Choosing the right men's underwear comes down to three things: fit, fabric and purpose. A pair that fits well should stay in place without digging into your waist or riding up your legs. The fabric should suit your lifestyle, whether that's breathable cotton for everyday wear or advanced fibres like TENCEL™ for softness and moisture management. Finally, think about how you'll wear them—boxer briefs are a versatile choice for most men, while trunks, briefs and boxers each offer their own advantages depending on your preference and daily routine.

If you're looking to upgrade your essentials, the Asylum Haus collection is designed with comfort, premium materials and everyday performance in mind.

Introduction

Most men don't spend much time thinking about their underwear.

You probably replace it only when the elastic starts giving up, a hole appears where it shouldn't, or your favourite pair has simply seen better days. It's understandable—underwear isn't the most exciting purchase in your wardrobe.

But here's the thing.

It's the one item of clothing you wear every single day.

It sits closest to your skin, supports you through work, workouts, long commutes, travel and weekends, and quietly influences your comfort from the moment you get dressed until the end of the day.

When your underwear fits well, you rarely think about it. When it doesn't, it's impossible to ignore. Waistbands roll, legs ride up, fabrics trap heat, and you're left adjusting your underwear far more often than you'd like.

That's why choosing the right pair matters more than many men realise.

A quality pair of underwear isn't about luxury—it's about feeling comfortable, supported and confident, no matter what the day brings.

In this guide, we'll cover everything you need to know before buying your next pair, including:

• The different types of men's underwear
• Which fabrics are best for comfort and breathability
• How underwear should fit
• The best underwear for work, travel and exercise
• How many pairs you should own
• When it's time to replace old underwear
• Common mistakes to avoid

Whether you're buying your first premium pair or replacing a drawer full of worn-out basics, this guide will help you make a more informed choice.

Table of Contents

1. Why Most Men Wear the Wrong Underwear
2. Understanding the Different Types of Men's Underwear
3. Choosing the Right Fabric
4. How Underwear Should Actually Fit
5. The Best Underwear for Every Situation
6. Common Underwear Mistakes
7. How to Make Your Underwear Last Longer
8. How Many Pairs Should You Own?
9. Frequently Asked Questions
10. Final Thoughts

Why Most Men Wear the Wrong Underwear

Buying underwear isn't usually something we research.

Most of us grab a multipack from a department store, stick with the same size we've always worn, and hope for the best. While that might seem convenient, it's also why so many men end up wearing underwear that doesn't actually suit them.

The right pair should feel almost invisible throughout the day. If you're constantly adjusting the waistband, pulling the legs back into place or noticing discomfort after a few hours, it's often a sign that something isn't right.

Here are some of the most common mistakes men make:

Choosing the Wrong Size

Many men continue wearing the same size for years without considering changes in body shape or weight. Underwear that's too tight can create pressure around the waist and thighs, while underwear that's too loose may shift, bunch or offer less support than you'd like.

A comfortable fit should feel secure without restricting movement.

Prioritising Price Over Quality

It can be tempting to buy the cheapest multipack on the shelf, especially for something that's hidden beneath your clothes. However, lower-quality fabrics and construction often wear out faster, lose their shape more quickly and may not provide the same level of comfort over time.

Investing in fewer, better-made pairs can often provide better value in the long run.

Overlooking Fabric

Not all underwear fabrics perform the same way.

Some materials are naturally breathable and soft, while others are designed to manage moisture more effectively during exercise or warmer weather. Choosing the right fabric can make a noticeable difference to your everyday comfort.

If you'd like to learn more about fabric differences, read our guide on Cotton vs TENCEL™ Underwear:
https://asylumhaus.co.nz/blogs/asylum-haus-blog-posts/cotton-vs-tencel-underwear

Wearing Underwear Past Its Best

Even the highest-quality underwear won't last forever.

If the elastic has lost its stretch, the fabric has become thin or worn, or persistent odours remain after washing, it's probably time for a replacement.

Ignoring Your Lifestyle

The underwear that's comfortable for relaxing at home may not be the best choice for running, travelling or long days at the office.

Just as you wouldn't wear hiking boots to a formal event, choosing underwear that matches your daily activities can make a real difference to your comfort.

Understanding the Different Types of Men's Underwear

Walk into any clothing store or browse online, and you'll quickly realise there isn't just one type of men's underwear. From boxer briefs to trunks, briefs and classic boxers, every style is designed with a different balance of support, coverage and freedom of movement.

The "best" underwear isn't the same for everyone. Your body shape, daily routine, clothing preferences and personal comfort all play a role in finding the right fit.

Let's break down the most popular styles so you can decide which one suits your lifestyle.

 

Boxer Briefs

Best for: Everyday wear, the gym, travel, long workdays and active lifestyles.

If there were one style we'd recommend to most men, it would be boxer briefs.

They combine the supportive fit of briefs with the added leg coverage of boxers, making them one of the most versatile options available.

The extended leg helps reduce skin-on-skin friction, making boxer briefs a popular choice for men who walk a lot, spend long hours on their feet or experience thigh chafing during warmer months.

They also sit comfortably beneath jeans, chinos, work trousers and shorts without bunching or riding up—provided they're well designed and correctly sized.

Pros

• Excellent support
• Helps reduce thigh chafing
• Suitable for almost every body type
• Comfortable for long days
• Great for travel
• Works well during exercise

Cons

• Slightly warmer than trunks during hot weather
• Some cheaper versions may roll up the leg

Trunks

Best for: Everyday wear, fitted trousers, tailored shorts and slimmer body types.

