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Men’s Underwear: The Ultimate Guide

Posted by Onassis Krown on
Everything About Men's Underwear

Everything You Need to Know About Men’s Underwear

When it comes to men’s fashion, underwear is often overlooked. Hidden beneath layers of clothing, it rarely sees the light of day—but that doesn't make it any less important. In fact, the right pair of underwear can transform your confidence, posture, and comfort. Whether you're dressing for a regular workday, the gym, or a date night, your underwear matters more than you think.

In this ultimate guide, we’ll explore everything you need to know about men’s underwear—from the different styles and fabrics to the best picks for various body types and lifestyles. Consider this your one-stop resource for upgrading your first layer of defense.


1. Why Men’s Underwear Matters

Think of underwear as your personal armor. It’s the first thing you put on and the last thing you take off. It supports, protects, and keeps things in place. High-quality, well-fitted underwear prevents chafing, regulates temperature, and helps you feel fresh throughout the day.

Yet many men settle for the cheapest multi-pack or cling to decade-old pairs. It’s time to change that.

A good pair of underwear does three things:

  • Supports your anatomy without being restrictive

  • Wicks moisture and minimizes odor

  • Fits your body shape and lifestyle

Comfort, style, and function should all come together seamlessly.


2. The Main Types of Men’s Underwear

Let’s break down the main underwear styles so you can find your fit:

Boxers

Boxers are loose-fitting and offer maximum breathability. Great for lounging and sleeping, they’re ideal if you prefer freedom of movement.

Pros:

  • Breathable and roomy

  • Often made with soft cotton

  • Good for men with larger thighs

Cons:

  • No support

  • Can bunch up under tight pants

Best for: Sleeping, lounging, casual wear.


Briefs

Briefs are the classic "tighty-whities" – snug, supportive, and minimal. They have a Y-shaped front and offer full support without covering the thighs.

Pros:

  • Great support

  • No leg coverage, so ideal for slim-fit pants

  • Show off your physique

Cons:

  • Not ideal for bigger thighs

  • Can ride up if poorly made

Best for: Everyday wear, working professionals, athletic builds.


Boxer Briefs

The lovechild of boxers and briefs. Boxer briefs offer the length of boxers with the support of briefs. They’re the most popular style for a reason.

Pros:

  • Balanced support and comfort

  • Prevents chafing

  • Stylish and modern

Cons:

  • Can get warm if not breathable

  • Needs the right fabric for comfort

Best for: All-day wear, workouts, formal wear, and most body types.


Trunks

Trunks are like boxer briefs but shorter. They offer a square-cut silhouette and sit low on the waist.

Pros:

  • Stylish and modern

  • Shorter length ideal for shorter men

  • Supportive and sexy

Cons:

  • Might ride up for thicker thighs

  • Less ideal for intense workouts

Best for: Fashion-forward men, dates, everyday wear.


Jockstraps

Originally designed for athletes, jockstraps have a supportive pouch and two elastic straps that go around your thighs.

Pros:

  • Maximum support and ventilation

  • Highlights physique

  • Great for sports and high-intensity activity

Cons:

  • Minimal coverage

  • Not for everyone’s taste

Best for: Sports, gym workouts, enhancing physique.


Thongs and G-Strings

Minimalist underwear that leaves little to the imagination. Typically chosen for aesthetics or specific outfits.

Pros:

  • No visible lines under clothes

  • Breathable and minimal

Cons:

  • Not the most comfortable for everyone

  • Takes confidence to pull off

Best for: Special occasions, tight pants, confident wearers.


3. Choosing the Right Fabric

Fabric determines how your underwear feels, stretches, breathes, and lasts. Let’s break down the common materials:

Cotton

The classic. Soft, breathable, and affordable.

Pros: Natural fiber, easy on the skin, widely available
Cons: Absorbs moisture, can lose shape over time

Best for: Everyday wear, sensitive skin


Modal

Made from beechwood pulp, modal is a luxury fabric that’s ultra-soft and moisture-wicking.

Pros: Silky feel, doesn’t shrink, breathable
Cons: More expensive than cotton

Best for: Premium everyday wear, date nights


Microfiber/Polyester Blends

Synthetic blends designed for performance.

Pros: Lightweight, quick-drying, stretches well
Cons: Less breathable than natural fibers, can retain odor

Best for: Gym, sports, hot climates


Bamboo

An eco-friendly option that’s antibacterial, breathable, and soft.

Pros: Hypoallergenic, regulates temperature
Cons: Can be pricey, less common

Best for: Sensitive skin, sustainability-conscious men


Nylon/Spandex (Elastane)

Often blended with other materials for added stretch.

Pros: Excellent elasticity, great for active wear
Cons: Less breathable on its own

Best for: Activewear, compression underwear


4. Fit & Sizing: Get It Right

Choosing the right size is as important as picking the style. Ill-fitting underwear can cause:

  • Chafing

  • Wedgies

  • Rolling waistbands

  • Lack of support

Tips for finding your size:

  • Waistband: Should sit snugly on your waist without rolling or pinching.

