Most blokes have worn underwear that rides up, chafes, or turns into a sweat trap by lunchtime. If you’ve landed here searching for the best men’s underwear for comfort, you already know that not all pairs are created equal, and the wrong choice can genuinely ruin your day. The good news? Australian men now have more high-quality options than ever, from bamboo blends to performance fabrics designed to keep everything cool, dry, and properly supported.
We put this guide together because comfort is exactly what we obsess over at SLY Collective. Our bamboo boxer briefs feature a built-in inner pouch that separates and supports, eliminating the skin-on-skin contact that causes chafing. That hands-on experience with fabric, fit, and function gives us a sharp eye for what actually works (and what’s just marketing fluff) across the broader underwear market.
Below, you’ll find 12 of the most comfortable men’s underwear brands available in Australia in 2026, covering different styles, fabrics, and price points. We’ve evaluated each option based on material quality, breathability, support, and everyday wearability, the things that actually matter once you pull them on. Whether you’re after something for long work days, training sessions, or travel, this list will help you make a confident purchase without the guesswork.
1. SLY Collective bamboo boxer briefs
SLY Collective sits at the top of this list because the design philosophy goes beyond fabric choices. It addresses the root causes of discomfort that most underwear brands overlook entirely. If you’re genuinely hunting for the best men’s underwear for comfort, the bamboo boxer brief from SLY Collective is the most complete package available to Australian men right now, combining material quality, structural support, and everyday practicality in one pair.
Material and feel
Bamboo fabric is the foundation of these boxer briefs, and you notice the difference from the first wear. Bamboo is naturally soft against the skin, temperature-regulating, and moisture-wicking, which means you stay cooler in summer and more comfortable during long days on your feet. The fabric also carries natural antibacterial properties, so freshness lasts longer without chemical treatments or synthetic additives.
Compared to conventional cotton, bamboo requires significantly less water to grow and produces minimal chemical runoff. The weave feels smooth rather than stiff, and it holds its shape wash after wash without pilling or going thin at the seams. For men who rotate their pairs frequently, that durability genuinely matters.
Support and fit
The defining feature is the built-in inner pouch, which physically separates and supports the male anatomy rather than letting everything press together in a flat panel. This eliminates skin-on-skin contact and the chafing that follows, something traditional underwear designs simply cannot replicate regardless of how soft the fabric is.
The ergonomic pouch holds the testes in a slightly elevated, natural position, which promotes better blood flow and provides the kind of consistent support that urologists recommend for daily comfort and post-procedure recovery.
The longer leg design stops the fabric from riding up during exercise or long commutes, which is one of the most common complaints men have with shorter trunks. The waistband sits firm without digging in, and the overall cut is tailored rather than boxy, so it works cleanly under both casual and formal clothing.
Best for
These boxer briefs suit men who deal with chafing, overheating, or persistent discomfort from standard underwear. They work particularly well for:
- Active work days or physical jobs where friction builds up quickly
- Travel, thanks to the integrated pocket for cards, keys, or a passport
- Warmer Australian climates where breathability is a priority
- Post-procedure recovery, with urologists recognising pouch underwear for structured support
Typical price in Australia
SLY Collective bamboo boxer briefs typically retail in the $30 to $45 AUD range per pair, which places them at the mid-to-premium end of the market. Given the build quality and the comfort guarantee on your first pair, that price is well justified. Free size exchanges and free shipping on Australian orders over $100 make the buying experience low-risk from start to finish.
2. SAXX boxer briefs
SAXX built its reputation around one concept: keep things separated and supported. The Canadian brand has a strong following among Australian men who want structured support without hunting down a niche label, and their boxer briefs are stocked in most major sporting goods retailers nationwide, making them one of the more accessible options on this list.