Trunks have become one of the most popular styles over the last decade.

Think of them as the younger sibling of boxer briefs.

They offer the same supportive fit but with shorter legs, giving them a cleaner, more modern appearance.

Because they use less fabric, many men find trunks slightly cooler during summer while still providing enough support for everyday activities.

If your wardrobe consists mainly of slim-fit jeans, chinos or tailored shorts, trunks are an excellent option because they create a smooth silhouette beneath clothing.

Pros

• Modern look
• Lightweight feel
• Great under fitted clothing
• Comfortable for daily wear
• Less fabric around the thighs

Cons

• May ride up more than boxer briefs if the fit isn't right
• Less thigh protection during long walks

Briefs

Best for: Everyday wear, warm climates and men who prefer minimal coverage.

Briefs are one of the oldest underwear designs—and for good reason.

Instead of extending down the leg, briefs focus on providing support through a close-fitting pouch and elastic waistband.

With no fabric around the thighs, they allow complete freedom of movement while remaining lightweight and breathable.

Although fashion trends come and go, briefs remain a practical option for men who value simplicity and support.

Pros

• Excellent support
• Cool and breathable
• Minimal fabric
• Great under slim trousers

Cons

• Doesn't help prevent thigh chafing
• Less coverage than other styles

Boxers

Best for: Relaxing, sleeping and men who prefer a loose fit.

Traditional boxers prioritise airflow over support.

Unlike fitted underwear, boxers allow plenty of room to move, making them comfortable around the house or when sleeping.

However, because they don't provide much support, they're generally less suitable for sport or high levels of activity.

Loose-fitting boxers can also bunch beneath slimmer clothing, which is why many men now reserve them for downtime rather than everyday wear.

Pros

• Maximum airflow
• Relaxed feel
• Comfortable for sleeping
• Plenty of room to move

Cons

• Minimal support
• Can bunch beneath clothing
• Less suitable for exercise

Side-by-Side Comparison

Style	Support	Coverage	Best For	Everyday Rating
Boxer Briefs	⭐⭐⭐⭐⭐	High	Work, Gym, Travel	⭐⭐⭐⭐⭐
Trunks	⭐⭐⭐⭐☆	Medium	Everyday, Slim Clothing	⭐⭐⭐⭐⭐
Briefs	⭐⭐⭐⭐☆	Low	Warm Weather	⭐⭐⭐⭐☆
Boxers	⭐⭐☆☆☆	High (Loose)	Sleeping, Lounging	⭐⭐⭐☆☆

Which Style Is Right for You?

 

Still unsure?

Here's a simple guide.

Choose Boxer Briefs if...

• You work long hours.
• You go to the gym.
• You travel often.
• You want one style that works for almost everything.
• You experience thigh chafing.

Choose Trunks if...

• You like a shorter leg.
• You wear slim-fit clothing.
• You want a modern look.
• You prefer less fabric around your thighs.

Choose Briefs if...

• You prefer minimal coverage.
• You live in a warm climate.
• Support is your top priority.

Choose Boxers if...

• You mainly want underwear for relaxing.
• You sleep in loose-fitting underwear.
• You value airflow over support.

Expert Tip

Rather than sticking to just one style, consider building a small rotation based on your routine.

For example:

• Boxer briefs for work, travel and exercise.
• Trunks for weekends and everyday casual wear.
• Boxers for lounging or sleeping if you prefer a looser fit.

This gives you the flexibility to choose the most comfortable option for the day ahead.

Choosing the Right Underwear Fabric

If the style of your underwear determines how it fits, the fabric determines how it feels.

It's the fabric that decides whether you stay cool during a hot summer afternoon, feel comfortable through a long day at work, or find yourself adjusting your underwear halfway through the day because it's become hot, damp or uncomfortable.

Many men don't think about fabric until they try something better.

That's why upgrading your underwear often feels like such a noticeable improvement. The fit may be similar, but the material against your skin can completely change the experience.

Let's look at the most common fabrics you'll come across and where each one performs best.

Cotton

Best for: Everyday wear, all-season comfort and men who prefer natural fibres.

Cotton has been the go-to underwear fabric for generations, and it's easy to see why. It's soft, breathable and familiar.

Good-quality cotton feels comfortable against the skin and allows air to circulate, making it a reliable choice for daily wear.

The downside is that cotton tends to absorb moisture rather than move it away from your body. If you're exercising, spending time outdoors in hot weather or travelling for long periods, damp cotton can take longer to dry and may feel less comfortable than performance-focused fabrics.

Advantages

• Soft against the skin
• Naturally breathable
• Widely available
• Easy to care for
• Suitable for everyday use

Considerations

• Holds moisture longer than some modern fabrics
• Can lose shape over time if the quality is poor
• May not be ideal for high-intensity activities

TENCEL™

Best for: Everyday comfort, warm climates, travel and men looking for a premium feel.

TENCEL™ is a modern fibre made from responsibly sourced wood pulp using a closed-loop manufacturing process. It's become increasingly popular in premium clothing because of its exceptional softness and smooth finish.

One of its standout qualities is how effectively it manages moisture. Instead of leaving sweat sitting against your skin, the fibres help move moisture away, which can leave you feeling cooler and drier throughout the day.

Many people also notice that TENCEL™ feels exceptionally smooth, making it a great option for those with sensitive skin or anyone who simply enjoys a more luxurious feel.

