Guys Underwear

Guys Underwear: Upgrade your essentials with our Guys Underwear Collection, designed for everyday comfort, support, and versatility. Whether you prefer boxer briefs for a secure fit, trunks for a modern cut, briefs for classic support, or boxer shorts for a relaxed feel, we’ve got you covered. Made from breathable cotton, moisture-wicking modal, and stretch microfibre, these styles keep you feeling fresh and comfortable all day. Explore premium options from Calvin Klein, BOSS, Polo Ralph Lauren, Emporio Armani, and SAXX, perfect for work, leisure, and active lifestyles.

289 products

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Boss Men's Thermal Long John
Boss Men's Thermal Long John
Sale 50% OFF

Boss Men's Thermal Long John

Regular price £29.50 GBP
Regular price £59.00 GBP Sale price £29.50 GBP
Available in Black
S M L XL 2XL
BOSS Men's Trunk Ecotech
BOSS Men's Trunk Ecotech
Sale 50% OFF

BOSS Men's Trunk Ecotech

Regular price £14.50 GBP
Regular price £29.00 GBP Sale price £14.50 GBP
Available in Black
S M L XL
BOSS Men's Trunk Geometric
BOSS Men's Trunk Geometric
Sale 50% OFF

BOSS Men's Trunk Geometric

Regular price £17.50 GBP
Regular price £35.00 GBP Sale price £17.50 GBP
Available in BlackTurquoise
S M L XL
BOSS Men's Trunk Identity
BOSS Men's Trunk Identity
Sale 50% OFF

BOSS Men's Trunk Identity

Regular price £13.50 GBP
Regular price £27.00 GBP Sale price £13.50 GBP
Available in Navy;NavyWhitePurple
S M L XL
Boss Men's Trunk Identity
Boss Men's Trunk Identity
Sale 50% OFF

Boss Men's Trunk Identity

Regular price £13.50 GBP
Regular price £27.00 GBP Sale price £13.50 GBP
Available in WhiteGreenBlue
S M L XL 2XL
BOSS Men's Trunk Prime
BOSS Men's Trunk Prime
Sale 50% OFF

BOSS Men's Trunk Prime

Regular price £13.50 GBP
Regular price £27.00 GBP Sale price £13.50 GBP
Available in BlackDark-Green;Dark-Green
S M L XL
BOSS Men's Trunk Stripe
BOSS Men's Trunk Stripe
Sale 50% OFF

BOSS Men's Trunk Stripe

Regular price £14.00 GBP
Regular price £28.00 GBP Sale price £14.00 GBP
Available in Wine;WineDark Blue;Dark Blue
S M L XL
Boss Men's Unwrapped Trunk
Boss Men's Unwrapped Trunk
Sale 50% OFF

Boss Men's Unwrapped Trunk

Regular price £13.50 GBP
Regular price £27.00 GBP Sale price £13.50 GBP
Available in BlackWhite
S M L XL 2XL
BOSS Mens 3 Pack Boxer Brief - BOSS ONE
BOSS Mens 3 Pack Boxer Brief - BOSS ONE
Sale 50% OFF

BOSS Mens 3 Pack Boxer Brief - BOSS ONE

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in Black
S M L XL
BOSS Mens 3 Pack Boxer Brief - BOSS ONE
BOSS Mens 3 Pack Boxer Brief - BOSS ONE
Sale 50% OFF

BOSS Mens 3 Pack Boxer Brief - BOSS ONE

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in White
S M L XL
BOSS Mens 3 Pack Boxer Brief - BOSS ONE
BOSS Mens 3 Pack Boxer Brief - BOSS ONE
Sale 50% OFF

BOSS Mens 3 Pack Boxer Brief - BOSS ONE

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in White/Grey/Black;White/Grey/Black
S M L XL
BOSS Mens 3 Pack Hip Brief - BOSS ONE
BOSS Mens 3 Pack Hip Brief - BOSS ONE
Sale 50% OFF

BOSS Mens 3 Pack Hip Brief - BOSS ONE

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in Black
S M L XL
BOSS Mens 3 Pack Hip Brief - BOSS ONE
BOSS Mens 3 Pack Hip Brief - BOSS ONE
Sale 50% OFF

BOSS Mens 3 Pack Hip Brief - BOSS ONE

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in White
S M L XL
BOSS Mens 3 Pack Hip Brief - BOSS ONE
BOSS Mens 3 Pack Hip Brief - BOSS ONE
Sale 50% OFF

BOSS Mens 3 Pack Hip Brief - BOSS ONE

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in White/Grey/Black;White/Grey/Black
S M L XL
BOSS Mens 3 Pack Trunk - BOSS ONE
BOSS Mens 3 Pack Trunk - BOSS ONE
Sale 50% OFF