Material and feel
SAXX offers several fabric lines, with the Ultra and Vibe ranges being the most popular for everyday wear. The Ultra uses a modal blend that feels noticeably soft against the skin from the first wear, while the Vibe leans into a lighter, mesh-style weave that prioritises airflow over plushness. Both perform reasonably well over time, though the modal blend can pill slightly after repeated heavy washing cycles, which is worth factoring in if you run your pairs through frequent washes.
Support and fit
The signature feature is the BallPark Pouch, a hammock-style mesh panel sewn into the front that lifts and separates without pressing everything flat against a solid fabric panel. It works well for most body types and does a solid job reducing friction during movement throughout the day.
The pouch design genuinely improves daily comfort for men who chafe, and SAXX deserves credit for bringing structured support into mainstream retail.
The flat-lock stitching along the leg bands minimises irritation during extended wear, and the waistband holds its position without rolling down as the day progresses.
Best for
SAXX boxer briefs suit men searching for the best men’s underwear for comfort in a widely available, straightforward format. They work particularly well for:
- Office wear and casual daily use
- Light to moderate physical activity
- Men new to pouch-style underwear who prefer a familiar brand from a major retailer
Typical price in Australia
You can expect to pay $40 to $60 AUD per pair through major Australian retailers and directly through the SAXX website. Multi-packs occasionally bring the per-pair cost down, but individual pairs sit firmly at the premium end of the market.
3. Step One boxer briefs
Step One is an Australian brand that has built a loyal following by targeting the same core problem as SLY Collective: chafing and discomfort from conventional underwear designs. Their boxer briefs are widely stocked across Australia through their own website and select retail partners, making them one of the more accessible domestic options if you’re looking for the best men’s underwear for comfort without importing from overseas.
Material and feel
Step One uses a bamboo-based fabric blend that sits soft against the skin and handles moisture reasonably well throughout the day. The weave feels lightweight from the first wear and offers decent breathability for warmer Australian weather. Over repeated washes, the material holds its shape without significant shrinkage, though some wearers report that the softness diminishes slightly compared to its out-of-the-box feel after extended heavy use.
Support and fit
The front pouch design lifts and separates to reduce friction and skin-on-skin contact during movement, which addresses the primary cause of chafing in flat-front underwear. The leg bands sit close to the body to minimise ride-up, and the waistband applies consistent pressure without cutting in.
Step One’s pouch design delivers solid everyday support, particularly for men moving between a desk and physical activity throughout the day.
Most body types find the fit runs true to size, and the brand offers a generous size range, which is a genuine plus if you’ve struggled to find consistent sizing across premium underwear labels.
Best for
Step One boxer briefs work well for:
- Men looking for a locally designed option with a strong comfort focus
- Everyday office wear and moderate physical activity
- Warmer climates where breathability and moisture management matter
Typical price in Australia
Step One boxer briefs typically retail between $30 and $45 AUD per pair, placing them at a similar price point to other premium bamboo options. Multi-pack bundles bring the per-pair cost down noticeably, making them a practical choice if you plan to replace your entire drawer in one purchase.
4. Lululemon Always in Motion boxer
Lululemon built its name in the activewear space, and the Always in Motion boxer brings that same performance-first thinking to everyday underwear. It’s one of the few options in the best men’s underwear for comfort conversation that genuinely bridges the gap between gym kit and desk work, making it a versatile pick for men who move between training sessions and the office without going home to change.
Material and feel
The Always in Motion boxer uses Lululemon’s proprietary Licence to Train fabric, a lightweight, four-way stretch blend that moves with your body rather than pulling against it. The material feels cool and dry against the skin, and the moisture-wicking performance is noticeably strong during physical activity, keeping you comfortable through high-output training sessions or warm Australian summers without turning clammy by mid-morning.
Support and fit
The fit runs close to the body without feeling restrictive, and the four-way stretch construction allows a full range of movement without the fabric bunching or shifting during activity. Flatlock seams reduce friction at key contact points, and the waistband holds its position throughout extended wear without rolling down or cutting in.
