Best Boxer Briefs That Are Super Comfortable

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A quality pair of boxer briefs are a welcome addition to any man’s underwear drawer.

No matter your physique, the right pair of boxer briefs should not only ride up but also be made from breathable quality materials, have a waistband that won’t dig into your skin, and have a pouch that won’t make your manhood uncomfortable – like the Tommy John Second Skin boxer briefs.

In this review and guide, we not only take a look at some of the best boxer briefs currently available but also share a few tips on what you need to look out for when buying boxer briefs in order to get the best (and appropriate) fit.

Let’s get started:

The Best Boxer Briefs Reviewed

1. Best Overall: Tommy John Second Skin Boxer Briefs

Founded by husband and wife duo Tom Patterson and Erin Fujimoto, Tommy John changed the way of what undergarments should be.  Instead of being bold, ill-fitting, and either too tight or too loose, they introduced a line of clothing that provides a much better fit, is more tailored, and is fashionable (without going overboard).

One of their most popular products, and perhaps the reason you may have heard their name before, is with their incredible Second Skin boxer briefs.

At the time of initial publication, these boxer briefs have received over 1,800 reviews – with a terrific rating.

Men’s praises on these boxer briefs range from “feel and fit great” to a much more emphatic “best underwear ever!”

So, what makes them so unique and worth the investment?

First the fabric:

Relying on a blend of micro modal (90%) and spandex (10%), these boxer briefs will feel incredibly soft (silk-like) while still being breathable.

Unlike cotton and other natural fabrics that may start to pill over time, these unique boxer briefs will retain their look and structure after several washes.

In addition to the great fabric choice, the waistband is also equally well-made.  Being a touch wider than most, it won’t cut into your hips making it comfortable while wearing all day long.  Furthermore, the waistband has enough structure in it to not roll, either.

But perhaps one of the most unique features on these boxer briefs when compared to all others we reviewed was the fly.

Unlike most that have a vertical fly that is to the side, the Tommy John Second Skin boxer briefs feature a horizontal fly (dubbed ‘Quick Draw) that allows for easier access.

If there were any drawbacks, it would be their intended use.  While we also reviewed athletic boxer briefs within this guide, the Tommy John Second Skin boxer briefs are only intended for everyday wear.  But not all is lost, if you want to stay within the family; Tommy John does make a performance-based boxer brief with its 360 Sport Collection line.

Key Facts

  • Material(s): 90% Micro Modal / 10% Spandex
  • Sizes Available: SM – XXL
  • Colors Available: 29
  • Best For: General Use

Pros

  • Soft and well-constructed
  • Will conform to the natural contours of your body
  • Unique fly allows for quick access

Cons

  • Expensive

What You Need To Know

If you want the best when it comes to a daily boxer brief, then the Tommy John Second Skins are going to be your top pick. The anti-pilling micro modal fabric will feel great on your skin throughout the day.

3. Most Breathable: Calvin Klein Cotton Stretch Boxer Briefs

Made from 100% cotton, these highly breathable boxer briefs allow for excellent airflow throughout the groin area.

The increased airflow will help to prevent any heat or condensation buildup around the natural folds of your skin, a common breeding ground for bacteria that may cause mild irritation (jock itch) along with the prevention of any foul odors from accumulating.

While cotton can come in many varieties including chino twill, Supima, and many more, the cotton that Calvin Klein used within these boxer briefs is extremely soft – making it comfortable when worn throughout the day.

Although as breathable as these may be, it is worth noting that there is a lack of any elastic fibers woven in.

This means that these boxer briefs may be susceptible to rolling up, especially during athletic or high-performance demands.

Think of these as more of a 9-to-5 workday or casual weekend boxer brief.

Lastly, the fly on the front pouch does open for easy access.