BOSS Mens 3 Pack Trunk - BOSS ONE

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in Black
S M L XL
BOSS Mens 3 Pack Trunk - BOSS ONE
BOSS Mens 3 Pack Trunk - BOSS ONE
Sale 50% OFF

BOSS Mens 3 Pack Trunk - BOSS ONE

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in White
S M L XL
BOSS Mens 3 Pack Trunk - BOSS ONE
BOSS Mens 3 Pack Trunk - BOSS ONE
Sale 50% OFF

BOSS Mens 3 Pack Trunk - BOSS ONE

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in White/Grey/Black;White/Grey/Black
S M L XL
Boss Organic Cotton Men's Trunk
Boss Organic Cotton Men's Trunk
Sale 50% OFF

Boss Organic Cotton Men's Trunk

Regular price £12.00 GBP
Regular price £24.00 GBP Sale price £12.00 GBP
Available in BlackWhite
S M L XL 2XL
Calvin Klein 3 Pack Men's Cotton Stretch Boxer Brief
Calvin Klein 3 Pack Men's Cotton Stretch Boxer Brief
Sale 50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Boxer Brief

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
Available in Black
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs
Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs
Sale Best Seller50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
Available in White
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs
Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs
Sale Sold out Best Seller50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs
Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs
Sale Best Seller50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs

Regular price £18.70 GBP
Regular price £37.40 GBP Sale price £18.70 GBP
Available in Grey/White/Black;Grey/White/Black
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs
Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs
Sale Best Seller50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Hip Briefs

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
Available in Blue/Navy/Black;Blue/Navy/Black
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunk
Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunk
Sale Best Seller50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunk

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
Available in Grey/White/Black;Grey/White/Black
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunk
Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunk
Sale Sold out Best Seller50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunk

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
Available in Black
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunk
Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunk
Sale Best Seller50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunk

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunks
Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunks
Sale Best Seller50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Low Rise Trunks

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
Available in White
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Trunk
Calvin Klein 3 Pack Men's Cotton Stretch Trunk
Sale 50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Trunk

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
Available in Black
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Trunk
Calvin Klein 3 Pack Men's Cotton Stretch Trunk
Sale 50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Trunk

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
Available in Black
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Trunks
Calvin Klein 3 Pack Men's Cotton Stretch Trunks
Sale Best Seller50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Trunks

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
Available in Blue/Navy/Black;Blue/Navy/Black
S M L XL
Calvin Klein 3 Pack Men's Cotton Stretch Trunks
Calvin Klein 3 Pack Men's Cotton Stretch Trunks
Sale Best Seller50% OFF

Calvin Klein 3 Pack Men's Cotton Stretch Trunks

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
S M L XL
Calvin Klein 3 Pack Men's Icon Cotton Stretch Trunk
Calvin Klein 3 Pack Men's Icon Cotton Stretch Trunk
Sale Improved Fabric50% OFF

Calvin Klein 3 Pack Men's Icon Cotton Stretch Trunk

Regular price £21.00 GBP
Regular price £42.00 GBP Sale price £21.00 GBP
Available in Black
S M L XL
Calvin Klein 3 Pack Men's Modern Cotton Stretch Hip Brief
Calvin Klein 3 Pack Men's Modern Cotton Stretch Hip Brief
Sale Best Seller50% OFF

Calvin Klein 3 Pack Men's Modern Cotton Stretch Hip Brief

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
Available in Black/Grey/White;Black/Grey/White
S M L XL
Calvin Klein 3 Pack Men's Modern Structure Boxer Brief
Calvin Klein 3 Pack Men's Modern Structure Boxer Brief
Sale Best Seller50% OFF

Calvin Klein 3 Pack Men's Modern Structure Boxer Brief

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
Available in Black
S M L XL
Calvin Klein Boxers - 3 Pack - Icon Cotton Stretch - Boxer Brief
Calvin Klein Boxers - 3 Pack - Icon Cotton Stretch - Boxer Brief
Sale New 50% OFF

Calvin Klein Boxers - 3 Pack - Icon Cotton Stretch - Boxer Brief

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
Available in Black/Blue;Black/Blue
S M L XL
Calvin Klein Men's 3 Pack Boxer - Icon Cotton Stretch
Calvin Klein Men's 3 Pack Boxer - Icon Cotton Stretch
New Sold out 50% OFF