The Always in Motion boxer handles dynamic movement better than most underwear in this price range, which is a genuine advantage if you train regularly.
Your coverage options are worth considering here. The boxer brief sits shorter on the leg than most options on this list, which works well under compression tights or gym shorts but may not suit men who prefer longer coverage to prevent inner-thigh friction during longer days on their feet.
Best for
The Always in Motion boxer works well for:
- Gym sessions, running, and high-intensity training
- Men who wear activewear throughout the day and need underwear that keeps pace
- Warmer training conditions where moisture management is the priority
Typical price in Australia
Lululemon Always in Motion boxers typically retail between $45 and $55 AUD per pair through Lululemon’s Australian stores and website, placing them firmly at the premium end of the performance underwear category.
5. Uniqlo AIRism ultra seamless boxer briefs
Uniqlo is not a brand that typically comes up first in the best men’s underwear for comfort conversation, but the AIRism ultra seamless boxer briefs earn a spot on this list through sheer consistency. They deliver a low-profile, everyday-comfortable fit at a price point that makes them one of the most practical options available in Australia, particularly if you prioritise a smooth, barely-there feel throughout the day.
Material and feel
The AIRism fabric is Uniqlo’s proprietary moisture-wicking blend, engineered specifically to pull sweat away from your skin and dry quickly in warm conditions. The ultra seamless construction removes the stitched edges that typically create pressure points and irritation around the leg bands, which gives the fabric a noticeably smooth contact surface against the skin. For men who are sensitive to seam friction, this is a genuine comfort advantage over standard boxer briefs.
Support and fit
The fit runs close and streamlined without a structured pouch, which keeps the profile flat under tighter clothing but provides less separation than the pouch-style designs you’ll find from SLY Collective or SAXX. The waistband sits narrow and low-profile, which prevents bulk under waistbands during the day, though some men find it offers slightly less hold compared to a wider band.
If you want a seamless, skin-smooth feel for everyday desk work or light movement, the AIRism delivers that reliably and without fuss.
Best for
The Uniqlo AIRism ultra seamless boxer brief suits:
- Men who prefer a minimal, flat-front profile under fitted trousers or chinos
- Office environments and low-intensity daily wear
- Warmer Australian conditions where quick-dry performance matters
Typical price in Australia
Uniqlo AIRism boxer briefs typically retail between $20 and $30 AUD per pair, making them one of the most affordable premium fabric options on this list and an easy choice for buying multiple pairs in one go.
6. Mack Weldon AIRKNITx boxer brief
Mack Weldon is a US-based performance brand that has earned a strong international following by building underwear around technical fabric construction rather than brand recognition alone. The AIRKNITx boxer brief sits at the top of their range and is one of the more engineered options on this list if you prioritise airflow and fabric performance as your primary comfort criteria.
Material and feel
The AIRKNITx uses Mack Weldon’s proprietary open-knit construction, which creates a breathable structure that promotes airflow across the skin without sacrificing softness at contact points. This fabric feels lightweight and dry against the body even during extended wear in warmer conditions, and it resists the heavy, clammy feeling that cheaper synthetic blends develop by mid-afternoon. The knit construction also holds its stretch well across repeated wash cycles without pilling or going thin at the seams.
Support and fit
Beyond fabric performance, this boxer brief delivers a close, contoured fit that moves naturally with your body during both desk work and moderate physical activity. The front panel provides a degree of structured lift and separation, though it stops short of the dedicated inner pouch design you’ll find in options like SLY Collective, which means men who deal with significant chafing may find the support insufficient for high-movement days.
The AIRKNITx performs well for men who want a performance-engineered fabric without committing to a full pouch-style design.
Flat seams and a wide, stable waistband reduce friction at the contact points that cause the most irritation over a long day, and the leg length hits a practical mid-thigh point that suits most body types looking for coverage without bulk.
