Underwear - masculine underwear & loungewear

Men's Underwear

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3 for $34.95

Editor's pick

Colourful bamboo rayon trunk US$15.00
3 for $34.95
Le 31

Editor's pick

Colourful bamboo rayon trunk US$15.00
3 for $34.95
Le 31

Editor's pick

Colourful bamboo rayon trunk US$15.00
3 for $34.95
Le 31

Editor's pick

Colourful bamboo rayon trunk US$15.00
3 for $34.95
Le 31

Editor's pick

Colourful bamboo rayon trunk US$15.00
3 for $34.95
Le 31

Editor's pick

Colourful bamboo rayon trunk US$15.00
3 for $34.95
Le 31
Colour block trunk US$15.00
3 for $34.95
Le 31
Colour block trunk US$15.00
3 for $34.95
Le 31
Colour block trunk US$15.00
3 for $34.95
Le 31
Colour block trunk US$15.00
3 for $34.95
Le 31
Colour block trunk US$15.00
3 for $34.95
Le 31

Most popular trunks

Most popular boxer briefs

Most popular briefs

Most popular multi-packs

Most popular boxers

New

Gingham check loose boxer US$30.00
Polo Ralph Lauren

Most popular tanks & T-shirts

Trunks

Tropical beach trunk US$15.00
Jack & Jones
Neon hawaiian trunk US$15.00
Jack & Jones

New

Tropical foliage trunk US$15.00
Jack & Jones

New

Ocean life trunk US$15.00
Jack & Jones

New

Graphic waistband trunk US$15.00
Jack & Jones

New

Hawaiian island trunk US$15.00
Jack & Jones

New

Hawaiian island trunk US$15.00
Jack & Jones

New

Hawaiian island trunk US$15.00
Jack & Jones
Bright colour trunk US$15.00
Jack & Jones

New

Dark shades trunk US$15.00
Jack & Jones

New

Monochrome microfibre trunk US$15.00
Jack & Jones

New

Tropical foliage trunk US$15.00
Jack & Jones
Bright colour trunk US$15.00
Jack & Jones
Logo belt trunk US$15.00
Jack & Jones

New

Urban print trunk US$15.00
Jack & Jones
Logo waist trunk US$15.00
Jack & Jones
Signature waist trunk US$15.00
Jack & Jones
Signature waist trunk US$15.00
Jack & Jones
Move trunk US$40.00
BOSS

Editor's pick

Slim fit trunk US$30.00
JM
Modal trunk $30.00 US$24.95
Calvin Klein

New

Logo tie-dye trunk US$35.00
Diesel
Wildflowers trunk US$30.00
Paul Smith
Dalmatian trunk US$30.00
Paul Smith
Multicolour stripe trunk US$30.00
Paul Smith
Rainbow stripe trunk US$30.00
Paul Smith
NightLight trunk US$30.00
Pump!

New

Cruise trunk US$35.00
Pump!

New

Academy trunk US$35.00
Pump!

New

Squad trunk US$35.00
Pump!

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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