Calvin Klein Men's 3 Pack Boxer - Icon Cotton Stretch

Regular price £55.00 GBP
Regular price £55.00 GBP Sale price £55.00 GBP
Available in Black
S M L XL
Calvin Klein Men's 3 Pack Boxer Brief - Ultra Soft Modal
Calvin Klein Men's 3 Pack Boxer Brief - Ultra Soft Modal
Sale New 50% OFF

Calvin Klein Men's 3 Pack Boxer Brief - Ultra Soft Modal

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in Black
S M L XL
Calvin Klein Men's 3 Pack Crew Neck T-shirt - Cotton Microfiber Stretch
Calvin Klein Men's 3 Pack Crew Neck T-shirt - Cotton Microfiber Stretch
Sale New 50% OFF

Calvin Klein Men's 3 Pack Crew Neck T-shirt - Cotton Microfiber Stretch

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in White
S M L XL
Calvin Klein Men's 3 Pack Crew Neck T-shirt - Cotton Microfiber Stretch
Calvin Klein Men's 3 Pack Crew Neck T-shirt - Cotton Microfiber Stretch
Sale New 50% OFF

Calvin Klein Men's 3 Pack Crew Neck T-shirt - Cotton Microfiber Stretch

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in Black/White/Grey;Black/White/Grey
S M L XL
Calvin Klein Men's 3 Pack Hip Brief  - Ultra Soft Modal
Calvin Klein Men's 3 Pack Hip Brief  - Ultra Soft Modal
Sale New 50% OFF

Calvin Klein Men's 3 Pack Hip Brief - Ultra Soft Modal

Regular price £22.50 GBP
Regular price £45.00 GBP Sale price £22.50 GBP
Available in Black
S M L XL
Calvin Klein Men's 3 Pack Hip Brief - Icon Cotton Stretch
Calvin Klein Men's 3 Pack Hip Brief - Icon Cotton Stretch
Sale New 50% OFF

Calvin Klein Men's 3 Pack Hip Brief - Icon Cotton Stretch

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
Available in Black/Blue;Black/Blue
S M L XL
Calvin Klein Men's 3 Pack Hip Brief - Icon Cotton Stretch
Calvin Klein Men's 3 Pack Hip Brief - Icon Cotton Stretch
Sale New 50% OFF

Calvin Klein Men's 3 Pack Hip Brief - Icon Cotton Stretch

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
Available in White
S M L XL
Calvin Klein Men's 3 Pack Relax Dart Trunk - Icon Cotton Stretch
Calvin Klein Men's 3 Pack Relax Dart Trunk - Icon Cotton Stretch
Sale New Sold out 50% OFF

Calvin Klein Men's 3 Pack Relax Dart Trunk - Icon Cotton Stretch

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
Available in Black
S M L XL
Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch
Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch
Sale New 50% OFF

Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
Available in Black
S M L XL
Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch
Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch
Sale New 50% OFF

Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
Available in Multi;Multi
S M L XL
Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch
Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch
Sale New 50% OFF

Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
Available in White
S M L XL
Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch
Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch
Sale New 50% OFF

Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
Available in Black/White/Grey;Black/White/Grey
S M L XL
Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch
Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch
Sale New 50% OFF

Calvin Klein Men's 3 Pack Relaxed Dart Trunk - Icon Cotton Stretch

Regular price £22.00 GBP
Regular price £44.00 GBP Sale price £22.00 GBP
Available in Black
S M L XL

Guys Underwear FAQ

What should I consider when buying underwear?

When choosing underwear, focus on fit, support, and breathability. Look for styles that match your lifestyle and comfort preferences—boxer briefs provide full support, trunks offer a modern, snug fit, briefs deliver minimal coverage, and boxer shorts allow for maximum airflow.

Which underwear style is best for an active lifestyle?

If you lead an active lifestyle, opt for underwear with moisture-wicking and stretch properties. Boxer briefs and trunks made from microfibre or modal provide flexibility, support, and breathability, reducing irritation and keeping you comfortable during workouts or long days.

How can I prevent underwear from riding up?

To avoid bunching or riding up, choose underwear with a snug but comfortable fit, elastic waistbands that stay in place, and fabric with stretch. Trunks and boxer briefs with a contoured design help maintain a secure fit throughout the day.

What are the benefits of wearing different underwear styles?

Each style offers unique benefits: Briefs – Best for support and minimal coverage. Trunks – A modern, shorter cut for a streamlined look. Boxer Briefs – Offers full coverage and support for everyday wear. Boxer Shorts – A loose, relaxed fit for maximum comfort.

Where can I find high-quality guys’ underwear?

Shop premium guys' underwear at PantsandSocks.com, featuring top brands like Calvin Klein, BOSS, Polo Ralph Lauren, Emporio Armani, and SAXX. Browse our collection and enjoy free shipping on orders over £55.