Best for
The AIRKNITx boxer brief works well for:
- Men who prioritise fabric engineering and breathability over structural support features
- Office wear and moderate physical activity throughout the day
- Warmer Australian conditions where sustained airflow matters
Typical price in Australia
Mack Weldon AIRKNITx boxer briefs typically retail between $40 and $55 AUD per pair when ordered through their website with international shipping to Australia, placing them firmly at the premium end of the performance underwear market.
7. Tommy John Second Skin underwear
Tommy John has carved out a strong reputation in the premium underwear market by focusing on fabrics that feel almost invisible against the skin. The Second Skin range is their flagship comfort line, and it delivers on that promise in a way that makes it worth serious consideration if you’re building a list of the best men’s underwear for comfort in Australia.
Material and feel
The Second Skin fabric is a micro modal blend derived from beechwood fibres, which produces a textile that sits noticeably softer against the skin than standard cotton or synthetic alternatives. The material feels lightweight and smooth from the first wear, and it retains that quality across repeated wash cycles without developing the rough texture that cheaper modal blends tend to show over time. Breathability is solid for daily wear, though it performs best in moderate conditions rather than high-output training sessions.
Support and fit
Tommy John builds the Second Skin boxer brief with a forward-facing horizontal fly opening and a contoured front pouch that lifts and positions without the full separation you get from a dedicated inner pouch design. The waistband sits wide and stable, staying in place throughout a long day without rolling down or digging in at the hip. The leg length hits a mid-thigh point that works well for most body types and provides enough coverage to reduce inner-thigh friction during extended wear.
The Second Skin material genuinely lives up to its name for men who prioritise a barely-there feel over structured anatomical support.
Best for
Tommy John Second Skin boxer briefs suit men who want:
- A premium everyday fabric that prioritises softness over performance engineering
- Office and desk wear where comfort across long hours is the main requirement
- Low-to-moderate physical activity throughout the day
Typical price in Australia
Tommy John Second Skin underwear typically retails between $45 and $65 AUD per pair when ordered through their international website with shipping to Australia, placing them at the higher end of the premium fabric category.
8. Calvin Klein Cotton Stretch underwear
Calvin Klein is one of the most recognised underwear brands globally, and the Cotton Stretch range remains their best-selling everyday option for good reason. If you want a reliable, no-surprises pair that prioritises softness and shape retention over performance engineering, the Cotton Stretch delivers that with consistent quality across wash cycles and a fit that works for most body types.
Material and feel
The fabric is a cotton-elastane blend, typically sitting around 95% cotton with 5% elastane, which gives the material enough stretch to move with your body while keeping that familiar cotton softness against your skin. The weave feels smooth and breathable for everyday wear in moderate temperatures, though it does absorb moisture rather than wicking it away, so it is less suited to high-output training sessions or humid Australian summers where quick-dry performance becomes a priority.
Support and fit
Calvin Klein cuts the Cotton Stretch boxer brief with a contoured front panel that provides basic separation without the dedicated inner pouch structure you get from brands like SLY Collective. The fit runs true to size for most men, and the signature waistband sits wide and firm at the hip without rolling down throughout a long day, which is genuinely one of the better waistband designs in the everyday comfort category.
The Cotton Stretch is one of the most dependable options for the best men’s underwear for comfort in a familiar, widely available format, though the flat front limits its chafe-prevention capability compared to dedicated pouch designs.
Best for
The Calvin Klein Cotton Stretch boxer brief suits men who want:
- A classic cotton feel for low-intensity daily wear and office environments
- Consistent sizing and easy availability through major Australian retailers
- A straightforward pair without performance features at a mid-market price
Typical price in Australia
Calvin Klein Cotton Stretch underwear typically retails between $25 and $40 AUD per pair through department stores and online retailers across Australia, with multi-pack options bringing the per-pair cost down considerably.
