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Men's Underwear

FEATURED


Logo-waist stretch organic cotton boxer briefs
3-pack
regular price $39.95 discounted price Can$29.95
Le 31
Elastic-waist poplin boxer short regular price $29.00 discounted price Can$19.99
Le 31
3" nautical stripe trunk discounted price Can$15.00
3 for $34.95
Le 31

Sophisticated menswear with a touch of avant-garde, Le 31 appeals to the businessman, the innovator, the adventure-seeker, and the athlete with its wide range of collections that feature everything from the comfiest essentials to the season's trendiest pieces.

Striped viscose trunk discounted price Can$20.00
3 for $39.95
Le 31
Feel tone-on-tone lyocell brief regular price $29.00 discounted price Can$19.99
Le 31

Editor's pick

Solid viscose trunk discounted price Can$20.00
3 for $39.95
Le 31

Editor's pick

Solid viscose trunk discounted price Can$20.00
3 for $39.95
Le 31
Logo-waist stretch organic cotton boxer briefs
3-pack
regular price $39.95 discounted price Can$29.95
Le 31
Logo-waist stretch organic cotton boxer briefs
3-pack
regular price $39.95 discounted price Can$29.95
Le 31
Logo-waist stretch organic cotton boxer briefs
3-pack
regular price $39.95 discounted price Can$29.95
Le 31
Nautical stripes boxer brief discounted price Can$15.00
3 for $34.95
Le 31
3" nautical stripe trunk discounted price Can$15.00
3 for $34.95
Le 31
Nautical stripe brief discounted price Can$15.00
3 for $34.95
Le 31
Elastic-waist poplin boxer short regular price $29.00 discounted price Can$19.99
Le 31
Elastic-waist poplin boxer short regular price $29.00 discounted price Can$19.99
Le 31
Elastic-waist poplin boxer short regular price $29.00 discounted price Can$19.99
Le 31
Contrast-seam trunk discounted price Can$19.00
3 for $34.95
Le 31
Contrast-seam trunk discounted price Can$19.00
3 for $34.95
Le 31
Contrast-seam trunk discounted price Can$19.00
3 for $34.95
Le 31
Patterned striped-band boxer brief discounted price Can$15.00
3 for $34.95
Le 31
Patterned striped-band brief discounted price Can$15.00
3 for $34.95
Le 31
3" patterned striped-band trunk discounted price Can$15.00
3 for $34.95
Le 31
Mesh stripe black trunk regular price $25.00 discounted price Can$15.99
Le 31
Striped grey trunk regular price $25.00 discounted price Can$15.99
Le 31
Micro-dotted stripe trunk regular price $25.00 discounted price Can$15.99
Le 31
Mesh stripe black brief regular price $25.00 discounted price Can$15.99
Le 31
Thin grey stripe brief regular price $25.00 discounted price Can$15.99
Le 31
Micro-dotted stripe brief regular price $25.00 discounted price Can$15.99
Le 31
Sporty microfibre brief discounted price Can$15.00
Le 31
Sporty microfibre brief discounted price Can$15.00
Le 31
Favourite snacks trunk regular price $20.00 discounted price Can$12.99
Le 31
Favourite snacks trunk regular price $20.00 discounted price Can$12.99
Le 31
Microfibre athletic boxer brief discounted price Can$15.00
3 for $34.95
Le 31
Microfibre athletic boxer brief discounted price Can$15.00
3 for $34.95
Le 31
Tone-on-tone Feel Lyocell boxer brief regular price $29.00 discounted price Can$19.99
Le 31
Tone-on-tone Feel Lyocell boxer brief regular price $29.00 discounted price Can$19.99
Le 31
Tone-on-tone Feel Lyocell boxer brief regular price $29.00 discounted price Can$19.99
Le 31
Tone-on-tone Feel Lyocell trunk regular price $29.00 discounted price Can$19.99
Le 31
Tone-on-tone Feel Lyocell trunk regular price $29.00 discounted price Can$19.99
Le 31
Tone-on-tone Feel Lyocell trunk regular price $29.00 discounted price Can$19.99
Le 31
Tone-on-tone Feel Lyocell trunk regular price $29.00 discounted price Can$19.99
Le 31
Striped viscose trunk discounted price Can$20.00
3 for $39.95
Le 31
Solid and printed trunks
2-pack
regular price $35.00 discounted price Can$24.95
Le 31
Solid and printed trunks
2-pack
regular price $35.00 discounted price Can$24.95
Le 31
Solid organic cotton boxer briefs
3-pack
regular price $39.95 discounted price Can$29.95
Le 31
Solid organic cotton boxer briefs
3-pack
regular price $39.95 discounted price Can$29.95
Le 31
Organic cotton briefs
3-pack
regular price $29.95 discounted price Can$19.99
Le 31
Organic cotton briefs
3-pack
regular price $29.95 discounted price Can$19.99
Le 31
Contrast-waist organic cotton trunks
3-pack
regular price $39.95 discounted price Can$29.95
Le 31
Contrast-waist organic cotton trunks
3-pack
regular price $39.95 discounted price Can$29.95
Le 31
Logo-waist stretch organic cotton briefs
3-pack
regular price $29.95 discounted price Can$19.99
Le 31
Logo-waist stretch organic cotton briefs
3-pack
regular price $29.95 discounted price Can$19.99
Le 31
Organic cotton and TENCEL™ Modal boxer briefs
3-pack
regular price $45.00 discounted price Can$34.95
Le 31
Essential undershirts
3-pack
regular price $49.95 discounted price Can$39.95
Le 31
Essential undershirts
3-pack
regular price $49.95 discounted price Can$39.95
Le 31
Solid ribbed undershirt tanks
3-pack
regular price $49.95 discounted price Can$39.95
Le 31
Solid ribbed undershirt tanks
3-pack
regular price $49.95 discounted price Can$39.95
Le 31

For over 50 years, this American brand has fine-tuned its clean-cut, minimalist aesthetic by offering innovative pieces.

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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