Underwear - masculine underwear & loungewear

Men's Underwear

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Most popular trunks

Editor's pick

Solid bamboo rayon trunk $30.00 US$19.99
Bamboo Underwear

Editor's pick

Solid bamboo rayon trunk $30.00 US$19.99
Bamboo Underwear

Editor's pick

Solid bamboo rayon trunk $30.00 US$19.99
Bamboo Underwear

Most popular boxer briefs

Most popular briefs

Most popular multi-packs

Most popular tanks & T-shirts

Trunks

Signature waist trunk US$19.00
Jack & Jones
Logo waist trunk US$19.00
Jack & Jones
Pop foliage trunk US$19.00
Jack & Jones
Optical dot trunk US$19.00
Jack & Jones
Solid croc trunk US$20.00
Lacoste
Solid croc trunk US$20.00
Lacoste
Essential microfibre trunk US$35.00
Calvin Klein
Modal trunk $30.00 US$19.99
Calvin Klein
Modal trunk $30.00 US$19.99
Calvin Klein

New

Move trunk US$40.00
BOSS

New

Contrast waist trunk US$25.00
Diesel

New

Contrast waist trunk US$25.00
Diesel
Retro stripe boxer brief US$30.00
Paul Smith
Dress up puppies trunk US$30.00
Paul Smith
Pop Art trunk US$30.00
Paul Smith
Balloon signs trunk US$30.00
Paul Smith
Pop stripe trunk US$30.00
Paul Smith
Alphabet confetti trunk US$30.00
Paul Smith
Teal stripe trunk US$30.00
Paul Smith
NFL trunk US$30.00
Pump!
Teddy Bear trunk US$99.00
Moschino
Eagle logo trunk US$50.00
Emporio Armani
Metallic trunk
3-pack
US$55.00
Calvin Klein
CK1 trunk
3-pack
US$50.00
Calvin Klein
Bright trunk
3-pack
US$40.00
Diesel

Boxer briefs

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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