Advantages

• Exceptionally soft
• Excellent moisture management
• Lightweight and breathable
• Smooth against the skin
• Naturally resistant to odour build-up

Considerations

• Usually costs more than standard cotton
• Best cared for using gentle washing cycles

Want a deeper comparison? Read our guide to Cotton vs TENCEL™ Underwear to understand how these fabrics differ in comfort, breathability and performance.

Modal

Best for: Everyday luxury, office wear and premium underwear.

Modal is another plant-based fibre known for its silky feel and excellent drape.

Compared with standard cotton, Modal tends to stay softer after repeated washing and is less likely to shrink. It also has a smooth finish that many people associate with premium underwear.

While it's comfortable enough for everyday use, Modal is especially popular in premium underwear collections because it combines softness with durability.

Advantages

• Silky-soft texture
• Holds colour well
• Resists shrinking
• Comfortable for long wear
• Maintains softness after washing

Considerations

• More expensive than basic cotton
• Quality can vary depending on the blend

Bamboo

Best for: Men looking for a soft, lightweight everyday fabric.

Bamboo-based fabrics have become increasingly popular in recent years, largely because they're marketed as soft and comfortable.

Depending on how the fabric is produced, bamboo can offer a lightweight feel and good breathability. As with any material, the overall comfort depends not only on the fibre itself but also on the quality of the manufacturing, fabric blend and garment construction.

Advantages

• Soft feel
• Lightweight
• Comfortable for everyday wear

Considerations

• Performance varies between manufacturers
• Marketing claims don't always reflect real-world performance

Performance Blends

Best for: Running, gym sessions, hiking and high-intensity activities.

Synthetic performance fabrics are designed with movement in mind.

They're commonly used in sports underwear because they dry quickly, stretch easily and cope well with repeated movement.

If your day involves intense exercise, performance blends can be a practical option. However, for everyday office wear or casual use, some people find natural or plant-based fibres more comfortable against the skin.

Advantages

• Quick drying
• Stretchy
• Durable
• Suitable for sport

Considerations

• Can retain odours if not washed properly
• May feel less natural than cotton or TENCEL™

Fabric Comparison at a Glance

Fabric	Softness	Breathability	Moisture Management	Everyday Comfort	Best For
Cotton	★★★★☆	★★★★☆	★★★☆☆	★★★★☆	Daily wear
TENCEL™	★★★★★	★★★★★	★★★★★	★★★★★	Everyday comfort, travel, warm weather
Modal	★★★★★	★★★★☆	★★★★☆	★★★★★	Premium everyday wear
Bamboo	★★★★☆	★★★★☆	★★★★☆	★★★★☆	Lightweight comfort
Performance Blends	★★★☆☆	★★★★☆	★★★★★	★★★☆☆	Sport and high-intensity activity

So, Which Fabric Should You Choose?

The right choice depends on how and where you'll wear your underwear.

• For everyday comfort: Cotton or TENCEL™ are excellent options, with TENCEL™ offering a softer feel and enhanced moisture management.
• For long workdays and travel: TENCEL™ or Modal can help keep you comfortable over extended periods.
• For exercise and active lifestyles: Performance blends are designed to cope with movement and perspiration.
• For a premium feel: Modal and TENCEL™ are hard to beat if softness is your priority.

Ultimately, the "best" fabric is the one that suits your lifestyle, your comfort preferences and the conditions you wear it in most often.

💡 Expert Insight

Don't judge underwear by the fabric name alone.

A high-quality garment is the result of the fabric, the knit, the fit, the waistband, the stitching and the overall construction working together. Two pairs labelled "cotton" or "Modal" can feel completely different depending on how they're made.

That's why it's worth paying attention to craftsmanship—not just the material on the label.

How Underwear Should Actually Fit

Finding the right underwear isn't just about choosing the correct size on the label. Two brands can both be labelled "Medium" and fit completely differently.

The goal isn't to wear underwear that's as tight as possible or as loose as possible. The goal is to find a pair that moves with you, stays in place throughout the day and feels so comfortable that you forget you're wearing it.

If you're constantly adjusting your underwear, chances are it's not the right fit.

Here's what to look for.

1. The Waistband Should Feel Secure—Not Tight

The waistband is the first thing you'll notice when you put on a pair of underwear.

A good waistband should sit comfortably around your waist without digging into your skin or rolling over when you sit down. It should stay in place as you move but never leave deep marks or make you feel restricted.

A waistband fits well when it:

• Stays in place throughout the day
• Doesn't pinch or roll
• Feels snug without squeezing
• Returns to its original shape after stretching

Signs it's too tight

• Red marks around your waist
• Feeling pressure after sitting for long periods
• Rolling or folding over
• Difficulty taking a full breath comfortably

Signs it's too loose

• Slips down as you walk
• Needs regular adjusting
• Twists underneath clothing

2. The Pouch Should Provide Natural Support

One of the biggest differences between premium and budget underwear is the pouch design.

A well-designed pouch supports your body naturally without compressing or creating unnecessary pressure. You shouldn't feel squashed, but you also shouldn't feel like everything is moving around without support.

The right pouch design reduces friction, improves comfort and allows you to move freely whether you're sitting at a desk, walking through the city or exercising.

A good pouch should:

• Support without squeezing
• Allow natural movement
• Reduce skin-on-skin friction
• Stay comfortable throughout the day

3. The Leg Openings Should Stay Put

Few things are more frustrating than underwear that rides up every few minutes.

Well-fitted leg openings should stay comfortably in place without cutting into your thighs. They should follow your movements whether you're walking, climbing stairs or sitting for long periods.