Key Facts:

  • Material(s): 100% Cotton
  • Sizes Available: SM – XL
  • Colors Available: 23
  • Best For: Casual or Daily Wear

Pros

  • 100% cotton and highly breathable
  • Mid-length suitable for most men
  • Machine washable

Cons

  • No elastic may cause rolling up

What You Need To Know

If you are looking for 100% cotton boxer briefs, then these ones from Calvin Klein are a great selection. The highly breathable fabric allows for maximum airflow and will be “comfy” to wear.

3. Best Athletic / Performance: Adidas Sports Boxer Briefs

Built for high-performance situations from the ground up, the Adidas Sports Boxer Briefs was a huge hit with a lot of men.

First, the material:

These boxer briefs from Adidas feature a blend of polyester (91%) and spandex (9%).

While many may discount polyester and think it unbreathable or sweaty…

…you would have been right about 40 years ago.

While it is true that polyester is made synthetically (source), the technology for this fabric has improved greatly over time.

In fact, when you put these boxer briefs on and start to build up a sweat, the fabric will wick away moisture from the skin, keeping your groin area dry and not prone to chafing.

Beyond the high polyester composition, the 9% spandex also gives this boxer brief plenty of elasticity (but doesn’t overdo it), ensuring that they don’t roll up if you are wearing them under pants or any other tight outer garments.

One feature that makes this great for performance is the pouch area.  Double-lined for additional support, it will keep your manhood in place without it getting in the way or being jostled around causing mild discomfort.

Given that these are built for athletic scenarios rather than casual use, there is no fly opening on the front.

At a mid-thigh length and available in 16 different colors, you can find a pair that can complement your activewear or team’s uniform.

Key Facts

  • Material(s): 91% Polyester / 9% Spandex
  • Sizes Available: SM – 4XL
  • Colors Available: 16
  • Best For: Athletic / Active Performance

Pros

  • Build for high-performance scenarios
  • Wicks away moisture
  • Pouch keeps your groin secured without crushing force

Cons

  • Not the best for casual use

What You Need To Know

Whether you are going running, playing an organized sport or lifting weights, these high-performance boxer briefs by Adidas do a great job in supporting you while being active. The moisture-wicking material helps to prevent chafing and further increases comfort.

4. Best Affordable (Cheap): 5Mayi Men’s Boxer Briefs

For those men on a budget and tired of their old economy mega-packs that they have been picking up at the local supercenter, then the 5Mayi makes for the perfect upgrade.

Unlike so many economy brands that rely on just cotton (nothing wrong with that, of course) and no other materials to provide structure or support can leave the boxer briefs feeling a bit lifeless after a few washes.

With the 5Mayi boxer briefs, you get a composition of fabrics that are normally found in some of the higher-end brands (think Hugo BOSS, Ralph Lauren, etc.) – a mix of 95% cotton and 5% spandex.

This strikes a perfect balance of both breathability along with a material that will conform to the natural contours and curves of your pelvic region without bunching or rolling up.

It is available in sizes ranging from Small to 4XL making it one of the best boxer briefs that we reviewed to work with just about any body type.

While the color selection is fairly limited to just 10 choices (especially compared to some brands that offer over 20 different color varieties), they are conservative and won’t draw attention.

The support is well-constructed and won’t constrict your manhood.  Also worth noting is that the fly does open and they are tag-less.

Available in multi-packs of five, when you order these boxer briefs, you will think it was priced incorrectly considering the value you are receiving.

Key Facts

  • Material(s): 95% Cotton / 5% Spandex
  • Sizes Available: SM – 4XL
  • Colors Available: 10
  • Best For: Men on A Budget

Pros

  • Really affordable
  • Great blend of materials
  • Wide size variety

Cons

  • Limited colors

What You Need To Know

If you are looking for a pair of boxer briefs that won’t cost an arm and a leg, then these are a terrific pick. They are made from quality materials and the sturdy construction will feel like a second skin without feeling too constricted.