9. Under Armour Tech Boxerjock
Under Armour built its name on performance fabrics for high-intensity sport, and the Tech Boxerjock is the brand’s most established everyday underwear option. It shows up consistently in conversations about the best men’s underwear for comfort among men who train regularly and want something that handles hard physical effort as well as a standard work day.
Material and feel
The Tech Boxerjock uses Under Armour’s HeatGear fabric, a lightweight polyester-elastane blend that prioritises moisture management above softness. The weave pulls sweat away from your skin quickly and dries fast, which makes it a strong performer during training sessions or warm Australian summers where cotton alternatives turn heavy and uncomfortable by mid-morning. The trade-off is that the material feels more synthetic than bamboo or modal options, so if you run sensitive to polyester-based fabrics against your skin, this is worth trying before committing to multiple pairs.
Support and fit
The Boxerjock fits close to the body with a contoured front panel that provides basic support without a dedicated inner pouch structure. Four-way stretch construction allows a full range of movement during physical activity, and the flat seams at the leg bands reduce friction during running or gym work where your thighs move repeatedly against each other.
The Tech Boxerjock performs at its best during high-output physical activity, and it holds up well through repeated heavy washing without losing its shape or stretch.
Best for
The Under Armour Tech Boxerjock suits men who want:
- Training sessions, running, and high-intensity gym work
- Active physical jobs where quick-dry fabric performance matters throughout the day
- A widely available option stocked across major Australian sporting goods retailers
Typical price in Australia
Under Armour Tech Boxerjocks typically retail between $30 and $45 AUD per pair through major Australian sporting retailers and the Under Armour website, with multi-packs available at a lower per-pair cost.
10. Boody bamboo underwear
Boody is an Australian-founded brand that has built its identity around organic bamboo viscose, making it one of the more sustainably focused options in the best men’s underwear for comfort category. The brand is widely available through pharmacies, supermarkets, and online retailers across Australia, which makes it one of the most accessible bamboo choices on this list without needing to order from an international website.
Material and feel
Boody uses certified organic bamboo viscose throughout their underwear range, which delivers a noticeably soft feel against the skin from the first wear. The fabric is naturally moisture-wicking and breathable, which suits warmer Australian conditions reasonably well, and it carries the same natural antibacterial properties found across quality bamboo textiles.
Over repeated wash cycles, the weave maintains its softness without significant pilling, though some wearers note the fabric feels slightly thinner compared to premium competitors at a similar price point.
Support and fit
The boxer brief cut sits close to the body with a flat-front panel rather than a dedicated inner pouch structure, which provides basic coverage and shape retention throughout the day. The waistband is narrow and low-profile, keeping things clean under fitted clothing but offering less hold and stability than the wider waistbands you find on higher-end options.
Boody delivers reliable bamboo softness at an accessible price point, though men who need structured anatomical support will find the flat-front design falls short of a dedicated pouch design.
Best for
Boody boxer briefs work well for:
- Men looking for an affordable, everyday bamboo option widely available in Australian stores
- Low-intensity daily wear and office environments
- Environmentally conscious buyers who prioritise certified organic materials without a premium price tag
Typical price in Australia
Boody boxer briefs typically retail between $20 and $35 AUD per pair, making them one of the most budget-friendly bamboo options on this list. That price point makes them a practical entry point if you’re switching away from conventional cotton for the first time.
11. Icebreaker merino underwear
Icebreaker is a New Zealand brand that has built a devoted following among outdoor enthusiasts and frequent travellers by committing entirely to merino wool as its core material. The merino underwear range sits at a different end of the comfort spectrum compared to most options on this list, making it worth serious consideration if your daily environment shifts between temperature extremes or you spend extended stretches without reliable laundry access.
Material and feel
Merino wool performs differently from every other fabric on this list, and the difference is noticeable from the first wear. The fibre is naturally temperature-regulating, keeping you warmer in cold conditions and cooler when temperatures climb, which gives these boxer briefs genuine versatility across Australian seasons. The weave also resists odour buildup naturally without chemical treatment, meaning you can comfortably wear them across multiple days during travel or long outdoor trips without needing to wash between uses.
