (waist and two legs) or the material is faded or sagging, it’s time to throw them out.
  • Wear underwear that fits. Too small, and they’ll restrict blood flow and movement. Too large, and they’ll sag, bunch, or cause wrinkles to show in your clothing.

Don’t:

  • Go commando. It may have been popular once, but it’s not hygienic or stylish!
  • Let your underwear show. Your underwear should move with your pants, and should always remain hidden beneath your clothing, especially in professional situations.
  • Use the wrong underwear at the wrong time. Silk boxers are TERRIBLE for working out, and you may find that tightie whities aren’t great for when you want to have some “adult bedroom fun time”.

Underwear That Will Turn Her OFF

Want to find underwear that is guaranteed to turn your lady off? GQ Magazine surveyed 200 women to find out what they hate in underwear:

  • Old and worn out, with holes or a ratty appearance.
  • Dirty and smelly underwear.
  • Underwear that rides too high, too low, or doesn’t fit right.
  • Bright, garish colors, patterns, and prints on the underwear.
  • High waistbands that show over the pants.

If you have underwear that fits any of these descriptions, it’s time to get rid of them and stock up on new, stylish underwear!

How to Enhance Your Manhood

Your underwear can either enhance or detract from the appearance of your manhood. The right underwear can make your package look bigger, but the wrong underwear can hide it. If you want to enhance your manhood, here’s what you need to know:

  • Wear low-cut briefs – Low cut briefs have a lower waistline than normal, so it pulls the attention downward toward your package. They are a great option for guys with that “V-line muscle” (inguinal crease), as they show off your sculpted lower abdomen. They can also help to make your manhood look bigger.
  • Tuck and lift – This is a move guys use to showcase their package: tuck the balls beneath the penis, shift it around to make sure everything is comfortable, and lift up and forward. Place this package in the pouch of a pair of briefs, and you’ll find it looks a whole lot bigger.
  • Use lighter colors – Black conceals shapes (it’s why it’s slimming), but lighter colors draw attention to any bulges or contours in the underwear.
  • Try C-ring underwear – C-ring underwear comes with a built-in cock-ring that you can wrap around your package to enhance the bulge. It’s not the most comfortable option, but it can make everything look bigger for an hour or two before you need to change. The ring encircles the penis and balls to pull it up and forward and give it the appearance of being bigger.
  • Use a fabric panel C-ring – These are similar to the wire C-rings, but use a fabric panel to pull your package up and forward. They’re much more comfortable and can be used for all-day enhancement.
  • Look for enhancement pouches – Some underwear comes with built-in supportive pouches that lift your package without the need for a ring or sling. The built-in pouch can be pretty comfortable and will give your manhood a much larger appearance. Other pouches are intended to push your penis forward for a more visible side and front profile.
  • Try padding – Padded underwear comes with a bit of extra padding in the crotch area to give the impression of a larger bulge. It’s the male version of a padded bra/Wonderbra and highly effective!

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