If your underwear constantly bunches or rides up, it's often a sign that the size, cut or fabric isn't working for your body.

They shouldn't:

• Roll upwards
• Dig into your legs
• Feel restrictive
• Leave deep marks

4. The Fabric Should Move With You

Great underwear doesn't fight your movements—it follows them.

Whether you're bending down, getting in and out of the car, cycling to work or relaxing on the sofa, the fabric should stretch naturally and return to its original shape without becoming loose or baggy.

A fabric with the right amount of flexibility helps maintain comfort throughout the day.

5. You Shouldn't Notice It

This might sound strange, but the best underwear is the pair you stop thinking about.

You shouldn't spend the day:

• Pulling your waistband up
• Adjusting the legs
• Repositioning the pouch
• Feeling overheated
• Constantly shifting for comfort

When your underwear fits properly, it becomes one less thing to think about.

Signs Your Underwear Doesn't Fit Properly

Sometimes the signs are obvious. Other times, you've simply gotten used to discomfort.

If you notice any of the following regularly, it may be time to try a different size, style or fabric.

It's Probably Too Small If...

• The waistband digs into your skin.
• The leg openings feel tight.
• The fabric stretches thin across your body.
• You feel restricted when moving.
• It leaves noticeable pressure marks after wearing.

It's Probably Too Large If...

• The waistband slides down.
• The fabric bunches under your trousers.
• The pouch feels unsupported.
• The legs ride up because the fabric shifts too much.
• You find yourself adjusting throughout the day.

Does Body Type Matter?

To a degree, yes.

Different styles tend to suit different builds, although personal preference should always come first.

Body Type	Styles Often Preferred	Why They Work
Slim	Trunks, Boxer Briefs	Streamlined fit under slimmer clothing
Athletic	Boxer Briefs, Trunks	Support with freedom of movement
Broader Build	Boxer Briefs	Extra leg coverage can help reduce thigh friction
Minimal Coverage Preference	Briefs	Lightweight feel with good support

There's no "correct" choice—comfort is always more important than following trends.

Quick Self-Check

Ask yourself these five questions:

✅ Does the waistband stay in place?

✅ Do the legs stay where they should?

✅ Does the pouch feel supportive?

✅ Can you move freely without adjusting?

✅ Do you forget you're wearing them?

If you answered yes to all five, you've probably found a great fit.

Expert Tip: Don't Chase the Number

Many men assume they need to stick to the same size they've always worn. In reality, sizing varies between brands, fabrics and even different underwear styles.

Instead of focusing on the number printed on the label, pay attention to how the underwear feels after a full day of wear. If you're comfortable from morning to night without needing to adjust it, you've found the right fit.

The Best Underwear for Every Situation

There isn't one perfect pair of underwear for every occasion.

The pair that keeps you comfortable during a morning workout isn't necessarily the same one you'll want to wear on a long-haul flight or while sitting through eight hours of meetings.

Just like you wouldn't wear running shoes to a wedding or dress shoes to the gym, matching your underwear to your day can make a surprising difference to your comfort.

Here's what we recommend for some of the most common situations.

Best Underwear for Everyday Wear

Recommended Style: Boxer Briefs or Trunks

Most days involve a little bit of everything—walking, sitting, driving, climbing stairs, working and relaxing.

For everyday comfort, look for underwear that offers:

• Comfortable support
• Breathable fabric
• A secure waistband
• Legs that stay in place
• Soft seams that don't irritate your skin

Boxer briefs are often the safest all-round choice because they combine support with enough coverage to minimise friction throughout the day.

If you prefer a shorter cut, trunks offer many of the same benefits with a more modern silhouette.

Best Underwear for the Office

Whether you're spending your day at a desk, attending meetings or commuting, comfort becomes more important than you might expect.

Hours of sitting can quickly highlight underwear that pinches, rides up or traps heat.

For office wear, choose underwear with:

• A soft waistband that won't dig in while seated
• Breathable fabric to help regulate temperature
• Flat seams to reduce irritation
• A supportive pouch that remains comfortable throughout the day

If your workplace involves business attire or tailored trousers, trunks can provide a streamlined fit under slimmer clothing.

Best Underwear for the Gym

Exercise places different demands on your underwear.

You're moving more, generating heat and perspiring, so the fabric and fit become even more important.

For training sessions, choose underwear that:

• Moves with your body
• Manages moisture effectively
• Stays in place during movement
• Provides reliable support without feeling restrictive

Many men prefer boxer briefs for training because the longer leg helps reduce friction during squats, running or cycling.

Best Underwear for Travel

Long travel days combine walking, sitting, carrying luggage and changing climates.

Comfort becomes essential.

Whether you're exploring a new city or spending hours on a plane, look for underwear that:

• Feels comfortable for extended wear
• Helps manage moisture
• Packs easily
• Maintains its shape after washing

If you're travelling for several days, choosing premium underwear that dries quickly after washing can reduce the number of pairs you need to pack.

Best Underwear for Summer

Hot weather changes everything.

When temperatures rise, breathability and moisture management become priorities.

Look for:

• Lightweight fabrics
• Breathable construction
• Comfortable support
• Soft waistbands
• Good airflow

Many men find that modern fabrics like TENCEL™ help them stay cooler and more comfortable during warmer months thanks to their excellent moisture management.

Best Underwear for Winter

Although warmth becomes more important in colder weather, you still don't want underwear that feels bulky.

A comfortable, well-fitted pair helps regulate temperature while remaining comfortable beneath jeans, trousers and layered clothing.

