8 Best Boxer Briefs That Are Super Comfortable
Updated On April 03,2020

8 Best Boxer Briefs That Are Super Comfortable

A quality pair of boxer briefs are a welcome addition to any man’s underwear drawer.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 before buying boxer briefs in order to get the best (and appropriate) fit. We will also answer a few common questions men have about boxer briefs and look at how the boxer brief varies from other underwear.Let’s get started:
  • No.1 Tommy John Second Skin Boxer Briefs Best For: Best Overall Reason for listing: 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. When looking at a variety of boxer briefs, you will find that they largely come in any one of the following materials:Here’s a brief overview of each:CottonFrom 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 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).ModalA 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 / ElastaneGiving 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 expandsThe 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.Boxer briefs come in a variety of both 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.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.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.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.Price is a tricky consideration for a lot of men. With companies like Hanes or Fruit of the Loom selling multi-packs of boxer briefs that are incredibly cheap, it’s hard not to be enticed by these offers.Truth be told, while boxer briefs from the economic brands can work, if you want better performance and fabric quality, then you should expect to pay significantly more per pair of boxers.Instead of paying $3 per boxer brief, the price for your typical Hanes (when included in a multi-pack), a boxer brief that is made of higher quality will typically retail around $10 to $15 for a single pair (when part of a multi-pack).To put it simply:While the 300%+ increase may be a tough pill to swallow, given that you will be wearing these daily, we think the increased investment for the added comfort is always worth it. 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

    Pros

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

    Cros

    • Expensive
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  • No.2 Flint & Tinder Boxer Briefs Best For: Best USA Made Boxer Reason for listing: If you don’t mind paying a premium for both organic cotton and USA-sourced and made boxer briefs, then these are a great pick. Able to provide ample support and comfort, these are one of the best premium boxer briefs out there. In a world where politics are in constant flux and underwear is made halfway around the world, imagine our surprise when we came across these USA-sourced and made boxer briefs from Flint & Tinder.Relying on 95% organic cotton, they have been sourced from fields of cotton that did not rely on harmful pesticides or fertilizers.If there was ever a time that you wanted to vote with your wallet, then these boxer briefs are it.Like the Calvin Klein boxer briefs we reviewed, this pair from Flint & Tinder is both highly breathable and soft.The extra touch of elastane within the boxer briefs (5%) provides a nice light and stretchable material that will conform to your body.Should you be looking for a pair of boxer briefs for workday or causal use, these will work fine. However, for more physically demanding activities or jobs, you may want to look at some of the other boxer briefs we reviewed.Unlike other brands that feature their name prominently, these boxer briefs are absent of any markings along the elastic waistband. I don’t know about you, but if I am going to represent another brand, I feel my shoes, shirt or hat would be a much better location than my underwear…Aside from markings, these boxer briefs do come in four unique (but limited) colors:If you want to buy a Made in the USA boxer brief and one that has been sourced in an eco-conscious way, then the Flint & Tinder boxer briefs are for you.Key Facts

    Pros

    • Made in the USA
    • Materials also sourced from the USA
    • Features organic cotton

    Cros

    • Expensive
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  • No.3 Calvin Klein Cotton Stretch Boxer Briefs Best For: Most Breathable Reason for listing: 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. 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:

    Pros

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

    Cros

    • No elastic may cause rolling up
    Buy At Amazon
  • No.4 Adidas Sports Boxer Briefs Best For: Best Athletic / Performance Reason for listing: 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. 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

    Pros

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

    Cros

    • Not the best for casual use
    Buy At Amazon
  • No.5 5Mayi Men's Boxer Briefs Best For: Best Affordable (Cheap) Reason for listing: 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. 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

    Pros

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

    Cros

    • Limited colors
    Buy At Amazon
  • No.6 LAPASA Boxer Briefs Best For: Best for Endowed Men Reason for listing: If you are a larger man that is looking for a bit of extra room in the crotch, then these boxers will be one of the most comfortable picks on our list for you. When Jon Hamm’s bulge made headlines a few years back (I’ll let you Google that if you are interested to see), many prudent people exclaimed that he needed to wear underwear.Well, while we aren’t one to judge the Mad Man himself, for the Jon Hamm’s out there reading, know that there is a boxer brief for you.Specifically, we found these LAPASA boxer briefs to be the perfect fit for those men who are well endowed and want the proper support downstairs.While some boxer brief brands we reviewed may be a bit too restrictive, the LAPASA’s feature an oversized pouch without looking obnoxious or drawing too much attention.Made from micro modal (88%) and spandex (12%), these super soft boxers will conform to your skin without running up the leg or around the groin area.Micro modal, as you may recall, is a specialized fabric that is a sub-category of rayon. It’s silk-like texture make it great for underwear. In addition, micro modal won’t shrink when thrown into the dryer – therefore, you don’t need to worry about any added shrinkage to your boxer briefs.Like the 5Mayi boxer briefs, the color selection on the LAPANSA’s are quite limited and sticking to mostly conservative colors.Key Facts

    Pros

    • Extra room in the front
    • Micro modal won’t create balls of fuzz
    • Comfortable

    Cros

    • Pricey
    Buy At Amazon
  • No.7 Anatomica Zone Boxers Best For: Longest Boxer Brief Reason for listing: If you want a pair of long boxer briefs that can perform well during intense athletic activities, then it doesn’t get much better than with the Anatomica Zone Long Boxers from Icebreaker. Relying on a unique mix of fabrics, it will keep your groin cool while wicking away excess moisture. Whether you are looking for a pair of long boxers for high-performance activities or daily use, the Anatomica Zone Long Boxers can work perfectly in either scenario.What’s truly unique about these boxers, beyond the length that extends to just above the knee, is the composition of the boxer briefs themselves.These boxer briefs rely on the following materials:This may look like a hodgepodge of left-over materials thrown together, but it’s not – here’s a quick explanation on how each of them works together:The merino wool is a natural fiber that is thin and will naturally wick away moisture. It also cancels out odors and regulates body temperature.Lyocell and nylon are both semi-synthetic and synthetic fibers that are incredibly smooth to touch – making it comfortable when resting on your skin.Spandex, as you likely are aware, will keep the boxer briefs close to your body making them feel like a second skin.All these deliver a great boxer brief that can work in a variety of situations without feeling suffocating, hot or restrictive.One firefighter (and reviewer) exclaimed the following about these boxers:I work for the US Forest Service as a Wildland Firefighter and a lot of us use these boxers. My crew members recommended it for all day, everyday use, and I now stand by that. – sourceIf it’s good enough for our on the front lines fighting firefighters, it will be good for the occasional athletic activity.Of course, one of the major reasons for buying these boxer briefs is their long extension down the leg. This design won’t roll or bunch up as you move around.As is often the case when it comes to high-performance boxer briefs, it is a closed fly on the front.Key Facts

    Pros

    • Highly breathable fabric
    • Will neutralize odors
    • Wide size variety

    Cros

    • Expensive
    Buy At Amazon
  • No.8 Jockey Cotton Boxer Brief Best For: Best Low Rise Reason for listing: 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. 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 or the Anatomica Zone boxer briefs.Key Facts

    Pros

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

    Cros

    • Branding on the waistband is bold
    Buy At Amazon

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