5. Best Low Rise: Jockey Cotton Boxer Brief

Whether you plan on wearing these with a pair of your low-rise denim, or you simply want a pair of boxer briefs that won’t dig into your lower abdomen or hip, these make for a perfect pick.

As evident in numerous positive reviews that men have given, these low-rise boxer briefs are a crowd-pleaser.

Relying on a combination material of 95% cotton and 5% elastane, these boxer briefs will also feel incredibly comfortable when on your skin.

The added breathability that cotton naturally exhibits will ensure adequate airflow to not only neutralize odors but to also inhibit the growth of bacteria.

With a key-hole fly design, you do have front access to your member through the 3D pouch.

While the branding on the waistband is a bit aggressive, especially when compared to some of the more conservative offerings, it is wide enough to add additional comfort and structure when wearing the boxer brief.

Available in sizes ranging from SM to XL, it is a bit limiting compared to other brands like 5Mayi.

Key Facts

  • Material(s): 95% Cotton / 5% Spandex
  • Sizes Available: SM – XL
  • Colors Available: 7
  • Best For: Low Rise Jeans

Pros

  • Low-rise cut perfect for jeans or shorts
  • Highly breathable fabric is comfortable
  • Reviewers loved them

Cons

  • Branding on the waistband is bold

What You Need To Know

If you are looking for a quality boxer brief that is available in a low-rise cut, then these will be the perfect boxer briefs for you. Jockey has found a winner as evident by the overly positive reviews from other men as well.

6 Tips for Finding the Perfect Boxer Briefs

1. Material

When looking at a variety of boxer briefs, you will find that they largely come in any one of the following materials:

  1. Cotton
  2. Modal
  3. Spandex / Elastane

Here’s a brief overview of each:

Cotton

From undershirts to chinos, cotton is a versatile fabric that can be used for a variety of purposes.  But their most important reason for being the primary fabric within boxer briefs is their breathability.

With proper airflow, cotton boxer briefs won’t cause significant heat or moisture buildup, which, of course, can cause natural odors and sweat buildup.

In addition to being a terrific fabric for boxer briefs, cotton is washable without significantly changing in structure or size, along with it being an affordable fabric.

Quick Note on Organic Cotton:

Some men may be drawn towards organic cotton – especially given that these are worn around your manhood.

Based on our understanding, organic cotton and regular cotton don’t significantly differ when it comes to the texture or strength of the fabric.

However, the biggest difference between both regular cotton and organic cotton is the farming methods employed during the growing of it, with the latter relying on no fertilizers or pesticides and from non-GMO plants (source).

Modal

A sub-variant of Rayon, modal is a unique fiber that is found in some boxer brief brands.  The reason for inclusion is that modal is extremely soft, smooth, and comfortable (source).

Particularly well-suited for warm climates (think a hot summer day in Florida, Arizona, etc.), this fabric is also highly absorbent of body moisture.

If there are any downsides of this fabric, it’s that it isn’t stretchable and is considered to be semi-synthetic (although this is up for debate).

Normally you will never see 100% modal fabric boxer briefs; instead, it is usually blended with other fabrics such as cotton, polyester, or spandex/elastane.

Spandex / Elastane

Giving your boxer briefs a bit of extra stretch, this flexible fabric is great for men who are looking for more athletic or performance boxer briefs that won’t ride up your leg when walking or running.

In addition to their form-fitting nature, boxer shorts containing spandex or elastane will feel like a second skin when worn – which ensures that there will be no bunching or chafing when worn.

Spandex or elastane composition within boxer briefs is typically under 10% (usually around 5%).

Fun Fact: Spandex is an anagram of the word that expands

2. Waistband

The waistband of the boxer brief is nearly as important as the material itself.

Having too narrow of a waistband will give you a pair of boxer briefs that will cut into your skin, making it quite uncomfortable when worn throughout the day.

Having too wide of a waistband and it will roll over every time you bend over – along with the added fact that it advertises to the world what brand of boxer briefs you are wearing.