The focus should remain on comfort rather than thickness.

Best Underwear for Long Walks

Whether you're sightseeing, walking the dog or spending a full day on your feet, friction becomes the biggest enemy.

Boxer briefs are often the preferred choice because the longer leg helps reduce skin-on-skin rubbing between the thighs.

Combined with a breathable fabric, this can significantly improve comfort over long distances.

Best Underwear for Date Night

This isn't just about appearance.

Confidence often starts with feeling comfortable.

Choose underwear that:

• Fits perfectly
• Feels soft against your skin
• Maintains its shape
• Looks as good as it feels

When you know you're comfortable, it shows in the way you carry yourself.

Best Underwear for Sleeping

Sleeping preferences vary from person to person.

Some men prefer loose-fitting boxers, while others are perfectly comfortable sleeping in boxer briefs or trunks.

The most important factor is choosing a fabric that feels comfortable against your skin and doesn't restrict movement during the night.

Quick Recommendation Guide

Situation	Recommended Style	Ideal Fabric
Everyday	Boxer Briefs or Trunks	Cotton or TENCEL™
Office	Trunks or Boxer Briefs	Cotton, Modal or TENCEL™
Gym	Boxer Briefs	Performance Blend or TENCEL™
Travel	Boxer Briefs	TENCEL™
Summer	Trunks or Boxer Briefs	TENCEL™
Winter	Boxer Briefs	Cotton or Modal
Long Walks	Boxer Briefs	TENCEL™
Sleeping	Boxers or Personal Preference	Cotton

Building a Small Underwear Rotation

You don't need twenty different styles.

For most men, a simple rotation works well:

Everyday Collection

5–7 comfortable pairs for work and daily wear.

Active Collection

2–3 pairs designed for exercise or active weekends.

Travel Collection

2–3 pairs that are lightweight, comfortable and quick to wash and dry.

Relaxation Collection

A couple of pairs reserved for evenings or weekends at home, depending on your preference.

This approach keeps your drawer organised while ensuring you always have the right pair for the occasion.

Expert Tip: One Great Pair Is Better Than Five Average Ones

Many people buy underwear in bulk because it seems like good value. But if those pairs lose their shape, become uncomfortable or need replacing quickly, they often cost more in the long run.

A smaller collection of well-made underwear that fits properly, uses quality materials and stands up to regular wear can provide better comfort and better value over time.

Natural Product Recommendation

If you're looking to refresh your underwear drawer, consider starting with just a few high-quality pairs rather than replacing everything at once.

The Asylum Haus collection was designed around the principles we've covered in this guide: thoughtful fit, premium materials and all-day comfort. Once you've found a pair that genuinely works for you, expanding your collection becomes an easy decision rather than a guessing game.

The Biggest Underwear Mistakes Men Make

Buying better underwear is only half the equation.

Even the highest-quality pair won't feel comfortable if it's the wrong size, worn for the wrong activity or simply kept long past its best.

The good news is that most underwear problems are easy to fix once you know what to look for.

Here are the mistakes we see men make most often—and how to avoid them.

1. Buying the Cheapest Pack Available

It's understandable.

Underwear isn't usually an exciting purchase, so many people grab the cheapest multipack they can find and move on.

But cheaper underwear often uses lower-grade fabrics, weaker elastic and simpler construction. Over time, waistbands lose their stretch, seams twist, and fabrics become rougher against the skin.

Rather than replacing worn-out underwear every few months, investing in a few well-made pairs can often provide better comfort and better long-term value.

Think cost per wear, not cost per pair.

2. Wearing the Wrong Size

Many men haven't measured their waist since they were teenagers.

Weight changes, body composition changes and even different brands use different sizing.

If your waistband leaves deep marks or you're constantly pulling your underwear back into place, it's worth trying another size rather than assuming that's just how underwear feels.

Comfort should never require constant adjustment.

3. Keeping Underwear for Too Long

Every favourite pair eventually reaches retirement.

The challenge is that it usually happens gradually, so you don't notice.

Signs it's time to replace your underwear:

• The waistband no longer stretches properly.
• The fabric feels thin.
• Small holes begin appearing.
• The legs won't stay in place.
• The pouch has lost its support.
• The fabric remains misshapen after washing.
• It no longer feels comfortable.

A good rule of thumb is to regularly check the condition of your underwear drawer and replace worn pairs before they become uncomfortable.

4. Choosing Style Over Comfort

Trends come and go.

Comfort doesn't.

A particular style may look great in advertising, but if it doesn't suit your body shape or lifestyle, you'll probably spend the day adjusting it.

Always prioritise:

• Fit
• Comfort
• Support
• Fabric

Appearance is important—but not at the expense of all-day comfort.

5. Ignoring Fabric

Two pairs of underwear can look almost identical on the shelf but feel completely different after eight hours of wear.

Fabric influences:

• Breathability
• Softness
• Moisture management
• Temperature regulation
• Overall comfort

If you've only ever worn standard cotton, trying a premium fabric such as TENCEL™ or Modal may completely change your expectations of what comfortable underwear can feel like.

6. Wearing the Same Underwear for Every Activity

The underwear you wear while relaxing at home isn't always the best choice for running 10 kilometres or spending twelve hours travelling.

Think about your footwear.

You probably own different shoes for work, sport and weekends.

Underwear works the same way.

Matching your underwear to your lifestyle can make everyday activities noticeably more comfortable.

7. Washing Underwear Incorrectly

Even premium underwear can wear out quickly if it's not cared for properly.