The texture surprises most first-time merino wearers. The fabric feels noticeably softer against the skin than traditional wool, and it does not carry the scratchiness most men associate with a wool-based textile, which makes daily wear far more comfortable than you might expect.
Support and fit
The fit runs close to the body with a flat-front panel, providing basic shape retention rather than the structured anatomical support you get from a dedicated inner pouch design. Construction is finished with flat seams at key friction points, reducing irritation during extended hiking or walking where heat and contact pressure build over time.
Icebreaker merino underwear performs best when temperature regulation and odour resistance matter more than dedicated pouch support, making it a specialist choice rather than an everyday all-rounder.
Best for
If you’re searching for the best men’s underwear for comfort across varying climates, Icebreaker suits men who need:
- Long-haul travel and multi-day outdoor trips where laundry access is limited
- Cold-weather conditions or environments with significant temperature variation
- Natural fabric alternatives that eliminate synthetic materials entirely
Typical price in Australia
Icebreaker merino boxer briefs typically retail between $50 and $75 AUD per pair through outdoor gear retailers and the Icebreaker website, placing them at the premium end of the market and reflecting the genuine cost of quality merino fibre.
12. SKIMS Stretch mens underwear
SKIMS entered the men’s underwear market and quickly attracted attention by applying the brand’s signature stretch fabric technology to boxer briefs and trunks. If you’re building a shortlist of the best men’s underwear for comfort and want a modern option with a close, streamlined fit, the SKIMS Stretch range is worth considering before you make a final decision.
Material and feel
The SKIMS Stretch boxer brief uses a cotton-modal-elastane blend that sits soft against the skin and moves with your body rather than pulling against it. The fabric feels smooth and consistent across the waistband, leg bands, and body of the garment, without the rough transitions you sometimes find where different fabric panels meet in cheaper constructions.
Breathability is adequate for office wear and light movement, though the blend prioritises softness over moisture-wicking performance, making it less suited to heavy training sessions or humid Australian summers where a quick-dry fabric would serve you better.
Support and fit
Beyond the fabric, the fit runs close and contoured throughout the seat and thighs, reflecting the brand’s background in body-conscious design. The front panel provides basic coverage without a dedicated inner pouch structure, which keeps the profile clean under slim-fit trousers but limits the anatomical separation that pouch-based designs offer men who deal with chafing during movement.
The SKIMS Stretch boxer brief suits men whose primary comfort priority is a barely-there, tailored feel for daily desk wear rather than structured anatomical support.
Best for
The SKIMS Stretch underwear works well for men who want:
- A streamlined, body-close fit for office wear and low-intensity daily activity
- Soft fabric construction that prioritises feel over performance engineering
- A modern aesthetic that sits cleanly under fitted or slim-cut clothing
Typical price in Australia
SKIMS Stretch boxer briefs typically retail between $40 and $55 AUD per pair when ordered through the SKIMS website with international shipping to Australia. That places them at the premium end of the everyday comfort market, which is worth factoring in given the absence of a dedicated support structure compared to pouch-based designs at a similar price point.
Pick your most comfortable pair
Every pair on this list solves a specific problem, but the right choice depends on what’s actually bothering you. If you deal with chafing, overheating, or a lack of proper support, a flat-front design will keep letting you down regardless of how soft the fabric feels. That’s where a dedicated inner pouch makes a measurable difference, and it’s why SLY Collective sits at the top of this list.
Finding the best men’s underwear for comfort comes down to understanding what your current pair is failing to do. If the answer involves friction, heat, or everything shifting around during the day, you already know what to fix. The bamboo boxer briefs from SLY Collective address all three issues in a single pair, and the comfort guarantee means your first try carries zero risk. Check out the full range of men’s pouch underwear and find your fit today.