  • Pouch: Should support your package without squeezing.

  • Legs: No digging in, rolling up, or excessive slack.

Always refer to the brand's size chart—there’s no universal standard.


5. Underwear for Different Body Types

No two bodies are alike. Tailor your underwear choice to your physique for maximum comfort and confidence.

Athletic Build

Go for boxer briefs or trunks to highlight your thighs and glutes. Choose stretchy, moisture-wicking fabrics.

Best pick: Modal or microfiber trunks with a supportive pouch.


Stocky/Muscular Build

Avoid trunks that are too short. Boxer briefs provide coverage and comfort. Ensure a snug but not tight fit.

Best pick: Longer boxer briefs with strong elastic support.


Slim Build

Trunks or briefs are great for a streamlined look. Avoid oversized boxers that may bunch.

Best pick: Cotton or bamboo briefs with a contoured pouch.


Larger Build

Look for breathable fabrics and longer leg styles to avoid chafing. High-rise boxer briefs offer support and shape.

Best pick: Moisture-wicking boxer briefs with extra room in the pouch.


6. Underwear for Every Occasion

Different scenarios call for different underwear choices:

For the Office

You’re likely sitting most of the day. Choose breathable, supportive underwear that stays in place.

Pick: Cotton or modal boxer briefs.


For the Gym

You need moisture-wicking fabric, flexibility, and support. Avoid anything loose.

Pick: Microfiber or nylon/spandex blend boxer briefs or jockstraps.


For Date Night

You want to feel confident and maybe show off a bit. Pick something stylish and snug.

Pick: Modal trunks or briefs in bold colors or patterns.


For Sleep

Comfort is king. Breathability and softness matter most.

Pick: Loose cotton boxers or no underwear at all.


For Travel

Comfort and versatility are key. Go for moisture-wicking, quick-dry underwear that resists odor.

Pick: Travel-focused boxer briefs like ExOfficio or bamboo blends.


7. How Many Pairs Do You Need?

A solid underwear rotation keeps your wardrobe fresh and your hygiene top-notch.

Ideal collection:

  • 10-12 everyday pairs (boxer briefs, trunks, or briefs)

  • 3-5 athletic pairs (performance underwear)

  • 2-3 special occasion pairs (date night, designer brands)

  • 2-3 lounge/sleep pairs

Don’t wait until the elastic gives out or you have holes—rotate regularly. Experts recommend replacing your underwear every 6–12 months.


8. Caring for Your Underwear

To keep your underwear in top shape:

Washing tips:

  • Use cold water and mild detergent

  • Avoid bleach or fabric softeners

  • Use a laundry bag for delicate fabrics

  • Don’t overload the washer

Drying:

  • Air-dry whenever possible to preserve elasticity

  • If using a dryer, stick to low heat

Well-maintained underwear lasts longer, fits better, and stays fresh.


9. Popular Brands Worth Trying

Looking to upgrade your drawer? Here are some trusted and stylish brands for every budget:

Affordable & Reliable

  • Hanes – Classic comfort

  • Fruit of the Loom – Budget basics

  • Uniqlo – Affordable, minimal, and functional

Mid-Range

  • MeUndies – Ultra-soft modal options in fun prints

  • Calvin Klein – Fashion-forward with reliable fit

  • Pair of Thieves – Stylish and moisture-wicking

Premium

  • SAXX – Innovative pouch design

  • Tommy John – Tailored fit and luxury feel

  • CDLP – Sustainable and sophisticated

  • Mack Weldon – Modern, technical underwear for professionals

Athletic-Focused

  • 2UNDR – Designed for active lifestyles

  • Under Armour – High-performance gear

  • Nike Pro – For serious athletes


10. Final Thoughts: Upgrade Your Underwear for Men

The right underwear is the foundation of every outfit—and every man deserves comfort, style, and function at the base layer. Whether you're chasing the boardroom, the gym, or a romantic evening, your underwear should rise to the occasion.

Here’s a quick checklist to upgrade your underwear game:

  • Ditch old, worn-out pairs

  • Find the styles that suit your body and lifestyle

  • Choose breathable, high-quality fabrics

  • Invest in a proper rotation

  • Wash and store them properly

Once you find your perfect pair, you’ll wonder how you ever settled for less.


Ready to elevate your underwear drawer? Start with one great pair. Trust us—your body, your confidence, and even your wardrobe will thank you.


Lateef Warnick is the founder of Onassis Krown. He currently serves as a Senior Healthcare Consultant in the Jacksonville FL area and is a Certified Life Coach, Marriage Counselor, Keynote Speaker and Author of "Know Thyself," "The Golden Egg" and "Wear Your Krown." He is also a former Naval Officer, Licensed Financial Advisor, Insurance Agent, Realtor, Serial Entrepreneur and musical artist A.L.I.A.S.

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