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Back to men
Underwear - masculine underwear & loungewear

Boxers & Briefs

Sort by: New   Price   Most popular
Zoom   Page 1 of 4   325 items   View 300 per page

Multi-Buy Promotion

Organic cotton colourful stripe trunk $19.00 US$12.99
3 for $34.95
Le 31

New

Organic cotton sporty boxer brief US$19.00
3 for $34.95
Le 31
Organic cotton colourful-stripe brief $19.00 US$12.99
3 for $34.95
Le 31
TENCEL* Modal loft trunk US$19.00
3 for $34.95
Le 31
Striped band athletic brief $19.00 US$14.99
3 for $34.95
Le 31
TENCEL* Modal neon-accent brief $19.00 US$12.99
3 for $34.95
Le 31

Editor's pick

Striped TENCEL* Modal trunk $19.00 US$12.99
3 for $34.95
Le 31
TENCEL* Modal loft trunk US$19.00
3 for $34.95
Le 31
TENCEL* Modal loft trunk US$19.00
3 for $34.95
Le 31

New

Organic cotton sporty boxer brief US$19.00
3 for $34.95
Le 31

Most popular boxers trunks

Most popular boxers briefs

Editor's pick

Bright jersey boxer brief US$9.99
Hum?r

Editor's pick

Bright jersey boxer brief US$9.99
Hum?r

Editor's pick

Bright jersey boxer brief US$9.99
Hum?r
Sporty boxer brief $19.00 US$12.99
Puma
Sporty boxer brief $19.00 US$12.99
Puma
Sporty boxer brief $19.00 US$12.99
Puma

Most popular slips

Essential ribbed brief $19.00 US$12.99
Le 31
Metal texture brief $19.00 US$12.99
Le 31
Essential ribbed brief $19.00 US$12.99
Le 31
TENCEL* Modal neon-accent brief $19.00 US$12.99
3 for $34.95
Le 31
TENCEL* Modal neon-accent brief $19.00 US$12.99
3 for $34.95
Le 31
TENCEL* Modal neon-accent brief $19.00 US$12.99
3 for $34.95
Le 31

Most popular multi-packs

Most popular tanks & T-shirts

Multi-Buy Promotion

Organic cotton colourful-stripe brief $19.00 US$12.99
3 for $34.95
Le 31
TENCEL* Modal neon-accent brief $19.00 US$12.99
3 for $34.95
Le 31
TENCEL* Modal neon-accent brief $19.00 US$12.99
3 for $34.95
Le 31

Editor's pick

Striped TENCEL* Modal trunk $19.00 US$12.99
3 for $34.95
Le 31
Organic cotton colourful stripe trunk $19.00 US$12.99
3 for $34.95
Le 31

New

Organic cotton sporty boxer brief US$19.00
3 for $34.95
Le 31

Editor's pick

Striped TENCEL* Modal trunk $19.00 US$12.99
3 for $34.95
Le 31
Striped band athletic brief $19.00 US$14.99
3 for $34.95
Le 31

Trunks

Solid bamboo rayon trunk $30.00 US$19.99
Bamboo Underwear
Solid bamboo rayon trunk $30.00 US$19.99
Bamboo Underwear
Solid bamboo rayon trunk $30.00 US$19.99
Bamboo Underwear
Fruity print trunk $19.00 US$9.99
Jack & Jones
Emoticon trunk $19.00 US$9.99
Jack & Jones
Neon floral trunk $19.00 US$9.99
Jack & Jones
Vegetal print trunk $19.00 US$9.99
Jack & Jones
Vegetal print trunk $19.00 US$9.99
Jack & Jones
Vegetal print trunk $19.00 US$9.99
Jack & Jones
Neon dot trunk $19.00 US$9.99
Jack & Jones
Pop Tropical boxer brief $30.00 US$19.99
Saxx
Space-dye stripe trunk $25.00 US$19.99
Saxx
Fun pineapple trunk $30.00 US$19.99
Saxx

Editor's pick

Slim fit trunk US$30.00
JM

Editor's pick

Slim fit trunk US$30.00
JM

Editor's pick

Slim fit trunk US$30.00
JM
Signature waist trunk US$19.00
Jack & Jones
Signature waist trunk US$19.00
Jack & Jones
Signature waist trunk US$19.00
Jack & Jones
Logo waist trunk US$19.00
Jack & Jones
Metal texture trunk $19.00 US$12.99
Le 31
Printed microfibre trunk $19.00 US$9.99
Le 31
Treats trunk $19.00 US$9.99
Le 31
Treats trunk $19.00 US$9.99
Le 31

Editor's pick

Get Lucky trunk $19.00 US$9.99
Le 31
Space-dye denim trunk $19.00 US$12.99
Le 31
Heather stripe trunk $19.00 US$12.99
Le 31
Prince of Wales trunk $19.00 US$12.99
Le 31
Dotwork trunk $19.00 US$12.99
Le 31
Dotwork trunk $19.00 US$12.99
Le 31
Piqué stripe trunk $19.00 US$12.99
Le 31
Leopard trunk US$19.00
Le 31
Nautical stripe trunk $19.00 US$12.99
Le 31
Organic cotton colourful stripe trunk $19.00 US$12.99
3 for $34.95
Le 31

New

Organic cotton sporty boxer brief US$19.00
3 for $34.95
Le 31

Men's Boxers & Briefs

Whether you're working, training at the gym, or simply relaxing at home, comfort is a priority. And when it comes to comfort, choosing the right underwear is key. At Simons, we offer a wide variety of trunks, boxers, and boxer briefs to suit your every need.

 

Take your pick in our selection of high-quality, comfortable, and sometimes playful designs by Calvin Klein, Jack & Jones, BOSS by HUGO BOSS, SAXX, or our private brand, Le 31. Make sure to choose the fabric that's right for you. Your underwear should be stretchy and breathable. Cotton, modal, and bamboo rayon are particularly popular!

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