Common washing mistakes include:

• Using very hot water
• Overloading the washing machine
• Using excessive detergent
• High-heat tumble drying
• Washing with heavy garments like jeans or towels

Gentle care helps fabrics stay softer, waistbands retain their elasticity and colours remain vibrant for longer.

8. Buying Without Reading Reviews

Online shopping has made it easier than ever to compare brands.

Before buying, take a few minutes to read reviews and look for consistent feedback about:

• Comfort
• Fit
• Durability
• Fabric quality
• Customer service

Reviews won't tell you everything, but they often reveal patterns that product descriptions don't.

9. Not Rotating Your Underwear

If you wear the same few pairs every week while the rest sit untouched in your drawer, they'll naturally wear out much faster.

Rotating your collection more evenly helps extend the life of every pair and means you're less likely to end up replacing several at once.

10. Waiting Until They're Falling Apart

Many men only replace underwear once there's a visible hole or the waistband has completely given up.

By that stage, you've probably spent months wearing underwear that isn't providing the comfort or support it once did.

Replacing underwear before it reaches that point helps maintain consistent comfort every day.

Quick Checklist: Are You Making Any of These Mistakes?

Take a moment to check your underwear drawer.

☐ I wear the correct size.

☐ My waistbands still have good elasticity.

☐ None of my pairs have holes or thinning fabric.

☐ I own underwear suited to my lifestyle.

☐ I replace worn-out pairs regularly.

☐ I wash my underwear according to the care instructions.

☐ I have enough pairs to rotate throughout the week.

If you couldn't tick every box, your underwear drawer might be due for an upgrade.

Expert Tip: Refresh Gradually

You don't need to throw away every pair overnight.

Instead, replace your oldest or least comfortable underwear first. Wear the new pairs regularly, pay attention to how they feel throughout the day and gradually build a collection that you genuinely enjoy wearing.

This approach spreads out the cost and helps you discover the styles and fabrics that suit you best.

How to Make Your Underwear Last Longer

Quality underwear is an investment in your everyday comfort.

Whether you've bought a premium pair or simply found underwear that fits perfectly, taking proper care of it can help preserve its shape, softness and support for much longer.

The good news?

You don't need expensive products or complicated routines. A few simple habits can significantly extend the life of your underwear and keep it feeling comfortable wash after wash.

1. Wash According to the Care Label

Every fabric is different.

While many cotton underwear styles can handle regular machine washing, premium materials such as TENCEL™ and Modal often benefit from gentler care.

The care label isn't just a suggestion—it's designed to help the fabric maintain its performance and appearance over time.

When in doubt:

• Use a gentle wash cycle.
• Choose a mild detergent.
• Avoid unnecessarily high temperatures.

A little extra care today can add months to the life of your underwear.

2. Wash in Cold or Warm Water

Many people assume hotter water means cleaner clothes.

In reality, very hot water can weaken elastic fibres, cause some fabrics to shrink and reduce the lifespan of your underwear.

For most everyday washing, cold or warm water is more than enough to clean effectively while being kinder to the fabric.

3. Avoid Overloading the Washing Machine

When the washing machine is packed too tightly, clothing rubs together more aggressively.

That extra friction can:

• Stretch waistbands
• Wear down fibres
• Cause pilling
• Reduce softness over time

Giving your clothes enough room to move helps them come out cleaner and experience less unnecessary wear.

4. Skip High Heat in the Dryer

Heat is one of the biggest enemies of elastic.

Repeated exposure to high temperatures can cause waistbands to lose their stretch long before the fabric itself wears out.

If possible:

• Air dry your underwear.
• Or use a low-heat setting if tumble drying is necessary.

It may take a little longer, but your underwear will usually last much longer as a result.

5. Separate Heavy Garments

Washing underwear together with jeans, jackets or heavy towels creates more friction inside the machine.

That extra rubbing can gradually damage lighter fabrics.

Whenever practical, wash underwear with similarly lightweight clothing.

6. Use the Right Amount of Detergent

More detergent doesn't necessarily mean cleaner clothes.

Using too much detergent can leave residue behind, making fabrics feel stiff or less breathable after washing.

Follow the recommended amount for your machine and load size.

7. Rotate Your Collection

One of the easiest ways to extend the life of your underwear is simply to own enough pairs.

If you rotate through your collection instead of wearing the same favourites every few days, each pair has time to recover between washes and experiences less overall wear.

Even premium underwear benefits from regular rotation.

8. Store Them Properly

Stuffing underwear into an overcrowded drawer might save a few seconds, but it can stretch waistbands and crease fabrics unnecessarily.

Instead:

• Fold pairs neatly.
• Keep the drawer organised.
• Avoid compressing them under heavier clothing.

It takes little effort but helps maintain their shape.

9. Replace Individual Pairs—Not Your Entire Drawer

Many people wait until every pair has worn out before buying new underwear.

A better approach is to replace older pairs gradually.

Whenever one pair loses its support, develops holes or simply becomes uncomfortable, retire it and introduce a new one.

This keeps your collection consistently comfortable without the expense of replacing everything at once.

Signs Your Underwear Is Nearing the End of Its Life

Even with excellent care, no underwear lasts forever.

It's probably time for a replacement if you notice:

• The waistband has become loose.
• The fabric has thinned noticeably.
• The pouch no longer feels supportive.
• The legs constantly ride up.
• Persistent odours remain after washing.
• Small holes or tears begin appearing.
• The fabric feels rough instead of soft.