Simply put, you should go with a waistband that is moderate in size and has very little in way of branding.

However, with designer brands such as Calvin Klein, Hugo Boss, and Ralph Lauren making some great boxer briefs, trying to find a pair with little branding may be a bit tougher.

3. Cut & Style

Boxer briefs come in a variety of cuts and styles.

It’s important that you find a pair of boxer briefs that complements your body type.

If you are a larger or taller guy, then boxer briefs that are longer will suit you better.  However, if you are on the opposite end of the spectrum (i.e. shorter), longer boxer briefs will not only extend too far up your thighs but will also be more susceptible to rolling up due to the increased amount of fabric.

4. Support

When buying a pair of boxer briefs, it’s important to get a pair that has a 3D pouch for your member.  This will ensure that you don’t get subtly restricted throughout the day (which can be terribly discomforting), but instead gives you ample space for comfort while keeping everything intact.

In addition to support, there is a common belief that tighter briefs increase body temperature and significantly decrease sperm count in men.

According to a preliminary study listed on the National Institutes of Health website, this link to tighter briefs did, in fact, result in lower sperm counts and looser fitting garments increased sperm counts.

It’s something worth knowing, especially if you are in the family planning stages of your life.

5. Fly Type

Some men like the open-access fly and others like their fly sewn shut to prevent any wardrobe malfunctions.

Boxer briefs come in either of these varieties.  If one is more important to you over the other, make sure to read the product description before making your purchase.

6. Brands

As we eluded to earlier, some companies are just known for their killer boxer briefs (i.e. Calvin Klein, Hugo BOSS, etc.).

However, when reviewing all the best boxer brief brands it’s important to not get wrapped up in the company’s legacy and the boxer briefs they make.

While it’s true that they may make a great boxer brief, when comparing brands in an objective manner, you will end up selecting the perfect boxer brief for you rather than what others generally think is good even if it’s not.

Boxer Briefs FAQs

As we dove deeper into our research to find the best boxer briefs for a variety of categories, we found that many men had the same question time and time again.  Therefore, we wanted to take a quick moment to address some of these questions should any of them currently be on your mind:

What Size Boxer Briefs Should I Wear?

When it comes to selecting the right size boxer brief for you, it’s important that you measure properly.

Unlike denim jeans that are worn a bit looser, while wearing boxer briefs, you want them to conform to the natural contours of your body without being too restrictive.

Therefore, many companies offer size charts specifically for their brand of boxer briefs.

Grab yourself either a proper fabric measuring tape or a string and wrap it around your waist.

Find the area where your body naturally creases when bending over – this will be the area that you will want to measure.

Make sure the measuring tape is level around your entire body for accurate results.

How Should Boxer Briefs Fit?

Boxer briefs should fit snug around your groin area.  They should never feel tight nor overly loose – but rather in a nice and natural-feeling way.

You will know if they are too tight, especially in the pouch area if you experience any discomfort after a few hours of wearing them.

On a related note, there should be no break-in period when wearing boxer briefs.  They should fit comfortably straight from the packaging.

How Many Boxer Briefs Should I Buy?

When trying out a brand for the very first time, we recommend going with the smallest multi-pack available and testing them out.

While it may be tempting to order a week or two worth of boxer briefs for both consistency and to coincide with when you do laundry, test driving a pair is important – especially if it’s from a brand you aren’t familiar with.

After you have been wearing them for a month or two, we recommend purchasing the rest immediately if you are satisfied.

The reason we recommend expanding on them quickly is that companies regularly modify their styles.  Whether it’s a slightly different inseam or composition of the material, it can drastically change how the boxer briefs both look and feel.

Should I hand wash boxer briefs?

When it comes to boxer briefs, they are nearly always derived from strong fabrics such as cotton or modal.  Unlike quality silk boxers, these fabrics can be thrown into the washer repeatedly without much degradation in performance or structure.

To put it simply…no.  You don’t need to handwash your boxer briefs.