Replacing worn underwear before it completely fails helps maintain everyday comfort.

Underwear Care Checklist

Use this simple checklist to help your underwear last as long as possible.

✔ Wash according to the care instructions.

✔ Choose cold or warm water.

✔ Avoid high dryer temperatures.

✔ Don't overload the washing machine.

✔ Wash with similar lightweight garments.

✔ Rotate your collection regularly.

✔ Fold and store neatly.

✔ Replace worn pairs before they become uncomfortable.

Expert Tip: Your Washing Routine Matters as Much as the Fabric

Premium fabrics can only perform at their best when they're cared for properly.

Two people can buy the exact same pair of underwear, but the one who washes and stores it carefully is likely to enjoy better comfort, shape retention and durability over time.

Good care protects your investment.

How Often Should You Replace Your Underwear?

There's no universal schedule because it depends on how often you wear each pair, how you wash it and the quality of its construction.

Instead of replacing underwear based on a calendar, pay attention to its condition.

If it no longer feels supportive, comfortable or holds its shape, it's time to move on.

Comfort should always be your guide.

How Many Pairs of Underwear Should a Man Own?

There isn't a magic number that works for everyone.

The right number depends on your lifestyle, how often you do laundry, whether you travel regularly and how active you are.

Someone who works from home and does washing every few days has very different needs from someone who travels for work, goes to the gym five times a week or prefers to wash clothes once a fortnight.

Rather than chasing a specific number, think about building a collection that keeps you comfortable without running out of clean underwear.

A Good Starting Point

For most men, 10–14 pairs is a practical collection.

That gives you enough underwear to comfortably get through the week, plus a few extra pairs for unexpected delays, weekends away or laundry days.

It's enough to rotate your collection without putting excessive wear on the same few favourites.

Recommended Collection by Lifestyle

Lifestyle	Suggested Number of Pairs	Why
Student	8–10	Enough for weekly washing and everyday use
Office Worker	10–14	Comfortable rotation for work and weekends
Gym Regular	12–16	Everyday pairs plus dedicated workout pairs
Frequent Traveller	12–15	Covers trips and unexpected delays
Outdoor or Physical Job	14–18	More frequent changes due to activity and perspiration

These aren't strict rules—they're simply a practical guide to help you build a collection that suits your routine.

Build Your Underwear Drawer Like a Wardrobe

Most men don't wear the same shoes every day.

The same thinking can apply to underwear.

Rather than filling your drawer with identical pairs, consider having different options for different situations.

Everyday Essentials

This is the foundation of your collection.

These are the pairs you'll reach for most often—comfortable, supportive and suitable for work, errands and daily life.

Recommended: 6–8 pairs.

Workout Pairs

If you exercise regularly, keeping a few pairs specifically for the gym can help preserve your everyday favourites.

Look for styles that stay in place during movement and fabrics suited to active use.

Recommended: 2–4 pairs.

Travel Pairs

Travel often means long hours, changing weather and limited opportunities to do laundry.

A few lightweight, comfortable pairs that are easy to wash and quick to dry can make packing much easier.

Recommended: 2–3 pairs.

Lounge or Sleep Pairs

Some men like having separate underwear for relaxing at home or sleeping.

Whether you prefer loose boxers or your favourite trunks, having dedicated pairs for downtime can help your everyday collection last longer.

Recommended: 2–3 pairs.

How Often Should You Replace Them?

Even if you own enough pairs, they won't all wear out at the same time.

Some become favourites and get worn more frequently, while others spend most of their time folded neatly in the drawer.

Instead of replacing everything in one go, replace individual pairs as they begin to lose their comfort, shape or support.

That way, your collection stays fresh throughout the year.

Should You Buy Multipacks?

Multipacks can be a great option if:

• You've already found a style that fits you well.
• You're happy with the fabric.
• The quality meets your expectations.

However, if you're trying a new brand for the first time, it's often worth starting with one or two pairs before committing to a larger bundle.

Comfort is personal, and what works for someone else may not be the perfect fit for you.

Quality vs Quantity

It's easy to assume that more underwear automatically means better value.

In reality, the opposite is often true.

A drawer full of uncomfortable underwear doesn't become more useful simply because there are more pairs in it.

Many men find greater satisfaction in owning a smaller collection of underwear that fits well, feels comfortable and lasts longer.

Think of it this way:

• 12 pairs you genuinely enjoy wearing are more valuable than 25 pairs you avoid unless everything else is in the wash.

Quick Calculation

Not sure how many pairs you need?

Use this simple formula:

Number of days between washing + 3 extra pairs = A comfortable minimum

For example:

• Laundry every 7 days → 10 pairs
• Laundry every 10 days → 13 pairs
• Laundry every 14 days → 17 pairs

Those extra three pairs give you flexibility for busy weeks, travel or unexpected delays.

Underwear Drawer Health Check

Open your drawer and ask yourself:

✅ Do I have enough pairs to get through the week comfortably?

✅ Are there any pairs I never choose to wear?

✅ Have I kept some "just in case" even though they're worn out?

✅ Do I have options for work, exercise and travel?

If the answer to any of these questions is no, it may be time for a small refresh.

Expert Tip: Upgrade Gradually

There's no need to throw everything out and start from scratch.

Instead, replace the pairs you avoid wearing first.

Over time, your drawer will naturally become filled with underwear that fits well, feels comfortable and suits your lifestyle.

It's a simple approach that spreads the cost and ensures every new purchase is one you'll actually enjoy wearing.

A Natural Next Step

If you're ready to refresh your collection, consider starting with a small number of premium pairs rather than replacing everything at once.

Once you've found a style and fabric that works for you, expanding your collection becomes much easier—and you'll know every pair in your drawer is one you genuinely want to wear.

Frequently Asked Questions About Men's Underwear

1. What is the best type of men's underwear?

There isn't a single "best" style for everyone. It depends on your lifestyle, body shape and personal preference. For most men, boxer briefs offer the best balance of support, comfort and coverage, making them a versatile everyday option. Trunks are another popular choice if you prefer a shorter leg and a more modern fit.

2. Which fabric is best for men's underwear?

The best fabric depends on how and where you'll wear your underwear.

• Cotton is breathable and reliable for everyday use.
• TENCEL™ is exceptionally soft and offers excellent moisture management.
• Modal provides a smooth, premium feel.
• Performance blends are ideal for sport and high-intensity activities.

3. Should men's underwear be tight or loose?

Your underwear should feel secure without feeling restrictive. It should stay in place, provide natural support and allow you to move comfortably throughout the day. If you're constantly adjusting it, it's probably not the right fit.

4. How often should men replace their underwear?

Rather than replacing underwear after a fixed amount of time, pay attention to its condition. If the waistband has lost its elasticity, the fabric has become thin, or the underwear no longer feels comfortable, it's time to replace it.

5. How many pairs of underwear should a man own?

Most men are well served by a collection of around 10–14 pairs, although the ideal number depends on your laundry routine, activity level and travel habits.

6. What underwear is best for the gym?

Boxer briefs made from moisture-managing or performance fabrics are often the preferred choice for exercise because they provide support while helping to reduce friction during movement.

7. What underwear is best for hot weather?

Lightweight, breathable fabrics such as TENCEL™ and quality cotton are excellent choices for warmer climates. Pair them with a style that promotes airflow and fits comfortably without trapping excess heat.

8. Is cotton still a good choice?

Absolutely. Cotton remains one of the most popular underwear fabrics because it's soft, breathable and comfortable for everyday wear. Premium cotton can still be an excellent option, particularly if you're looking for natural fibres.

9. What's the difference between trunks and boxer briefs?

Both offer support, but boxer briefs have a longer leg, which can help reduce thigh friction. Trunks have a shorter leg and a more compact silhouette, making them a popular option under slim-fitting trousers and shorts.

10. Why does my underwear ride up?

Riding up is usually caused by a combination of fit, style and fabric. Underwear that's too loose, too tight or poorly constructed is more likely to move throughout the day.

11. Why does my waistband roll over?

A rolling waistband may indicate that the underwear is too small, the elastic has worn out, or the waistband itself isn't designed to provide enough structure.

12. Is expensive underwear worth it?

Higher-quality underwear often uses better fabrics, stronger waistbands and improved construction. While it may cost more upfront, many people find that the added comfort and durability provide better long-term value.

13. Can underwear help prevent chafing?

Yes. Boxer briefs with longer legs are commonly chosen to help reduce skin-on-skin friction around the thighs, particularly during walking, exercise or hot weather.

14. How should I wash my underwear?

Follow the care label whenever possible. In general, washing in cold or warm water with a mild detergent and avoiding excessive heat when drying helps preserve the fabric and elastic.

15. Is it okay to wear the same underwear all day?

Yes—as long as it's clean, comfortable and appropriate for your activities. If you've completed a workout or become particularly sweaty, changing into a fresh pair is a good idea.

16. Can I sleep in my underwear?

Many men do. Whether you sleep in boxer briefs, trunks, briefs or loose boxers comes down to personal preference. The most important factor is comfort.

17. What's the most comfortable underwear for travel?

Many travellers prefer boxer briefs made from lightweight, breathable fabrics because they remain comfortable during long periods of sitting and walking.

18. Does underwear affect confidence?

While confidence comes from many factors, wearing comfortable underwear that fits well can help you feel more at ease throughout the day. When you're not distracted by discomfort, it's easier to focus on everything else.

19. Should I own different underwear for different activities?

If your lifestyle includes work, exercise, travel and downtime, having a small rotation suited to different situations can improve comfort and help each pair last longer.

20. What's the first thing I should look for when buying underwear?

Start with fit. Even the most advanced fabric won't feel comfortable if the underwear doesn't fit your body properly. Once you've found the right fit, consider fabric, style and the activities you'll use it for.

Final Thoughts

The best underwear isn't necessarily the most expensive, the most fashionable or the one with the biggest marketing campaign.

It's the pair that fits your body, suits your lifestyle and keeps you comfortable from the moment you get dressed until the end of the day.

That might mean boxer briefs for work, trunks for weekends, or lightweight fabrics for summer. It might mean replacing a few old favourites or trying a premium material for the first time.

Whatever your preference, making a more informed choice pays off every single day—because underwear is the first thing you put on in the morning and the last thing you take off at night.

Small improvements in comfort can have a surprisingly big impact on how you feel throughout the day.

Ready to Upgrade Your Underwear Drawer?

If this guide has helped you understand what to look for, the next step is simple: choose underwear that matches the principles we've covered—great fit, quality construction, premium fabrics and lasting comfort.

Explore the Asylum Haus collection to discover underwear designed for everyday comfort, or save more by choosing one of our value bundles if you're refreshing your entire drawer.

If you're still comparing fabrics, don't miss our guide to Cotton vs TENCEL™ Underwear, where we take a closer look at how two of the most popular materials perform in everyday life.